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The Messy City Podcast

Kevin Klinkenberg
The Messy City Podcast
Latest episode

119 episodes

  • The Messy City Podcast

    Rowhouses for America

    07/04/2026 | 49 mins.
    Bobby Fijan doesn’t want you to give up on families living in cities. One thing he said in this episode that really stuck out with me, “People tolerate disorder less when kids are around.” I think that’s right on, and that we too easily acquiesce to the notion that cities are just for the young, or the retired.
    Bobby, like many of my guests, isn’t content to just talk about the issues. He’s become relentless in his pursuit of the best family-friendly floor plans for urban living, and has now taken that to the creation of the American Housing Corporation. Their motto might as well be, “rowhouses for all.” Bobby and his partners are pursuing true vertical integration of a nationwide development company, with the goal of doing really great urban infill housing. Can they do it? I wouldn’t bet against them.
    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”


    Get full access to The Messy City at kevinklinkenberg.substack.com/subscribe
  • The Messy City Podcast

    The Case for Optimism and Beauty

    31/03/2026 | 1h 8 mins.
    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”


    Get full access to The Messy City at kevinklinkenberg.substack.com/subscribe
  • The Messy City Podcast

    The Best Life Hack, Ever

    17/03/2026 | 50 mins.
    We take a break from our routine conversations today to have some fun, and talk about the wonders of travel hacking with my sister, Cindy Weir. Cindy epitomizes how to really leverage having a system for travel hacking, as she made the most of her small business to rack up points. It’s paid off incredibly for her, as she’s traveled to 22 countries in just the last five years, in addition to doing so in style.
    We go over how she got there, some of the many little tips and tricks we’ve learned over the years, and even share insider knowledge on airline lounges, lodging, and more.
    Are you someone that loves to travel? Do you own a small business or have an active side hustle? If you can say yes to both of those, then you need to listen to how Cindy it, and you can as well.
    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”


    Get full access to The Messy City at kevinklinkenberg.substack.com/subscribe
  • The Messy City Podcast

    Do our communities need better hardware or better software?

    03/03/2026 | 1h 7 mins.
    Longtime friend-of-the-pod Abby Newsham returns, on her hiatus from the popular Upzoned podcast. Abby is a practicing planner in Kansas City with Olsson Associates. Abby is very active working with communities leading planning charrettes, and we talk at length about what a charrette actually is, the value of it, and why doing charrettes can actually give you hope that people can solve problems together.
    Then we talk about Billy Cooney’s article that was republished in Southern Urbanism, called, “Zoning Won’t Save Us,” which is basically on piece on why we over-rely on technocratic solutions to problems that are actually very human. I might say, you can’t solve a culture problem with a technical manual.
    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”


    Get full access to The Messy City at kevinklinkenberg.substack.com/subscribe
  • The Messy City Podcast

    What is a Starter Home?

    10/02/2026 | 44 mins.
    One of the perils of being in a profession or field for many years is how you see beyond simple dualities. By that I mean, you hear people argue confidently and vehemently about X vs Y, but you know there’s actually a Z they’re not even thinking about. Sometimes people talk about this as a “third way” solution. I confess that my whole life and career I’ve mostly been interested in those “third” ways, since I find they tend to have much more wisdom and insight than the other two.
    This came to mind recently when I was very kindly asked to speak with a group from ULI-Nashville about starter homes - the need, the barriers and the solutions. Because I can’t help myself, I opted to talk more about what I think we mean by starter homes, and some options for them that don’t get enough play in the conversation.
    This episode is a longer version of that talk, including the three different ways I look at starter homes. The issue is very timely, and it’s critical. We’re having a terrible time getting people into home ownership right now. A lot of this I covered in a previous conversation with Charlie Bilello, on the financial causes and barriers. But I’m at heart still an architect, so I think a lot about buildings and building types as part of this, and search for ways to talk about the problem in concrete terms.
    Let me know what you think in the comments. What type of starter home do you wish to have, or did you have? How about your parents and grandparents? What is truly missing in the marketplace, and how do we get to solutions in your opinion?
    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”


    Get full access to The Messy City at kevinklinkenberg.substack.com/subscribe

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About The Messy City Podcast

Embracing change, uncertainty and local initiative for our cities and towns kevinklinkenberg.substack.com
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