The Case for Optimism and Beauty

The Messy City Podcast

Social media is an unlikely place to find truly positive and optimistic people. But occasionally you find one. Today’s example: the charming and determined Coby Lefkowitz, whose relentless optimism can only rub off on you.

Coby is a developer in New York state, and a prolific writer, poster and speaker on the value of beauty in the built environment. He’s written a book called “Building Optimism” and has a Substack by the same name. In his Substack, you can read more about his forthcoming project in Kingston, NY, and what all he’s trying to accomplish.

Coby and I discuss the role of optimism in a longer, healthier life, whether or not building beautifully is actually more expensive, and the intriguing benefits of thinking of your social media audience as just yourself and your Mom. Coby’s story is also a great example of how a young person can gain valuable experience working for someone else for a few years, grinding it out, and refining your skills before embarking on your own.

You can find Coby on X/Twitter here.

Find more content on The Messy City on Kevin’s Substack page.

Music notes: all songs by low standards, ca. 2010. Videos here. If you’d like a CD for low standards, message me and you can have one for only $5.

Intro: “Why Be Friends

Outro: “Fairweather Friend



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2026-03-31 68 min Transcript

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The Messy City Podcast
The Case for Optimism and Beauty
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The Case for Optimism and Beauty
Coby Lefkowitz talks about why developers, like him, should care about beauty
Kevin
Mar 31, 2026
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Transcript
Social media is an unlikely place to find truly positive and optimistic people. But occasionally you find one. Today’s example: the charming and determined Coby Lefkowitz, whose relentless optimism can only rub off on you.
Coby is a developer in New York state, and a prolific writer, poster and speaker on the value of beauty in the built environment.  He’s written a
book called “Building Optimism”
and has a
Substack
by the same name. In his Substack, you can read more about his
forthcoming project in Kingston, NY
, and what all he’s trying to accomplish.
Coby and I discuss the role of
optimism in a longer, healthier life
, whether or not building beautifully is actually more expensive, and the intriguing benefits of thinking of your social media audience as just yourself and your Mom. Coby’s story is also a great example of how a young person can gain valuable experience working for someone else for a few years, grinding it out, and refining your skills before embarking on your own.
You can find Coby on
X/Twitter here
.
Find more content on The Messy City on Kevin’s
Substack page
.
Music notes: all songs by low standards, ca. 2010. Videos
here
. If you’d like a CD for low standards, message me and you can have one for only $5.
Intro: “
Why Be Friends
”
Outro: “
Fairweather Friend
”
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