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Jesse Russell and Ryan Andrews fit the profile of successful small developers. That is, they had no experience at all before trying it, almost no money, but have a ton of passion and creativity. Jesse and Ryan discuss how they came from the worlds of tv show production and finance to create a small development business in beautiful Bend, Oregon. They now focus primarily on cottage-style housing and unique, communal projects.
Beyond their projects, what is incredibly fascinating is their story of creating a locally-based investment fund so they can do more projects and truly work hand-in-hand with people invested in their community’s success. If you’re someone that is truly based in your community, and want to see more small-scale projects get done, the details of their model are worth a listen. It’s an astonishing example of starting with one modest project, and quickly moving up to having $100 million of projects in progress.
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”
By Kevin Klinkenberg5
2222 ratings
Jesse Russell and Ryan Andrews fit the profile of successful small developers. That is, they had no experience at all before trying it, almost no money, but have a ton of passion and creativity. Jesse and Ryan discuss how they came from the worlds of tv show production and finance to create a small development business in beautiful Bend, Oregon. They now focus primarily on cottage-style housing and unique, communal projects.
Beyond their projects, what is incredibly fascinating is their story of creating a locally-based investment fund so they can do more projects and truly work hand-in-hand with people invested in their community’s success. If you’re someone that is truly based in your community, and want to see more small-scale projects get done, the details of their model are worth a listen. It’s an astonishing example of starting with one modest project, and quickly moving up to having $100 million of projects in progress.
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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