Per My Last Email

In this episode, Kaila and Kyle are joined by author Brad Stulberg to dig into what we get wrong about “excellence,” what true excellence really looks like, and the achievable strategies to achieve it. Also check out Brad’s new book, The Way of Excellence: A Guide to True Greatness and Deep Satisfaction in a Chaotic World.

00:00 Intro

02:08 How Brad define’s “excellence”

05:47 What is “zombie burnout”?

07:59 How to avoid a sh**** flow state

11:05 Identity house 

18:38 Should we be thinking in terms of a “minimum effective dose”?

21:42 The real meaning of grit 

25:32 How do you know if you’ve found fit in a given profession?

28:01 Brad’s views on failure

31:35 Can a growth mindset ever handicap you?

33:44 The first step towards excellence

This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE. 

Find Granola-generated notes on this episode here: 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle answer listener-submitted questions around career advice and work dilemmas. From just how friendly you should get with your boss to how to ask for remote work accommodations, this episode addresses a wide range of relatable scenarios. 

00:00 Intro

02:56 Question 1 - Can you befriend your boss?

10:37 Question 2 - Can I ask for a raise after a round of layoffs?

15:50 Question 3 - How can I ask for remote work accommodations?

21:57 Question 4 - How should you prepare for a merger/acquisition at your company?

This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE. 

Find Granola-generated notes on this episode here: https://notes.granola.ai/t/4c7f65b0-fdee-40ca-9e1c-e9aa332279f7-009c2hma

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Aiko Bethea, Founder of Rare Coaching, to talk about the hidden bullsh*t at work, how it’s holding you back, and what you can do about it. From holding yourself, your colleagues, and even bosses accountable, to freeing yourself of a scarcity mindset, this conversation is packed with practical advice for anyone feeling stuck in their career. 

And don’t forget to pick up Aiko’s new book, Anchored, Aligned, Accountable: A Framework for Transcending Bullsh*t and Transforming Our Lives and Work.

00:00 Intro

02:04 What Aiko is referring to when she talks about bullsh*t

04:57 The Bullsh*t Asymmetry Principle 

06:13 Using the anchored, aligned, accountable framework 

11:37 How to figure out your values

17:42 Finding the motivation to get clear on your values

21:22 How to hold colleagues, peers, and higher-ups accountable

25:13 The important role of curiosity

28:00 How do you counteract a scarcity mindset?

33:07 How do you know when your identity is too tied up in your work? 

38:45 The best first step towards getting anchored, aligned, and accountable

This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE. 

Find Granola-generated notes on this episode here: https://notes.granola.ai/t/3956660c-bf65-4fc9-a36e-c0781be3c119-008umkv4 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down the five sneaky (and surprising) things that are affecting your career, and what you can do about them. 

00:00 Intro

02:42 Why your commute is more important than you think

08:00 Tactics if your commute is negatively impacting your career

11:00 How discussing your AI use can impact your career

17:59 The consequences of being unknown at work

22:27 Tactics for making yourself better known at work

24:51 How bad tech affects your career

30:16 Dealing with manager burnout

This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Rebecca Hinds, PhD, author of Your Best Meeting Ever: 7 Principles for Designing Meetings That Get Things Done. Rebecca breaks down the science behind why meetings so often fail—and shares research-backed tactics to decide which meetings are actually worth having, and how to design them for better outcomes.

00:00 Intro

02:36 Why do meetings suck?

03:47 Meeting Doomsday 

05:40 Determining which meetings are actually useful

08:03 Considering remote employees

10:11 Making better meeting agendas

13:53 How to stop attendance inflation

16:13 How to manage the dominant speaker in a meeting

19:48 The “meeting-free day” debate

23:30 The value of a pre-read

25:55 Game: So Crazy It Just Might Work

This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the politics of displaying wealth at work, and how the perception of it depends on what stage you are at in your career. When does it go from being gauche to cool to flaunt your wealth at the office? And is it ever strategic to appear more or less wealthy than you actually are?

00:00 Intro

01:40 Why we’re discussing wealth at work

04:43 Kaila’s and Kyle’s experiences with the perception of wealth early in their careers

10:45 What the research says about how flaunting wealth impacts perception

14:11 How presenting wealth becomes a strategy mid-career

22:37 Displays of wealth later in your career

29:02 Per My Last Policy

This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by LinkedIn Chief Economic Opportunity Officer (and former speech writer for President Obama) Aneesh Raman to talk about why we can be optimistic about AI. Aneesh’s new book, Open to Work: How to Get Ahead in the Age of AI, challenges the notion that AI is the death of entry-level work and instead argues that the technology is simply changing work as we know it in exciting and innovative ways.

00:00 Intro

02:30 How does AI unleash human potential?

06:25 Will AI weaken our ability to think?

11:48 Will AI increase the potential for cognitive debt?

14:35 How will AI change the workplace?

19:16 How should recent college grads be thinking about this moment?

27:11 What is the most important skill to have right now in your career?

31:51 Advice for getting started with AI if you come from a more rigid, less creative role

This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

While there is a lot of advice out there about what to do if you’ve been laid off, there isn’t a lot of information for how to manage if you’re one of the lucky (or not so lucky) survivors of a layoff. From being more vulnerable to burnout to taking on more responsibilities, Kaila and Kyle discuss how to handle surviving a layoff both emotionally and professionally, as well as discuss how they navigated their own layoff survival stories. 

00:00 Intro

03:06 Kaila and Kyle’s layoff survival story

07:35 What NOT to do if you’ve survived a layoff

12:27 How your work changes post-layoff

16:48 Another important thing to get clear on post-layoff

18:54 How Kaila and Kyle handled getting assigned entirely new roles post-layoff

24:23 How your working identity can shift post-layoff

29:18 How to talk about your layoff survival story

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by author, speaker, and ZipRecruiter career expert Sam DeMase (@apowermood) to share the best tips for landing a job in the age of AI. From understanding how recruiters think and operate, to structuring your resume for maximum impact, to mastering the “upper third,” this is one episode you don’t want to miss.

00:00 Intro

01:10 What is the life of a recruiter like?

06:28 How people are finding new jobs is changing

09:28 How to make yourself more appealing to recruiters on LinkedIn

12:59 Shifting from a experience-based resume to a skills-based resume

16:57 Is there still value in cold-applying to jobs?

20:15 How AI plays into the hiring process 

26:14 What Sam has learned about motivation from working as a recruiter

29:14 Game: Hiring Faux Pas, or Nah?

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss drug culture and how to navigate it when it interacts with your professional life. Should you talk about your weekend marijuana use with your colleagues? Is Zyn use at the office hurting your reputation? And how many drinks should you actually have at the company party?

00:00 Intro

01:23 Disclaimer

04:01 Accepted and normalized drugs

08:17 Navigating drinking culture in the workplace

15:11 Discussing marijuana at work

23:07 Zyn 

29:13 Per YOUR Last Email 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle celebrate the 100th episode of Per My Last Email with a fun and informative variety show, followed by a surprise walk down memory lane at the end.

00:00 Intro

00:32 News You Can Use

07:55 A check-in with our Gen Z correspondents 

15:00 Game: Slay or Nay?

18:41 Skillcation report

23:47 Per My Last Email gets a performance review

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kyle sits down with venture capitalist and author Bill Gurley to talk about how to figure out your passion, what people get wrong about networking, and why pursuing your dream career isn’t such an idealistic idea. 

00:00 Intro

01:23 How do we recognize if we have a “passion”?

04:40 Do we spend enough time in a sampling period?

08:48 Something Bill advises young people to ask of older adults

09:14 How Bill responds to the pushback that people should aim for a stable, money-making career instead of their dream jobs

11:21 On mentorship and networking

17:09 Bill’s “Go where the action is” principle 

21:54 Advice to people early in their career with regards to emerging technologies

Be sure to check out Bill’s new book, Runnin’ Down a Dream: How to Thrive in a Career You Actually Love.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss their thoughts on the age-old question: is it ever okay to be emotional at work? Listen to hear their anecdotes of crying with colleagues, surface acting vs. deep acting, and why they think emotional intelligence is so crucial at this point in time. 

00:00 Intro

04:26 The aim of this episode

07:27 Affective Events Theory

09:53 Primal Leadership by Daniel Goleman 

14:15 Is going with your gut an example of being emotional?

17:33 The contagious effect of emotions

20:42 Crying at work

25:16 Surface acting vs. deep acting

27:42 The gender disparity when it comes to emotions in the workplace

29:57 Tactics

32:20 Per YOUR Last Email

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle revisit the topic of AI (2 years after their first episode on the topic) and discuss the major objections to AI, how the perception of the technology has changed recently, and the best ways to use it to enhance your work.

00:00 Intro

01:27 How our perceptions of AI have changed in the past 2 years

03:56 The shifting public perception of AI - efficiency vs. enhancement

12:38 First objection to AI - environmental concerns

18:13 Second objection to AI - it’s weakening our ability to think

22:08 Third objection to AI - the controversy over the way AI was trained

23:41 Use cases and tactics

31:44 The most common error Kyle sees people making with AI

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle share their predictions for work and work culture in 2026. From “job kissing” to the careers we think might be eliminated in 2026, you’re not going to want to miss this episode. 

00:00 Intro

01:48 Prediction #1: Slight imperfections will be a sign of effort

06:06 Prediction #2: There will be a premium on being able to explain the business impact of your work

08:50 Prediction #3: “Job kissing”

13:06 Prediction #4: Your degree and your network will matter more than ever before

17:18 Prediction #5: The two career paths that won’t exist by 2027

23:54 Prediction #6:  Career growth is going to become a lot harder 

27:12 Bonus Wackadoodle predictions

28:32 Per My Last Policy

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss uncertainty at the individual, external, and societal level, and share their best strategies for managing and coping with the anxiety that comes with it. 

00:00 Intro

03:08 Addressing uncertainty on the individual level

08:57 Kyle’s bucketing approach for tackling uncertainty

15:23 Dealing with external, corporate-level uncertainty

22:28 Discussing uncertainty at the societal level

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this special bonus episode, Kaila and Kyle sit down with Industrious president Anna Squires Levine to discuss the role that connection plays at work, the future of offices and hybrid vs. remote work, the role of leadership in the modern workplace, and advice on making career pivots.

00:00 Intro

01:16 University of Chicago Booth School of Business study on human connection

07:45 What most companies get wrong about how to design a great working environment

10:31 Advice for companies trying to introduce more fun into their culture 

12:42 How should leaders think about creating a great workplace given the mixture of hybrid, remote, and in-office employees?

15:57 Game: Ask Anna

22:43 How Anna approaches building a culture of energy (vs. one of burnout)

25:37 Anna’s advice for those looking to make a career pivot

29:47 What parenting has taught Anna about navigating work

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle get into personal finance—the money lessons they learned the hard way throughout their careers, and how they approach managing their savings, investments, and spending now.

00:00 Intro

02:36 A big wake-up call money moment in Kaila’s life

07:27 Kyle’s big wake-up call money moment

10:21 Kaila’s experience with lifestyle creep

13:56 An important salary negotiation in Kyle’s career 

18:10 Learning to how to spend based on your values

21:40 Structuring your compensation

25:18 How Kaila and Kyle structure their savings and personal finances

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle share the productivity tips that help them accomplish their to-do list, and to get your 2026 off to a strong start. 

00:00 Intro

02:20 Kaila’s and Kyle’s word of the year

04:30 Productivity tip #1: The Sunday Setup

09:29 Productivity tip #2: The Bullet Journal

13:06 Productivity tip #3: Commit to S***

16:57 Productivity tip #4: Lean into the Eustress Curve

19:09 Productivity tip #5: Time Block the Bull****

22:20 Productivity tip #6: Create Boundaries Around Your Energy

25:18 Productivity tip #7: The Great Filter

26:03 Bonus listener question

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss why there is a fear of being “left behind” in the workplace in 2026, and what you can do to avoid that outcome. 

00:00 Intro

02:08 Where the “left behind” framing is coming from

04:19 The “K-shaped” economy

09:02 Kyle’s hot take prediction on 2026

13:58 How to set yourself up for success in 2026

16:50 How Kaila and Kyle have started incorporating AI into their workflows

23:14 An example of how AI proved to be incredibly helpful in Kaila’s work

25:52 Another key tip for not falling behind in 2026

28:22 Extreme prioritization

31:09 The parable of the farmer

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down their 5-step goal-setting framework that will help you get promoted in 2026. 

00:00 Intro

02:17 Step 1 of goal-setting: Get clear on your company’s goals

07:21 Step 2 of goal-setting: Pick a word of the year

10:14 Step 3 of goal-setting: SMART goals

13:47 An important detail of setting SMART goals

17:08 Step 4 of goal-setting: Getting input

20:02 Step 5 of goal-setting: Create a check-in system

25:58 What if your goals are determined for you?

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

This week, we’re bringing you a special (and very fun) variety show-style holiday episode. Listen to hear Kaila and Kyle quiz each other on 2025 news trivia, followed by a listener-submitted Am I the A******?, 2025 work rants, and finally our rose, bud, thorn of 2025.

00:00 Intro

01:31 2025 Workplace Trivia

18:26 Listener-submitted “Am I the A******?” Segment

24:12 Work rants

30:36 2025 Rose, Bud, and Thorn

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down their simple and effective End of Year Reflection Framework, which will help you give the best end-of-year performance review possible. 

00:00 Intro

01:55 Kaila and Kyle’s 2025 overall vibe check

04:52 Step one of the reflection framework

08:34 Step two of the reflection framework

16:01 Big takeaways from completing the first two steps of the 4-step reflection framework

19:35 Step three of the reflection framework

27:46 Step four of the reflection framework

34:39 Step five of the reflection framework

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this very special bonus episode of PMLE, Kaila and Kyle are joined by comedian, actor, and producer Joel Kim Booster to get his holiday hot takes. Listen to hear how Joel would organize his own office holiday party, the rule he thinks would make corporate America more fun, and his honest opinions in a round of Iconic of Moronic. 

00:00 Intro

00:31 What Joel’s performance review would say if he held an office job today

02:02 The most unhinged party theme Joel would institute if he were in charge of the office holiday party

03:09 The office rule Joel would put in place that would make everyone’s work a little more chaotic and a lot more fun

04:34 Rapid Fire Round

09:34 Iconic or Moronic

A very special thanks to Cup Noodles for making this episode possible. Follow Cup Noodles to see which lucky Joel Kim Booster fan will receive an office party rescue.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss both how family has influenced their career paths, how they talk about work with their families, and the importance of figuring out what the right amount of spillover is between work and family life.

00:00 Intro

01:40 How Kaila and Kyle talk about work with their families

07:28 The “spillover-crossover model”

13:19 The danger of co-rumination

15:42 How Kaila’s family influenced her career path

20:34 How Kyle’s family influenced his career path

25:12 Tactics

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is it possible for us to start to digitally “detox” while still leveling up at work? In this episode, Kaila and Kyle are joined by Kate Noel (host of the podcast People Person, and Morning Brew’s SVP of People Operations) to talk about how we can start to become less dependent on our screens, while still remaining diligent at our jobs. 

00:00 Intro

02:53 Should we even be trying to digitally detox?

06:37 How Kate, as an HR leader, is approaching organizational boundary setting

10:55 How to cultivate a boundary-respecting culture within an organization

15:08 How to help cultivate a boundary-respecting culture as an individual contributor

17:27 A different way to think about “work-life balance”

22:12 Should we be on our phones when we’re not working?

27:15 “You don’t rise to the level of your willpower, you fall to the level of your systems.”

32:49 An important thing to consider if you’re feeling overwhelmed at work

34:12 Final tactics for setting better boundaries at work

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Check out People Person here: https://www.podpage.com/people-person/ 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down and debate the worst career advice they’ve ever heard, and what they think you should do instead.

00:00 Intro

02:45 Bad advice #1

09:28 Bad advice #2

16:28 Bad advice #3

23:30 Bad advice #4

27:50 Work rant

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dig into “crisis culture” at work—what it is, how it came about, and what you can do about it if you’re experiencing it in your own workplace. 

00:00 Intro

01:35 What is “workplace crisis culture”?

02:35 Why is this crisis culture happening?

09:49 How crisis culture has affected Kaila’s career

14:42 Kyle’s own experience with crisis culture

19:14 Another way to think about urgency

21:07 Tips and tactics for handling a workplace crisis culture

This episode was sponsored by Superhuman. You can check out Superhuman today at superhuman.com/podcast. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle sit down with journalist, media executive, entrepreneur, and NKA Media founder Nora Ali to talk about the realities of becoming your own boss. Nora gets extremely candid about what pursuing entrepreneurship really looks like in detailing her transition from the traditional 9 - 5 to founding her former startup Mason Media.  

00:00 Intro

02:09 Nora’s career trajectory

05:15 Why Nora decided to pursue starting her own business when she did

09:09 The unexpected downsides of becoming your own boss

16:21 The physical toll being an entrepreneur took on Nora

18:12 How Nora navigated the transition from a creative career to having to handle the business side of her own business

24:53 On debating whether or not to re-join corporate America

27:06 Advice for people considering making the leap into entrepreneurship 

29:02 The value of having a life or career “theme”

31:40 A final piece of advice for an aspiring entrepreneur

This episode was sponsored by Superhuman. You can check out Superhuman today at superhuman.com/podcast. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle give their strong and uninhibited opinions on some more spicy work-related AITA Redditor submissions. From refusing to cover for colleagues to reporting them to HR, this episode brings the drama. 

00:00 Intro

02:23 Scenario #1 - The Credit Thief

09:35 Scenario # 2 - The Scrooge Boss

17:02 Scenario #3 - The Shady Firm

21:54 Scenario #4 - The Office Narc

This episode was sponsored by Superhuman.  You can check out Superhuman today at superhuman.com/podcast. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the demise of the traditional corporate structure—from co-CEOs, to the elimination of middle managers, and even the death of workplace loyalty. It seems like everything we know about the way companies are organized are changing, so what does this mean for you?

00:00 Intro

01:43 What’s unique about this moment in time for workplaces

04:36 A possible explanation for why these company structures keep changing

07:46 The AT&T memo and how workplace loyalty has changed

13:18 So what comes next for corporate structures?

14:25 “The Dead Economy Theory” 

17:08 The example of Zappos’ “holacracy” 

22:38 What you can do to brace yourself in this evolving landscape

This episode was sponsored by Superhuman.  You can check out Superhuman today at superhuman.com/podcast. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the pivotal life experiences that helped them in their careers in unexpected ways. Listen to hear Kaila and Kyle’s personal stories of rock-bottom moments and personal epiphanies that have ultimately made them better at their jobs.

00:00 Intro

03:13 Kyle’s biggest experience with failure

08:06 Kaila’s biggest experience with failure

11:54 The non-work things that have contributed to Kaila’s and Kyle’s careers

16:35 What Kyle learned from making his first podcast

19:28 An early epiphany in Kaila’s career

21:55 The international experience that changed Kaila’s perspective

27:40 What Kyle’s learned about cold-emailing people he admires

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down “The Great Lock-In”—the Q4 period where it’s advantageous for your year-end review to focus and get down to business. Listen to hear Kaila and Kyle’s extremely tactical and actionable advice on how to accomplish the most before the end of the year.

00:00 Intro

02:01 What “The Great Lock-In” is about

07:17 The first phase of “locking in”

13:14 The second phase of lock-in

17:47 Bullet journaling

20:00 Timeboxing  

23:42 Another important element of locking in

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the rise of the “quiet promotion,” how to know whether or not you’re receiving one, and what to do if you have. 

00:00 Intro

01:50 “job hugging”

07:42 Defining “quiet promotions” 

10:12 Why quiet promotions are happening

13:40 Kaila’s experience with quiet promotions

15:28 Kyle on whether he’s been quiet promoted

17:41 What to do if YOU’RE being quiet promoted

29:29 Recap: The 3 steps to take if you’ve received a “quiet promotion”

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are responding to listener-submitted career advice questions…and they’re juicy! From how to handle conflicting feedback to wading through the “work fluff”, this episode is chock-full of useful tactics for handling tricky work situations.

00:00 Intro

01:25 Grab Bag Question #1 - communication issues

06:38 Grab Bag Question #2 - conflicting feedback

12:50 Grab Bag Question #3 - learning about different jobs

18:05 Grab Bag Question #4 - office decor

22:39 Grab Bag Question #5 - work fluff

25:26 Grab Bag Question #6 - “yes man” boss

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle debate whether you should or should NOT pursue your office crush. That’s right—we’re talking office romance this week, and Kaila and Kyle hold strongly opposing positions on the matter, based in part on their own personal experiences.

00:00 Intro

02:57 Historical context for the conversation

04:23 Kaila’s opinion on pursuing a relationship in the workplace

08:19 The types of jobs where office romance becomes more likely

15:53 The most important thing to remember when considering a romantic relationship with a coworker

18:58 Power dynamics in coworker relationships

21:02 Disclosure

22:35 Never be the main character

26:28 Perception

28:19 Kaila’s 4 conditions for pursuing an office romance

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is it cringe to try too hard? In this episode, Kaila and Kyle are joined by Normal Gossip co-creator and Defector Media co-owner Alex Sujong Laughlin to talk about the ins and outs of being a “try hard” at work. Alex’s new podcast, Try Hard, documents people attempting things that they’re afraid to do, and in this episode you’ll hear about a couple of moments when Alex and Kaila’s fear of being cringe nearly held back their career progress.

00:00 Intro

01:40 What is “Try Hard”?

05:29 Why being a “try hard” in the office is perceived as cringe right now

12:33 An experience that almost derailed Alex’s career path

17:18 How to gently encourage trying hard

21:33 What’s the right level of earnestness at work?

25:42 Is LinkedIn posting cringe?

28:09 A time where Kaila’s fear of being “cringe” almost held her back in her career

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the current trend of laying off middle managers and the flattening of organizations, the impact this can have on individuals, and why we can’t forget the key roles that middle managers have in your career.

00:00 Intro

01:43 Who are the middle managers?

04:15 Stats illustrating the decline of the middle manager

06:40 How an absence middle managers can hinder your career

11:09 The goal of a middle manager, and what happens when they disappear

18:44 Why companies should realize the importance of a middle manager

23:45 What to do if you see a flattening of your organization

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss how AI is impacting the job market, what the future of work may look as more roles and industries become automated, and how to stand out in the age of AI-assisted hiring processes.

00:00 Intro

01:41 Research on the impact of AI on job seekers

06:28 The rise of the “he-cession”

10:07 How AI is impacting the job hunt for mid-career level individuals

14:02 Strategies for applying to jobs in the current environment

19:20 Tips for once you finally reach the interview process

24:03 A major networking pro-tip, especially if you have a small network

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the three most problematic toxic workplace scenarios, and how to manage each of them. Plus, wait ‘til the end to hear a bonus fourth toxic workplace scenario that you probably haven’t considered. 

00:00 Intro

01:42 Defining “toxicity” in the workplace

04:14 Stats on toxic workplaces

05:43 Toxic coworkers and how to handle them

11:46 How Kaila handled a former toxic coworker

16:34 Toxic bosses and how to handle them

24:45 An important note on “toxic bosses” 

25:59 Toxic workplace environments/companies, and how to handle them

32:19 When you find out that YOU’RE the toxic person

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle get educated on the four most important qualities of leadership that separate the top 1% of executives from the rest. Cassie Young, General Partner at Primary Venture Partners, joins Kaila and Kyle this week to discuss why these are the most important (and underappreciated) leadership traits, and why it’s important to know them even if you’re not a leader yourself.

00:00 Intro

02:32 Cassie’s career trajectory

08:00 “Highly forgettable people”

09:39 A tip for when deciding on a job based on the manager

10:21 The value of P&L fluency

15:44 Cassie’s favorite hack for getting more fluent in profit and loss

16:52 “First Team” leadership

24:03 “Pulse on Macromarket” 

29:08 The importance of “bat phone” relationships

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are discussing whether or not you can actually get wealthy in your 9 - 5 alone anymore. Is the American Dream dead, or just evolved? Listen to hear their takes on the best types of companies to work for if you want to build wealth without the side hustle.

00:00 Intro

01:40 How money has played a role in career motivation for Kaila

04:14 How money factored into Kyle’s career path

07:15 Stats on people’s perceptions of wealth

09:13 Where the traditional ideas about generating wealth are starting to break down 

14:18 The different paths today towards building wealth

17:00 The pros and cons of getting equity in your company

25:20 Evaluating your own expectations

29:53 The value if having an “F U fund”

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Morning Brew Daily hosts Neal Freyman and Toby Howell to talk about a subject they know better than anyone—the reality of having a work bestie. Listen to hear Neal and Toby share the story of how they went from colleagues, to friends, to podcast co-hosts, and the unexpected benefits and potential drawbacks of having such a tight working relationship.

00:00 Intro

02:09 How Neal and Toby originally became friends

07:58 How being both friends and colleagues has affected their work

10:12 Developing the Morning Brew Daily show

13:31 On the period that Toby and Neal were together 24/7

16:14 Advice for someone unsure about cultivating a deep friendship at work

20:30 The difference between having work friends at a small company versus a larger one

23:00 Neal and Toby answer questions from their own Morning Brew Daily production team

29:41 Game: 

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss Kyle’s experience of paternity leave so far, what’s been the most surprising to him, and how he’s feeling about returning to his 9 to 5. 

00:00 Intro

01:32  Stats on maternity vs. paternity leave in the U.S.

05:02 Research on the impact of taking paternity leave on a father’s brain

08:11 How pat leave has been for Kyle

13:53 Kyle’s feelings around returning to work

18:24 How boundaries shift after paternity leave

23:37 How Kaila’s thinking about parental leave 

33:41 The systemic problem that lack of parental leave policy in the U.S. is creating

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/partners/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle debate what they consider to be some non-obvious but very real truths about the nature of work and career. Plus, listen ‘til the end of the episode to hear Kaila’s bonus productivity hack. 

00:00 Intro

00:26 “Per YOUR Last Email” segment

02:32 Non-Obvious Truth #1

05:30 The 3 “right” ways to be exploited at work

11:35 Non-Obvious Truth #2

19:33 Non-Obvious Truth #3

26:18 Bonus Productivity Hack of the Week

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss and debate the four types of jobs that they think everyone should have at least once in their career. Plus, listen ‘til the end to hear Kaila’s work fail of the week.  

00:00 Intro

01:06 Job #1

06:21 Pros and cons of working for a name brand 

10:54 Job #2 

20:04 Job #3 

23:44 Job #4 

29:32 Sequencing your career trajectory

32:08 Kaila’s work fail of the week

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the ins and outs of office politics, what it REALLY is, and how to improve on your office politicking skills in order to advance your career. 

00:00 Intro

03:09 The two buckets of office politics

07:48 Can you opt out of office politics?

10:24 Advice for groups who face more biases in the workplace

12:57 MIT study on promotions based on potential

15:07 Kaila and Kyle’s personal experience with office politics

20:34 Office politics for remote employees

23:02 Using meetings to build buy-in 

26:41 Asking for a promotion

29:19 Game: How Would You Respond?

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the difference between extrinsic and intrinsic motivation, and how to artificially generate it when you find yourself lacking motivation. 

00:00 Intro

00:51 Intrinsic motivation vs extrinsic motivation

03:08 Kyle’s intrinsic motivation vs Kaila’s extrinsic motivation

08:56 How Kaila hacks her motivation

14:52 Research-backed strategies for increasing motivation

19:24 Self-Determination Theory

21:50 Manufacturing competition

27:19 Two more tactics for hacking extrinsic motivation

32:52 Adam Grant’s study on radiologists 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive into some conversation-sparking Reddit “Am I the A******?” submissions, and give their candid opinions on each. From whether or not you should share details of your personal life with your coworkers, to the ethics of applying for the same job as a friend, Kaila and Kyle bring some strong opinions. 

00:00 Intro

00:53 Scenario #1 - Retirement Gift

05:14 Scenario #2 - Applying for the Same Job as Your Friend

10:00 Scenario #3 - Keeping Personal Life Private at Work

18:25 Scenario #4 - Not Working Hard

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle talk about their biggest work fails, a different way to think about failure beyond simply as a “learning opportunity,” and share tactics on how to best move through and recover from failures in both work and career.

00:00 Intro

00:40 Kaila’s biggest work failure

04:20 Kyle’s biggest work failure

09:34 The problem with “I don’t fail, I either win or I learn.”

17:46 An NIH study on career failure among nurses

21:05 How to change your perception of “failure”

22:33 The importance of “getting ahead of it”

24:28 “post traumatic growth”

29:01 Tactics

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss what having high agency at work really means, the problems having high agency poses in certain contexts, and how to cultivate more of it in order to help your career. 

00:00 Intro

01:20 Defining what having “high agency” is 

06:52 The elements of high agency

10:34 An important point about having agency

14:17 An important element of truly effective high agency

15:03 A time when Kaila demonstrated high agency in her career

17:46 A time when Kyle demonstrated high agency in his career

21:32 A debate on the merits of disagreeableness 

30:22 Research on the “internal locus of control” 

31:43 Tactics for developing more agency

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the viral Steve Madden interview and debate whether CEOs and corporations should be expressing their political views, as well as how to navigate politics in the workplace.

00:00 Intro

01:24 Steve Madden’s viral Cutting Room Floor interview

06:26 Lulu Cheng Meservey on “going direct” as a business leader

07:29 Stats on how different generations feel about companies voicing their political beliefs

09:53 Ben & Jerry’s vs. Target

15:07 Brian Armstrong’s “mission-driven company” blog post

21:31 How should you as an employee react to your CEO’s public political statements?

27:23 Should you share your own political beliefs at work?

35:49 Kaila’s work rant

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive into the problems with being a “people pleaser”, and how to balance being agreeable enough while also being effective and impactful at work. Plus, Kaila introduces The Workplace People Pleasing Matrix. 

00:00 Intro

00:44 Defining what “people pleasing” actually is

01:55 Why the term “people pleaser” is inflammatory

06:09 Stats on agreeableness and income

07:53 The Workplace People Pleasing Matrix

17:12 The importance of knowing when to be agreeable

19:28 The categories of people pleasers 

28:38 Advice for getting into the Zone of Efficacy on the People Pleasing Matrix

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss work stress and whether we’ve been thinking about it in the wrong way. There’s clearly such a thing as too much stress, but what about too little? And is there an ideal amount of stress we should be aiming for in order to be most successful at our jobs?

00:00 Intro

00:24 APA stats on stress and anxiety

02:53 Kaila’s relationship with work-related stress

06:57 Stats on workplace mental health

09:58 The Eustress Curve and how to rethink our relationship with stress

13:26 Findings by Hans Selye, the “Father of Stress”

15:47 A tip for turning negative stress into productive stress

23:00 Investing in recovery

24:54 What works for Kyle when it comes to managing work stress

30:28 Bonus segment

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss common career tropes and debate whether or not the sayings hold up. Is HR really not your friend? Are your connections more important than your skills? Listen and find out.

00:00 Intro

00:36 Career myth #1 - “No one knows what they’re doing.”

07:35 Career myth #2 - “HR is not your friend.”

12:51 Career myth #3 - “It’s not WHAT you know, it’s WHO you know.”

19:11 Career myth #4 - “Follow your passion, and you’ll never work a day in your life.”

27:33 Career myth #5 - “You should do the responsibilities before you get the promotion.”

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Yale professor and host of The Happiness Lab podcast, Dr. Laurie Santos, to talk about the small ways you can find more meaning in your job, and the adjustments that help increase our happiness and well being at work. 

00:00 Intro

00:44 Dr. Laurie Santos Intro

01:47 How much does your work factor into your overall happiness?

03:33 Dr. Santos’ take on the difference between how millennials and how Gen Z approach work

07:50 “Job crafting”

09:33 Remote vs in-office

12:30 How office perks impact happiness

14:46 How we can alter our relationship with time to increase our happiness

18:09 How “job crafting” is different from toxic positivity

22:47 The “GI Joe Fallacy”

25:50 Advice for working parents 

30:05 Dr. Laurie Santos’s personal happiness habits

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the problems with the current conversation around AI, and debate the issues with and the benefits of the technology for the workforce, society, and individuals.

00:00 Intro

00:57 The problem with the discourse around AI

05:42 Why we’re not having good faith arguments around AI

09:43 The three use cases for AI that Kaila found helpful

17:28 Kaila’s concerns with AI

21:00 How Kyle uses AI in a way that’s additive and not a complete replacement of thinking

28:12 AI concerns speed round

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle talk about the value of giving your job its own performance review, the most effective way to do it, and the lowest rated jobs from their own career experiences. 

Get your copy of the Rate Your Job Template here!

00:00 Intro

06:46 The Rate Your Job Template

13:38 Explaining the template through an example

15:55 How Kaila used the Rate Your Job Template when choosing her current job

19:00 Using the template to rate your existing job

21:45 Why rating your job is an important thing to do every 6 months

25:42 Kyle’s worst job

26:55 Kaila’s worst job

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive into what exactly constitutes a “side hustle”, and the circumstances in which it IS and ISN’T worth having one. Not all side hustles are created equal.

00:00 Intro

03:11 Average income earned from a side hustle

05:11 The issue with the term “side hustle”

08:00 The most common types of side hustles

14:45 “Acceptable or Not?” game

20:46 Considering how a side hustle might be perceived at your job

21:48 Pros and cons of having a side hustle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive into tips and tactics on the best way to protect your job and prepare yourself for potential job cuts during a recession.

00:00 Intro

00:27 Listener email

03:19 What happens during a recession

06:24 What you can do to prepare yourself professionally if you are currently employed

09:10 “T-Shaped skills”

13:45 The importance of weak ties

19:09 Why you should consider posting on LinkedIn right now

21:06 Recession-proof industries

23:58 Recession-proof job functions

26:10 Increase your technological skills

30:00 Strategic side projects

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the reason why efficiency shouldn’t be the goal at work, and how to actually get better at your job.

00:00 Intro

00:41 Our obsession with efficiency

02:26 The problem with the conversation around AI

06:46 What you lose when you focus too much on efficiency

11:42 When Kaila over-focused on efficiency in her career

18:06 How to actually get better at your job

19:46 Scheduling time for whimsy

23:17 Tactics

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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In this episode, Kaila and Kyle discuss how to have those difficult conversations at work with career advice expert Erin McGoff of @advicewitherin. From addressing your lazy coworker to handling your micromanaging boss, Kaila, Kyle, and Erin offer specific tactics and approaches for conducting these challenging conversations.

00:00 Intro

00:55 How Advice With Erin got started

03:49 Stats on how much people avoid having difficult conversations

 04:34 How Erin recommends approaching difficult conversations broadly

08:25 How to prep for having a difficult conversation

14:34 Difficult conversation scenario 1 - Telling your boss that you’re quitting

19:25 Difficult conversation scenario 2 - How to address your anxious coworker

24:41 Difficult conversation scenario 3 - How to deal with a micromanaging boss

29:28 Difficult conversation scenario 4 - How to address a team member who isn’t pulling their weight

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dig into the details of the Rippling v Deel corporate espionage lawsuit, and why—even if you aren’t a corporate spy yourself—it should matter to you.

00:00 Intro

00:51 Background

07:26 Our reaction to the Rippling v Deel case

12:36 Remembering what Slack really is

18:08 What kind of information is okay to take with you from a job, and what is not

20:11 Noncompete clauses

21:59 “garden leave”

22:41 Why a work nemesis is good

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle get philosophical and discuss the ethics of working for a company that doesn’t align with your values. Is it ever acceptable to work at a job that you perceive as immoral? And what can you do if you have to work at such a place?

00:00 Intro

05:30 Whether or it’s morally okay to work somewhere that goes against your values

09:08 Another important caveat when it comes to values aligning with your work

11:45 Effective altruism

16:08 How your role within an organization impacts the moral quandary

17:49 Stats on how important values at work are to people

24:43 Figuring out what values are most important to YOU

25:58 Game: Would you work for…?

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the difference between nepotism vs. networking in the workplace, and how to make nepotism work for you even when you don’t think you have the connections you need to secure an opportunity.

00:00 Intro

00:46 Defining a “nepo baby”

04:54 How common workplace nepotism actually is

09:03 When people are, and are not okay with workplace nepotism

12:52 Is nepotism different from networking?

18:22 How to make nepotism work for you

19:56 The power of weak ties

22:19 “Nepo or Not” game

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss whether or not millennial managers are too soft, the different styles of management, and how to navigate giving tough feedback.

00:00 Intro

02:29 How Kaila and Kyle define a “millennial manager”

07:49 The difference between a good millennial manager and a bad millennial manager

10:08 Previous generations vs millennials in terms of management styles

15:08 “Primal Leadership” and the styles of management

20:55 What to do if you have a millennial manager

24:27 Advice on receiving feedback

26:26 Different types of feedback you can give

28:20 West Point teachers study

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

We’ve done it again—this week Kaila and Kyle read and respond to your “am I the a**hole?” submissions around your work-specific situations…and they do not hold back.

00:00 Intro

01:02 AITA scenario 1 | vengeful quitter

05:37 AITA scenario 2 | “friend” exploitation

09:57 AITA scenario 3 | senior exec’s personal tragedy

14:44 AITA scenario 4 | Reddit submission

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the recent headlines around DEI, the potential implications of these measures, and what actually makes the most effective teams.

00:00 Intro

00:43 Recent headlines around DEI

06:05 Listener email 

12:04 Stats around DEI from Morning Brew’s Insights and Analytics team

16:34 Why having a diverse workforce helps your business outcomes

20:04 An example of DEI efforts in the workplace

22:05 What are the the things that make for a truly high performing team?

24:49 Culture fit vs culture add

26:18 The importance of psychological safety

28:25 Google’s study on what makes strong teams

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Hannah Williams, founder and host of @SalaryTransparentStreet, to talk about the importance of salary transparency, why it’s still such an uncomfortable thing to talk about, and how to negotiate for a higher salary.

00:00 Intro

00:45 Hannah Williams and Salary Transparent Street

01:24 When Hannah first realized she was being underpaid

07:51 The experience of filming Salary Transparent Street

11:06 Why it’s so important to consider being transparent about your salary

15:44 Why HR professionals are in favor of salary transparency 

17:41 Negotiation tactics

19:41 On leveraging an outside offer to increase your salary

24:00 Salary guessing game

Salary Transparent Street’s Salary Database: https://www.salarytransparentstreet.com/salary-database 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the pros and cons of taking an “adult gap year” (aka sabbatical or “mini-retirement”), why they’re becoming more common, and how to financially plan for one if you want to take one yourself.

00:00 Intro

01:56 Stats on burnout

05:54 Defining “sabbatical” vs “leave of absence” vs “gap year” or “mini retirement”

08:48 Companies providing sabbatical options 

15:01 What Kyle and Kaila would do with a 4-week sabbatical

18:36 Harvard Business Review’s study on sabbaticals

20:56 Can you take a break without hurting your career?

22:16 How to take a break if you don’t necessarily have the financial means to

26:39 Tactics

Harvard Business Review’s article on sabbaticals.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss some of the recent news surrounding Meta—from their announcement of cutting 5% of their workforce, to Mark Zuckerberg’s recent comments on masculinity in the workplace. 

00:00 Intro

00:51 Meta’s recent announcement around firing practices

04:25 Two potential upsides to Meta’s “rank and yank” system

07:07 Issues with stack ranking systems

13:39 What is the ideal performance incentive at work?

17:29 How certain incentives cause “creaming” 

20:09 What’s going on with managers?

22:53 Mark Zuckerberg on Joe Rogan clip

32:12 What we can takeaway from Meta’s new policies

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss when and how to make a career pivot, and the questions to ask yourself before starting.

00:00 Intro

01:19 Listener career pivot story submission

05:06 Kaila’s biggest career pivot

07:55 A crucial consideration before making a career change

08:21 Kyle’s career pivots

12:13 The importance of finding what you actually enjoy doing

15:54 A common mistake with networking

20:25 Knowing career narrative

23:12 Embracing the beginner’s mindset

24:13 Listener submissions

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the rise of revenge quitting, what it is, why it’s seemingly on the rise, and their takes on its effectiveness.

00:00 Intro

01:43 Defining what “revenge quitting” is

04:05 Why 2025 will be the year of revenge quitting

09:30 Why the year of revenge quitting might actually be something else

10:37 Why Kaila loves the idea of revenge quitting

16:35 The truth about revenge quitting

17:28 How Kaila and Kyle have quit jobs in their career

22:51 The importance of exhausting your options 

26:32 A Reddit story of revenge quitting

27:57 Tactics

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the real strategies and steps involved in getting a promotion, from how and when to have the conversation with your boss, to how to get clear for yourself what you really want in the next stage of your career.

00:00 Intro

00:36 Kaila and Kyle’s first promotions

05:38 Kaila and Kyle’s 2025 career goals

07:12 The number one thing you should be doing to set yourself up for success

17:12 More tips for how to get promoted in 2025

19:29 How Kaila and Kyle became directors

23:04 The importance of checking in with your manager frequently

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Morning Brew’s SVP of People Operations Kate Noel to talk about how to make the most of your year-end performance review—from how to prepare for it to what to expect from it—and what most people forget about this formal evaluation process.

00:00 Intro

00:57 How Morning Brew Inc. handles performance reviews

05:53 The pros and cons of performance reviews

10:18 Advice for one-on-ones 

13:48 How to make the most of your performance review

17:56 Talking merit increases

21:10 How biases play out in performance reviews

28:28 What should you do if you don’t get that promotion you were hoping for?

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the companies in the UK and in Japan that have been experimenting with the 4-day work week, what the outcomes have been, and whether or not we can expect to see it implemented in the US. Does the 4-day work week actually solve anything? Is it beneficial or detrimental to society as a whole?

00:00 Intro

01:41 The New York Times report on UK businesses piloting the 4-day workweek

06:46 When a 4-day workweek isn’t a fix

11:29 The Tokyo case study of the 4-day workweek

17:49 Reimagining our current work standards and systems

21:56 What can we do based on the 4-day work week research

26:51 A little holiday surprise

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the topic of employee surveillance, including the recent invasion of privacy lawsuit against Apple, and how it impacts company culture. Do companies have the right to monitor employee behavior? Is employee surveillance the new normal? And what can employees do to fight back?

00:00 Intro

00:28 Apple lawsuit

05:31 Stats from the ABA on employee surveillance in the US

08:10 Is surveilling employees ethical?

17:19 What it means to “look like you’re working”

23:06 How to make your job less “fuzzy”

24:20 Tactics

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle talk about how to decide whether it’s worth moving for your career, and how they’ve made decisions to move in their own lives. Is it always worth uprooting yourself for your career? And are there particular places that it’s more advantageous to live in than others?

00:00 Intro

01:22 Malcolm Gladwell quote

05:03 What went into Kyle’s decision to move to New York

08:38 A research-backed argument for relocating

13:18 Why location is so important to consider when moving for a job

17:30 Why Kaila moved to New York

22:15 “Digital Nomads”

26:14 Cities that are trying to attract new remote workers as residents

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by career advice expert and content creator Hanna Goefft (@hannagetshired) to discuss the pros and cons of job hopping, how it looks to potential employers, and at what stages of your career it can positively or negatively impact your trajectory. 

00:00 Intro

01:30 How we’re defining “job hopping”

03:05 Stats on millennial job hopping

04:32 A case against job hopping 

07:27 How recruiters view job hopping on a resume

10:38 How to explain layoffs on your resume

15:10 Hanna’s job hopping history

19:59 When job hopping is viewed more negatively

22:25 How careers are evaluated differently depending on your seniority 

28:31 The under-appreciated benefit of staying at one company

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive into Allstate’s innovative new hybrid work plan for their 54,000 employees across the country, and discuss the pros and cons of the plan, how it might play out in real time, and whether or not this is the future of work. 

00:00 Intro

01:11 Allstate’s new hybrid work plan

08:51 How Allstate’s hybrid work model might change the culture of work entirely

15:54 Are community managers the future of hybrid work?

18:56 How Allstate is handling onboarding

21:33 Why Allstate’s model is so brilliant

26:34 Does Allstate’s model translate to companies of different sizes?

Articles referenced in this episode: https://www.bloomberg.com/news/articles/2024-11-18/allstate-thinks-outside-the-cubicle-with-flexible-offices-coworking?srnd=work-shift  

https://www.hr-brew.com/stories/2024/04/10/allstate-workplace-futurist-lauren-deyoung

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the wave of big companies (Meta,Target, Fidelity, EY, to name a few) that have made headlines recently for firing employees over small offenses. Are these companies becoming stricter, or are these just layoffs in disguise? And is this a brilliant or a detrimental strategy?

00:00 Intro

01:58 Recent headlines about firings over small offenses

09:02 What we’re calling “sneaky layoffs”

11:29 On severance

16:51 Kyle’s hot take

21:39 Why it would be better for companies to do traditional layoffs

25:23 What can you do about sneaky layoffs?

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle talk about how to handle major, distracting life events at work. From wedding planning, to having a baby, to serious illness or injury—major life events happen to all of us. So what’s the best way to handle this without jeopardizing your career?

00:00 Intro

02:43 How Kaila handled planning her wedding while working

07:27 Kyle’s big announcement

10:03 Expectation setting

14:31 Why it might be worth disclosing a negative life event with coworkers

20:05 How Kyle approached telling his colleagues his big life news

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

This week we’re bringing you another AITA-style episode (since we had so much fun doing it the first time). Listen to hear Kaila and Kyle read and weigh in on your “am I the a**hole?” submissions around your work-specific scenarios.

00:00 Intro

01:00 Scenario #1 - Dishonest Interview

04:11 Scenario #2 - Tattle Tale

10:31 Scenario #3 - Work Bestie Desserted Me

16:03 Scenario #4 - Boss Is Back From Paternity Leave

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dig into the real meaning of “Founder Mode” (made famous by Brian Chesky and Paul Graham), and whether or not it’s a good thing. Is it just a rebrand of micromanagement? Then, Kaila and Kyle debate whether or not micromanagement can ever be a good thing.

00:00 Intro

00:35 A brief explanation of “Founder Mode”

04:45 Talking micromanagement

06:43 The instances where being a micromanager is okay

09:49 The Delegation Ladder

14:57 The three buckets of micromanagement

18:50 What to do when you’re being micromanaged

 23:30 Morning Brew’s founder on Founder Mode

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive into the implications of going sober in your career with special guest Andrew Yeung, founder and CEO of Fibe. Can you still network and attend work happy hours when you’ve quit alcohol? What does it mean for climbing the ladder?

00:00 Intro

01:05 What prompted Andrew’s sobriety

05:40 What you miss out on when abstaining from alcohol

10:10 On having to explain your sobriety 

15:36 How quitting alcohol impacted Andrew’s lifestyle

18:28 How getting sober impacted Andrew’s business

21:08 How alcohol has impacted Kaila and Kyle’s careers

24:26 Tactics for the sober curious

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by special guest (and Morning Brew social media star) Macy Gilliam to discuss whether Gen Z gets an unfair reputation at work, and address questions like: Does Gen Z overshare? Do they lack respect for office etiquette? Does Gen Z care less, or MORE about money than other generations?

00:00 Intro

02:38 Gen Z stereotype #1

08:40 Resume Builder stat

09:26 Gen Z stereotype #2

16:18 Gen Z stereotype #3

20:28 Gen Z stereotype #4

26:04 Gen Z stereotype #5 

31:36 Advice for working with Gen Z

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dig into occupational personality tests—from the Myers-Briggs Type Indicator, to the science-backed Big Five—and debate their legitimacy, when they might be useful in the workplace, and whether or not they should be used at all.

00:00 Intro

01:00 Myers-Briggs (MBTI)

03:57 Criticism of the Myers-Briggs

07:28 The CliftonStrengths Assessment

18:11 The Big Five Personality Test (OCEAN)

25:19 A big critique of personality tests

27:29 Tactics

New York Times article cited in the episode: Personality Tests Are the Astrology of the Office

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle tackle the age-old question of: how hard do you have to work to get ahead? Do you ACTUALLY have to put in overtime, or can you have a healthy “work-life balance”? 

00:00 Intro

02:54 Stats on workplace boundaries

05:08 Defining what a workplace “boundary” is

06:10 The 60% Rule

08:55 Three things to keep in mind when adopting the 60% rule

16:30 Decoupling number of hours work from impact

18:19 The Eisenhower Matrix

23:27 The “three seasons of work”

29:15 Tactics for developing work-life balance that works for you

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle debate whether Amazon’s decision to mandate a 5 day in office policy for all employees is a smart move for the tech giant or just a cover for possible impending layoffs.

Amazon CEO letter cited: Message from CEO Andy Jassy: Strengthening our culture and teams

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive into the unspoken rules around Slack, Teams, and email. What is proper etiquette when it comes to professional communication these days? When is email actually necessary in a Slack-driven workplace environment?

Plus, award-winning journalist and communication expert Celeste Headlee weighs in on what she thinks the new rules of workplace communication should be. 

00:00 Intro

04:30 The issues with instant messaging 

10:32 Have Slack and Teams hurt workplace communications?

15:12 How Slack affects workplace culture after a layoff

18:24 Tactics for Slack (or any workplace IM platform)

20:21 How to think about email when your company has Slack or Teams

26:28 An argument for the email before the meeting

31:42 Tactics for in-person communication

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the different styles of mentorship, how to find and secure a career mentor, and why mentorship benefits the mentor as well as the mentee. 

00:00 Open

00:19 Intro

03:44 Can a boss be a mentor?

05:14 Defining mentorship

06:03 “Mentorship from afar”

11:00 How to get to an informal mentorship

15:00 Kyle’s advice for how to approach cold-emailing a potential mentor

19:03 The benefits of being a mentor

23:35 Mentorship vs sponsorship

28:27 Tactics

Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/ 

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In this episode, Kaila and Kyle discuss the realities and misconceptions around imposter syndrome, why Kyle has never experienced it, and Kaila’s take on when imposter syndrome becomes a humble brag.

00:00 Open

00:22 Intro

01:07 Defining imposter syndrome

07:13 Stats on the prevalence of imposter syndrome

07:32 Why Kyle has never experienced imposter syndrome

12:35 Kaila’s experience with imposter syndrome

20:43 The people who are actually imposters

22:46 How Kaila overcame feeling like an imposter

26:27 Advice for listeners

Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/ 

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In this episode, Kaila and Kyle discuss the actual importance of your first 90 days at a new job, what most people get wrong in the first 90 days, and the best tactics for approaching your early days at a new job.

00:00 Open

00:36 Intro

01:36 Kaila and Kyle’s chaotic first 90 days at Morning Brew

06:02 Why the first 90 days are so important at a new job

10:35 Why the first 90 days for managers bringing on a new employee are so important

18:17 Stats on the reasons people leave a job within the first 90 days

23:11 Harvard Business Review’s 5 recommended steps in the first 90 days of a new job

28:19 Tactics 

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In this episode, Kaila and Kyle discuss whether or not you need to map your career, and what “career mapping” or career planning actually looks like when done effectively.

00:00 Open

00:25 Intro

05:05 How Kaila did a form of “career mapping” early in her career

06:50 What is a productive “career plan”?

13:30 The importance of having a North Star

19:00 How to decide between commitment and optionality 

27:01 Tactics

Morning Brew’s Career Mapping Toolkit: https://shop.morningbrew.com/products/career-mapping

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In this episode, Kaila and Kyle dive deep into the ways that the interview process is fundamentally flawed, and share tactics for how to succeed as both an interviewee as well as interviewer. 

00:00 Open

00:35 Intro

03:30 Interview stats

10:01 A great interview mindset

12:09 What most job descriptions get wrong

14:17 Easy wins for going into the interview process 

17:05 What employers should have prepared for an interview

21:11 Culture fit vs culture add

24:48 Game: good interview question or bad interview question

31:01 Tactics

Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/ 

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In this episode, Kaila and Kyle discuss the real meaning of burnout, when and why it happens, and what to do about it if you find yourself stuck in a cycle of burnout. 

00:00 Open

00:24 Intro

06:00 What “burnout” really means

08:25 Stats on burnout

11:00 Misconceptions about burnout

16:35 Why burnout is an environmental problem

26:41 Tactics for handling burnout

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In this episode, Kaila and Kyle discuss the best way to handle different versions of bad managers, and how to evaluate whether you need to manage up, or if it’s you who should be doing something different.

00:00 Open

00:29 Intro

02:10 Why the quality of your boss matters (stats)

05:12 What having a “toxic” boss actually means

10:24 How the quality of your boss impacts your career trajectory

13:55 Bad Boss Scenario #1

17:02 Bad Boss Scenario #2 

20:39 Bad Boss Scenario #3

23:22 Bad Boss Scenario #4 

25:50 Tactics

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In this AITA-style episode, Kaila and Kyle read and weigh in on listener submissions asking “am I the a**hole?” in specific workplace situations. 

00:00 Open

00:15 Intro

02:22 Scenario 1

06:14 Scenario 2

11:54 Scenario 3

16:58 Scenario 4

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In this episode, Kaila and Kyle dig into the history of work attire, and what clothing is considered “professional” or “appropriate” for work in 2024.

00:00 Open

00:26 Intro

02:38 How Kaila’s dressing for work mentality has changed

06:25 How Kyle’s mentality around dressing for work has changed

08:22 How the perception of “work professional clothing” has changed since the pandemic

12:38 Stats on how people dress for work now

14:03 Considering the reasons that work attire even “matters”

18:01 Studies on perceptions of how you dress in the workplace

21:21 Professional or Nah game

24:00 Stats form the WSJ on what is acceptable men’s attire

26:16 Tactics

Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/ 

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In this episode, Kaila and Kyle break down what it is to be a “generalist” (aka a jack of all trades) or a “specialist” in your career, the pros and cons of each, and whether one is truly more advantageous than the other. 

00:00 Open

00:32 Intro

01:34 Kaila and Kyle’s career concerns as a career “generalist”

03:18 Defining a “Generalist” and a “Specialist”

08:40 The pros and cons of being a generalist or a specialist

11:19 Kyle’s “connecting the dots” framework

16:19 The unique place where specialists succeed

21:23 “Wicked” and “Kind” environments

22:18 The wrong way to approach being a generalist

27:18 How the generalist approach can apply to building teams

29:24 Tactics

Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/ 

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In this episode, Kaila and Kyle discuss the merits of getting an MBA, and whether or not it’s even worth it anymore in today’s job market.

00:00 Open

00:19 Intro

03:56 History of MBA programs

05:00 MBA program stats 

09:19 Why an MBA is looking like a less promising option lately

11:23 Scott Galloway’s take on MBA programs 

12:49 What you’re actually getting when you enroll in an MBA program

17:00 What holds Kaila back from applying for an MBA program

23:43 The worst reason to pursue an MBA

29:31 What to do if you’re unsure about pursuing an MBA

33:31 Advice for listeners when considering an MBA

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In this episode Kaila and Kyle are joined by Morning Brew’s SVP Head of People Operations, Kate Noel, to discuss the matter of taking vacation at work—how much paid time off is too much? Is there a minimum amount of PTO you should be taking per year? Is unlimited vacation a great perk or a scam?

00:00 Open

00:22 Intro

03:46 Stats on Americans use of PTO

05:47 How Kate Noel thought through creating Morning Brew’s vacation policy

07:03 How unlimited PTO can be a scam

13:00 Why the culture around a PTO policy is important

20:00 Reframing time off for subscribers to “hustle culture”

22:13 More Harris Poll stats on employee behavior

27:11 Common misconceptions about HR

30:26 Tactics

The Harris Poll Thought Leadership Practice

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In this episode, Kaila and Kyle discuss what it means to be an introvert vs an extrovert at work, and how to succeed as an introvert in an extrovert’s world. 

00:00 Open

00:37 Intro

02:33 What it really means to be an introvert

09:48 Statistics on how the workplace favors extroverts 

14:14 How Kyle navigates public speaking as an introvert

17:41 How extroverts and introverts process differently

18:55 The best types of leaders for the best types of personality types

21:13 The idea of the “Personal User Guide”

22:09 Amazon’s thoughtful approach to meetings

26:44 A tactic for extroverts

28:33 A tactic for introverts

29:57 Kyle’s advice for employees and employers

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In this episode, Kaila and Kyle discuss the pros and cons of becoming a manager, and why even those who are worried about taking this next step in their career should consider it seriously. 

00:00 Open

00:28 Intro

03:39 Why it’s important to take becoming a manager seriously 

08:15 Why becoming a manager is the only way to grow in your career

16:17 Kyle’s hot take on managers vs ICs

20:36 Advice for people debating whether they’re ready to become a manager

24:07 How to test drive being a manager, and other tactics

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In this episode, Kaila and Kyle debate the merits of networking, and the do’s and don'ts when it comes to expanding your professional network.  

00:00 Open

00:23 Intro

02:25 Networking stats

08:12 When networking is the most vital in your career

11:52 The power of weak ties

17:01 Ways to network that aren’t networking events

22:22 How Kaila networked early in her career

26:32 The importance of adding value

28:18 Other tactics and do’s and don’ts of networking

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In this episode, Kaila and Kyle explore the extent to which you need to go above and beyond in order to get that promotion, and the red flags to look out for to determine whether or not you employer is simply taking advantage of your hard work.

00:00 Open

00:26 Intro

06:48 How we got to hustle culture in the US

10:38 The problem with purpose-driven work culture 

12:16 What “Quiet Quitting” really means

17:21 What comes first, the promotion or the responsibilities?

21:29 Kyle’s red flags to look out for with your employer

29:31 Tactics 

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In this episode, Kaila and Kyle discuss how to know whether it's time to leave your job, and if it is, how to quit gracefully (i.e. not burn bridges).

00:00 Open

00:39 Intro

03:49 Stats on employment opportunities and job satisfaction

08:03 The cost of employee turnover to employers

14:49 What you should do before you decide to quit

19:36 The dos and don’ts of negotiating a job offer with your current company

25:58 Tactics for those considering leaving their job

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In this episode, Kaila and Kyle discuss the pros and cons of having friends at work, as well as some tips on how to make them if you’re struggling.

00:00 Open

00:42 Intro

03:16 How Kaila and Kyle became friends

05:08 Stats on loneliness

08:54 Kaila’s “making friends at work” chart

11:27 When friends at work can be complicated

18:13 Kaila’s strategy for making friends at work

23:53 Remembering that friendship is a 2-way street

27:02 Another downside of having friends at work

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In this episode, Kaila and Kyle debate the merits of posting on LinkedIn, and whether or not it can help bolster your career. Is it actually useful, or just plain cringe? 

00:00 Open

00:19 Intro

03:20 LinkedIn and personal brand stats

07:28 Why Kaila isn’t the biggest fan of LinkedIn

08:54 Why Kyle is pro LinkedIn

13:31 An under-appreciated benefit of posting on LinkedIn

17:36 Why Kyle believes every possible role could benefit from posting on LinkedIn

20:38 Kyle’s tactics for posting on LinkedIn

23:35 Kaila’s tips on how to start posting on LinkedIn if you’re afraid of the cringe factor

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In this episode, Kaila and Kyle discuss why the hybrid work model can be bad for your career, and share tactics on how to overcome some of the drawbacks that come with working remotely. 

00:00 Open

00:28 Intro

02:41 Stats on remote, hybrid, and on-site employees

04:05 What Kaila gained from starting her career on-site

07:54 Downsides of the WFH setup

15:31 How hybrid work impacted Kaila’s career

26:43 Tactics for excelling in a hybrid work environment

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In this episode, Kaila and Kyle debate to what extent the average person ACTUALLY has to worry about AI replacing them in the workforce, and the best way to prepare yourself professionally as this technology evolves.

00:00 Open

00:28 Intro

04:19 What the IMF and other outlets are saying about AI and the workforce

05:29 Why Kaila doesn’t care about AI

07:10 Kaila’s search engine analogy for AI

 09:55 Why Kyle thinks you should care about AI right now

 15:41 Kaila’s experience with AI misuse

 19:35 Kyle’s tactics for approaching AI

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In this episode, hosts Kaila Lopez and Kyle Hagge discuss when, why, and HOW to ask your coworkers how much they make. Because it’s not just an interesting tidbit, but it could have an immense impact on your career.

00:00:00 Open

00:00:28 Intro

00:00:54 Kyle and Kaila discuss first job salaries

00:03:12 General attitudes towards discussing money at work

00:07:27 What happens when companies publicly share salary bands

00:09:12 How to approach asking a coworker to share their salary

00:12:32 What to expect when you ask your coworker to share their salary

00:16:53 Kyle and Kaila’s own experience with pay inequity

00:20:44 Tactics for approaching salary transparency with your coworkers

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Is it okay to ask your coworker how much they make? Is Gen Z set up for failure in the workplace? Should you really bring your whole self to work? Each week on Per My Last Email, Morning Brew's resident career experts Kaila and Kyle—whose careers have collectively spanned the corporate, government, nonprofit, and startup sectors—debate the trickiest challenges in work life, and share tactics on how to overcome them. New episodes drop every Monday!

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