The Messy City Podcast

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

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

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

One of the great trends in housing from recent decades has been the revived interest in micro-communities, especially those organized around shared courtyards. I first started to learn about this in the late 1990s, and am delighted to say it’s really picked up steam since then.
Ross Chapin has been at the forefront of all this, and taught many of us how to do it well. In this episode, Ross talks about how in some sense he accidentally got into doing this kind of work, how it changed his practice, and then importantly we explore key approaches to design and details that make it all work.
Ross likes to say, “If you’re in your happy place, you’re going to sing.” But do we achieve that just by lining up a bunch of buildings around a lawn space? No, the details really matter, and Ross takes us through how to balance security and connection, how to think about layers of space, and how to design small homes and spaces that feel great.
Every once in a while, I get in trouble with diehard YIMBY (Yes In My Backyard) activists because I insist that design of housing matters, and we need to build housing that actually satisfies human needs. Yes, we need to make it vastly easier to build just about everything. But too often we overlook human well being, and ignore aspects of our human nature that determine success or failure in new developments. Ross Chapin has blazed a path for all of us to better understand this all. Take a listen.
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

Jason Segedy returns for his third appearance on the show, as Jason now works in North Canton, Ohio as the Deputy Director of Administration. Jason has also gotten more active on LinkedIn in recent months, with his usual provocative and insightful thoughts on a variety of topics. I highly suggest you look him up!
We hit on why a huge supply of older homes may not be an advantage, especially in a weak housing market, the challenges of population decline (and why people shouldn’t be so blase about it), and what it might take to actually recruit people to the region. We also manage to discuss my pet issue as it relates to the management of cities - at what scale is best for communities to operate? What’s it like on the inside, working at larger and smaller scales?
Jason is also always thoughtful on the big picture and what he sees happening in the culture and the country. We talk about why he thinks this is a big moment for a lot of change.
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