The Messy City
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What is a "Messy" City?
Kevin’s note: This was originally posted in 2018. Years ago, I remember many people using the term "gritty" as a way to describe places. As in, "I like…
Jan 8, 2018
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Kevin
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What is a Starter Home?
Listen now | Thinking about starter homes, house hacking, and how to get more people into ownership
Feb 10
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Kevin
4
1
44:51
A Conversation with Ross Chapin
Listen now | The architect who created Pocket Neighborhoods, and kicked off the interest in cottage courts, talks about the human side of housing, and…
Feb 2
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Kevin
4
1:07:28
Reality in the Rust Belt
Listen now | Jason Segedy discusses the good and difficult realities of working in Northeast Ohio, and the benefits of smaller-scale governance
Jan 27
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Kevin
4
1
1:02:41
You Have Agency
Cities, towns and individuals are improved through action. Learn from and emulate those who take on projects and make sh*t happen. And find a place that…
Jan 20
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Kevin
5
1
43:41
Transforming Your Own Backyard
Listen now | Steve Nygren talks about his remarkable efforts to build Serenbe, a new rural community southwest of Atlanta
Dec 30, 2025
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Kevin
2
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1:01:41
Brooklyn Doesn't Need Your Butt
Justin Pregont of Pomeroy Development talks about taking on the hard projects in rural towns in Kansas
Dec 17, 2025
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Kevin
3
1:00:02
Unpopular Ideas to Fix the Housing Market
Listen now | Charlie Bilello of Creative Planning and I discuss how treating housing as a financial product has caused more harm than good
Dec 10, 2025
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Kevin
5
1
52:05
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The Messy City
Embracing change, uncertainty and local initiative for our cities and towns
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