Basecamp spent three years exploring the stories of businesses that have endured for at least 25 years. We interviewed the people behind these long-running businesses, collecting their wisdom and war stories from decades of experience. Their stories provide an evergreen resource for anyone seeking inspiration for building a sustainable business.

You can also find our full back catalog of 50-plus audio stories on Apple Podcasts, Google Play Music, or your preferred podcast app.

And please check out our current podcast, Rework, based on the best-selling 2010 book by Basecamp co-founders Jason Fried and David Heinemeier Hansson.


Business Model

Lily Liu was 16 years old when a talent scout approached her at a department store. She started her career as a model, but found her true calling behind the scenes, first representing her three daughters and then opening her own talent agency. For Lily, who’s spent her career working for opportunities for Asian and Asian-American talent, the issue of representation has taken on a special resonance.

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Going to the Mattresses

Tim Masters describes himself as “just a mattress maker,” but that belies the business acumen he’s gained over decades of building and selling beds. Tim’s store in the Chicago suburbs, Quality Sleep Shop, opened in 1969 and has held its own against the proliferation of private equity-backed mattress corporations and chain stores. As Big Mattress has grown more complex, churning out endless permutations of confusingly named products, Tim has embraced simplicity.

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If It Ain't Baroque, Don't Fix It

Ben and Larry are longtime owners of two different music-related businesses, a payroll service for musicians and an auctioneer of rare classical LPs. They don’t know each other, but they have something in common: They’re both still running their businesses on custom software written in the 1980s by the same developer. If you miss the sound of a dot matrix printer at work, this is the episode for you.

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Troy Henikoff

Troy Henikoff was a college student in 1984 when he wrote his first program, a piece of software to help his grandfather’s steel warehouse manage their inventory. That summer project led Troy to start his own software consulting business a couple years later. This is an atypical Distance story about beginnings, endings and unexpected legacies.

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The Business Cycle, Part 2

In 2010, as Worksman Cycles was emerging from the recession and ready to grow again, the maker of heavy-duty cycles saw an exciting opportunity to supply the bikes for New York City’s bike share program. But the city rejected Worksman’s proposal, and that disappointment lay the groundwork for the company to relocate to South Carolina, leaving behind the city it had been in since its founding in 1898.

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The Business Cycle, Part 1

Worksman Cycles is the oldest American bicycle manufacturer that still makes its products in the U.S. Founded in New York in 1898, Worksman has outlasted the demise of American cycle manufacturing by focusing on a niche category: heavy duty tricycles that factory workers use for hauling equipment and getting around industrial plants. And Worksman’s president is determined to keep the company in the U.S., even as that commitment has been tested through the years.

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Steeped in History

Nom Wah Tea Parlor is New York Chinatown’s oldest dim sum restaurant. For decades, it served Cantonese dumplings and rolls in the traditional way, from trolleys pushed around the restaurant. When Wilson Tang took over Nom Wah in 2011, he switched from trolleys to menus with pictures and started serving dim sum through dinner. He also opened new locations that broadened Nom Wah’s repertoire beyond dim sum. These were big changes for a restaurant that opened in 1920, but Wilson saw them as measures to secure Nom Wah’s future for its next century in business.

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Make It Rain

Matt Stock is a business owner who loves marketing and has embraced the unglamorous job of selling a pretty mundane service: basement waterproofing. He’s tried everything from Yellow Pages to billboards to Internet advertising at U.S. Waterproofing, his 60-year-old family business. But Matt faced one of his greatest challenges as a business owner and a marketer in 2012, when Illinois was hit with a drought.

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You Butter Believe It!

Every year in the weeks leading up to Easter, the four-person staff at Danish Maid Butter Co. starts counting sheep. The Chicago company has made lamb-shaped butter for more than 50 years, moving from wooden molds dropped in cans of ice water to a more modern process. There are other parts of Danish Maid’s business that are larger and growing faster, but the two siblings that run the company remain committed to the butter lambs as an important link to both their family legacy and current generations of customers.

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Jungle Jim, I Presume?

In an industry known for selling commodities at low margins, Jungle Jim’s International Market in suburban Cincinnati, Ohio is something else entirely. It’s a super-sized grocery store that’s also a tourist attraction with animatronic characters, a dedicated events center, and a working monorail. At the center of this unexpected food empire is a businessman known simply as Jungle, who started with a pop-up produce stand and built something closer to a theme park than a grocery store.

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The Richest Man In Town

Cullinan’s Stadium Club and Beverly Records sit next door to each other in the Chicago neighborhood of Morgan Park. The owners of the two businesses have been friendly since Dan Cullinan opened his bar and grill in 1989. But even Dan couldn’t imagine how John Dreznes of Beverly Records would rush in to help when Cullinan’s Stadium Club ran into financial trouble in late 2016.

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All the Art That's Fit to Print

In 1989, Deborah Maris Lader had recently moved to Chicago and was looking for a studio where she could make prints and meet other artists. She couldn’t find a place like that, so she opened her own: the Chicago Printmakers Collaborative. Deborah also took the unconventional step of setting up the print shop and gallery as a business rather than a non-profit. She’s learned how to run a sustainable enterprise without grants or donations, which are the lifeblood of other arts organizations, and to balance her dual roles as business owner and artist.

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That’s not all! More episodes here 👉