One of the most shocking pieces of information I’ve seen in the last year is how high the average age of all homebuyers has become. Depending on the source, I’ve seen between 59 and 62 years old. This is the *average* age.

We’ve never seen a housing market quite like this, so I turned to Charlie Bilello, the Chief Market Strategist for the firm Creative Planning to help me understand it better. While I talk at length about the regulatory, design and policy aspects of housing on the podcast, Charlie is an expert in the financial side.

We trace a bit of the history of how we changed the idea of housing from shelter to a financial product, and then hit on how those policy changes have created the mess we are in today. Charlie has a wealth of ideas that are admittedly unpopular, but could go to great lengths to fix the housing market over the short and long term.

Along the way, we talk about fifty year mortgages, the impact of this issue on everyone under forty years old, the concentration of wealth with Baby Boomers, and why it’s so hard to make changes.

If you want more from Charlie, check out his excellent YouTube channel.

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”

About forty years ago, the New Urbanism came on the scene with bold and creative ideas for building entirely new towns. The founders of the movement intended to prove that we could really build beautiful, walkable new places in America, much like some of our historic norms. Those early communities captured incredible attention, far beyond their actual size. And they’ve influenced a couple generations of people in the planning and development world.

But it’s also true that most of the new places built were fairly modest in scale. Seaside, Florida, the famous community on the Florida panhandle, is just sixty acres in size. Many other new communities were the size of a suburban subdivision, or a smaller master-planned community. This isn’t a knock on the projects, it’s just the reality of what could be achieved and who the clients were.

In recent years, an even bigger and more audacious proposal has come forward called California Forever. The founders have acquired over 50,000 acres in the Bay Area in Solano County. I speak with Gabriel Metcalf, the Head of Planning, to discuss the plans for this new community - the whys, whats and hows. This is a massive effort, and one that’s intentionally trying to renew notions of what can be done in a state that’s become famously difficult in which to build.

Gabriel and I talk about not just the specifics of the proposed community, but how this effort fits into the historic context of new towns, and what he sees as precedents.

Can we still build new places in America that are inspiring and solve 21st century problems? And what do new towns say about our existing cities and their struggles? We discuss all this and more.

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”

Andrew Burleson asks us to think about, “what is the system that creates space for people to live?” Systems thinking may seem terribly wonky, and in reality, it is. But systems thinking gave us the Constitution and the Bill of Rights and a whole host of ideas that underpin western civilization. Systems thinking was behind the movement that created administrative city planning and zoning in the 19-teens and 20s. YOU might not be thinking about systems, but someone else is. So the question is, what kind of systems do we want and need, that produce the best outcomes for human beings?

Andrew is a man of many hats, not the least of which is he’s the Board Chair for Strong Towns. Beyond that, he’s a terrific thinker in his own right, and writes a Substack called The Post-Suburban Future. This episode is an outgrowth of a post he wrote called, “Could we create land use rules that work better for everyone?” If the episode intrigues you, read the post, too. He goes into even more detail with images there.

The main focus of our conversation is a notion I described a few years ago, which is we need to “unleash the swarm” to solve our housing and development issues. Andrew does an exceptional job of describing the problem (all development now is discretionary and professionalized), and that our land use regulations essentially require stasis. Stasis sounds comforting to many, but it actually works against our intentions when practiced in reality.

In this episode, we talk about how to de-professionalize housing, which is a phrase I really like, and how to drive incremental change by the context of a block or neighborhood. Andrew’s phrase that I love is, “the individual project is small, but the collective output is enormous.” As I reflected on that, it occurred to me that’s the entire spirit of the American experience, and one we’ve gotten away from to our detriment.

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”

Right off the top, I must say I always enjoy talking with Seth Zeren. Seth fits the mold of most of my favorite people, in that he’s a deep thinker AND a do-er. His ruminations are baked in the reality of trying to actually build things every day of the week, and he operates from a deep set of principles for placemaking. In other words, he really tries to get things done and done well - not just talk about them. Oh how I wish more people in the world of “advocacy” could be like Seth and also get their hands dirty building and developing. But that’s a story for another day.

Seth wrote a piece on his Substack, Build the Next Right Thing, not long ago called “Two Great Tastes that Taste Great Together.” In that piece, he outlines what he sees as the strengths and weaknesses of both Strong Towns and the emerging Abundance movement, and how they can learn from and accentuate each other. I found it fascinating enough to want to talk about it all with him.

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”

A few months ago, we lost Leon Krier, one of the all-time greats in the world of architecture and urban design. I’m joined by Dan Parolek of Opticos Design to reflect on Krier’s work and influence, and his personal experiences working with him on multiple projects.

Krier’s work and his many drawings have been foundational for so many of us that came through the world of New Urbanism. His simple, elegant way of dissecting what’s wrong with modern cities angered a lot of people in the architecture and planning establishment, but appealed to so many of us that knew something was wrong. In the end, there’s almost nothing about Krier’s work that should be controversial. He approached everything from the perspective of what is actually good for human beings. He felt we could and should learn from the acquired wisdom of the past and generations of people before us. That any of that should be controversial says so much about the era in which we live and how the design professions have mutated over the years.

If you don’t know Krier, I hope this is an introduction. Please go check out his books. They’re incredibly easy to understand and read, and many are good for a laugh, too.

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”

Chuck Marohn of Strong Towns joins me in the studio to dive deeply into the world of housing finance and housing policy, fresh on the heels of his book, Escaping the Housing Trap: The Strong Towns Response to the Housing Crisis. For an architect and engineer to dive into this world might seem anathema to economists, but we go there anyway.

The topics range from the thirty year mortgage and its distortions on the housing market to yield curve control to how social trust impacts the whole conversation. And we ask “do we actually have enough housing?”

Coming soon I’ll have an episode about Leon Krier and his impact on so many discussions for architecture, planning and design today, but for now Chuck and I talk about one aspect of his ideas: height limits. Naturally, we focus on how that plays out in Washington, D.C.

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”

I’ve been an avid podcast listener since the early days of podcasting. It’s probably one area where I was a bit of an early adopter for technology. My guess is this is in part due to the fact that I grew up listening to a lot of radio, especially radio shows in the car when my parents were driving. So I suppose you can say I’ve always been interested in the audio side of conversations and entertainment.

Back a few years ago, my brother finally nudged me into trying to do a podcast, after he’d gotten his started. His is all about the Mississippi River and the culture, environment and communities along it. Take a listen, it’s really good! He’s an incredible wealth of information about the river, and was even featured recently on Rick Steves’ podcast.

But when Dean got me started, I wasn’t sure exactly how this would go, or if I’d enjoy having a podcast. Now here I am a few years later, with thousands of subscribers, and a milestone in episode #100. It’s been a wild ride, and getting more enjoyable all the time.

So for this one, I decided to have some fun with two of my good buddies - Jason Carter-Solomon and Shomari Benton. Both have been on before, and both frequently offer great insights into life as well as the sorts of topics I delve into routinely - planning, development, design and small-scale real estate investment.

We take some time on this episode to look back at our own lives, and we get a little personal. They even bring the questions to me, as we discuss our “why” for doing what we do, talk about career regrets, and think about what the future holds for each of us. I hope you enjoy it - we had a lot of fun doing this episode.

Thanks so much for listening to these first 100 episodes.

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”

One thing that’s really obvious when you talk with Johnny Youssef is that he’s just a very positive and happy guy. And, frankly, it’s amazing what he’s accomplished at a still-young age. Johnny started his journey in Egypt, and eventually landed in Kansas City as a small developer and rental property owner. We talk about how he focused on the not-sexy parts of our region, and quickly built an income portfolio that has served him well.

Johnny is the closest thing to a social media star that I’ve had on the show. In fact, almost everything we talk about can be seen on his channels, and I’d certainly recommend checking out his videos. In particular, his story of buying and renovating and old church here in Midtown KC is fantastic.

There’s so much to learn from people like Johnny that just get in the game, take risks, and build. It’s a spirit we could use a lot more of, and in Johnny’s case I can’t wait to see what else he accomplishes.

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”

Kevin’s note: Apologies on the audio quality. Riverside did something funky to this episode, and I did my best to correct it.

We all love to study success, and learn how to emulate it. Allan Branch likes to study failure. He studied it for his businesses, and for his city. Remarkably, it’s helped lead Allan to a lot of success in all his endeavors.

Allan traces his roots from art school and family entrepreneurship to software and building businesses, to literally building buildings in his hometown. Of course, that’s not enough, so Allan decided to run for Mayor as well. And won.

There are Allans in every city and town in America. And yet, very few of them actually have his success, or take the initiative to help fix local politics. I wish more would, as we’d all be better for it.

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”

Nolan Gray is the author of the very successful book, “Arbitrary Lines: How Zoning Broke the American City and How to Fix It.” If you’re in the planning and zoning world, you’ve likely heard of it or read it. If you haven’t, run right out and do it.

Most of this episode focuses on the unique nature of Houston, Texas, and its approach to land use regulation. Often-scorned by planners because the city doesn’t have zoning, it actually provides a fascinating alternative to a process we know by now doesn’t work very well. And we dissect a few of the fears related to what might happen without zoning.

Nolan has a deep knowledge of the history of zoning, and we touch a bit on how things came to be in the US context. Trust me - it’s not as boring as it sounds, but it’s also really important to know that this is a fairly young idea and institution. My editorial comment has always been: this was all invented by other humans, not all that long ago, and we shouldn’t be so afraid of even radical changes. It’s not the Ten Commandments, folks.

We can dream of a repeal of Euclid v Ambler, even if we never get it. And who knows, we might even get to a result that’s actually more democratic in nature than what we have today.

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”