Colorado Innovators: Robin Thurston, CEO and Founder at Outside Interactive Inc.
In this episode of The Bear Roars, Dan Caruso sits down with Robin Thurston—CEO of Outside and one of the most creative builders in the outdoor and media space—for a wide-ranging conversation about festivals, the future of AI, and why getting people outside has never mattered more.Robin breaks down Outside Days, the flagship consumer festival he built from scratch in downtown Denver that sold 18,000 tickets in year one, grew to 35,000 in year two, and is on track to top 50,000 this year. He explains the formula: music, film, experiential activations, a Shark Tank-style startup pitch competition, a B2B industry summit, and a travel conference—all converging in one place, over one long weekend. It's South by Southwest for the outdoors, and it's becoming one of the biggest festivals in downtown Denver.Dan and Robin dig into the full scope of what Outside has become; 30+ brands including Outside magazine, Warren Miller Films, Backpacker, Velo, and Pinkbike, unified around a single mission: reduce the friction between inspiration and activation, and get more people outside more often. With over a million paying subscribers across its mapping and media platforms, Outside is quietly one of the most ambitious media and technology companies in the country.The conversation takes a sharp turn into AI—and this is where it gets fascinating. Robin shares how he's using AI to convert decades of evergreen content into audio and new languages, how multi-agent frameworks are replacing what used to require rooms full of collaborators, and why he believes AI won't go on the hike for you—but it will make sure you show up prepared, equipped, and ready to have the time of your life. He and Dan also get candid about the people who haven't yet unlocked AI's potential, the ones who have, and what separates them.Learn more about Outside: outsideonline.comOrder Dan’s Book – Bandwidth: The Untold Story of Ambition, Deception, and Innovation that Shaped the Internet Age and Dot-Com Boom: dan-caruso.com/bookListen to Dan's Song Stretch: https://distrokid.com/hyperfollow/dan...Check out music by Jason Mendelson (Jace Allen): / @jaceallen To nominate a founder or yourself as a future guest speaker, email: contact@loudbearproductions.com\