Episode
Ep. 297: From a Wisconsin Bedroom "News Set" to Podcast Empire: Richard Wilmore on Rosie O'Donnell, Coming Out & Building a Media Career
- Published
- Aug 25, 2026
- Duration seconds
- 3656
- Processing state
not_requested- Canonical source
- https://www.everythingandanythingpodcast.com/
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Summary
Podcast veteran and full-time creator Richard Wilmore joins Zach for a wide-ranging conversation covering his childhood in rural Wisconsin, coming out in his twenties, and the surprising origin of his media career: a lifelong obsession with Rosie O'Donnell that started at age 12 and turned into homemade "talk shows" filmed alone in his bedroom. From there, the two trace Richard's path through a mobile fashion truck, an arts-and-health nonprofit, and over a decade of podcasting — now running a full production studio, co-hosting a media festival show, and building new projects with friends. Along the way, they dig into the real mechanics of hosting: booking guests, killing bad episodes, chasing viral moments that never quite arrive, and learning to be comfortable being seen. Learn more about Richard: https://www.makeyourdayricher.com/