The Last Time Someone Reinvented Camping Was 1962

Matt Oesterle built his first company, Callisto Media, from zero to $85 million in revenue by using data to disrupt the book publishing industry. Then he sold it to Penguin Random House and asked himself: what's the next industry that hasn't been forced to evolve? The answer was camping — an industry whose biggest brands were founded in the 1960s and haven't changed much since. In this conversation, Matt walks through the framework he uses to pick businesses, how he designed the Ramble campground experience from scratch, and what it takes to build a hospitality brand that maintains a 4.98-star review score while scaling to 100+ locations. He also gets into the role of data versus instinct in entrepreneurship, why type two fun is a hiring requirement for his team, and why you don't have to be a sociopath to build something great. If you've ever looked at an industry and thought "someone should fix this" — this is the episode for you. Show Notes: Popfly for Brands: https://popf.ly/secondnaturebrands Popfly for Athletes: https://popf.ly/secondnaturecreators Matt Oesterle: https://www.linkedin.com/in/oesterle/ Ramble Campgrounds: https://ramble.camp/ Next Ventures: https://www.nextventures.com/ Mel Strong on Second Nature: https://www.youtube.com/watch?v=KlcjUzrM3Jg Callisto Media: https://www.sourcebooks.com/callisto HipCamp: https://www.hipcamp.com/ Net Promoter Score (Term): https://www.qualtrics.com/articles/customer-experience/net-promoter-score/ Solo Stove: https://www.solostove.com/ Zendesk: https://www.zendesk.com/ The Everything Store (Book): https://amzn.to/4vpM8kx BPC - Brand, Product, Content: RAB: https://rab.equipment/ The Algorithm (Book): https://amzn.to/4aOzKTJ MFM Pod - The Algorithm Author: https://www.youtube.com/watch?v=GG4TwQEYdBY New Yorker Profile - Sam Altman: https://www.newyorker.com/magazine/2026/04/13/sam-altman-may-control-our-future-can-he-be-trusted *** Join us on LinkedIn: https://www.linkedin.com/company/second-nature-media Meet us on Slack: https://www.launchpass.com/second-nature Follow us on Instagram: https://www.instagram.com/secondnature.media Subscribe to our newsletter: https://www.secondnature.media Subscribe to the YouTube channel: https://www.youtube.com/@secondnaturemedia