1. Ira Madison III
He’s a journalist, playwright, podcaster and, of course, the king of gay Twitter. Madison’s had a brilliant career in the media and the arts, but he might be best known for being a host on the podcast “Keep It.” Read our full profile of Madison here.
2. Mike Duncan
The “Revolutions” host is one of podcasting’s great success stories. He was working as a Seattle fishmonger when he started his first show, “The History of Rome.” Thirteen years later, he resides in Paris and is writing a book on the Marquis de Lafayette. In between, he spent time in Madison, where he was primarily a podcaster and stay-at-home dad.
3. Gareth Reynolds
“The Dollop” co-host’s intercontinental upbringing was equal parts Britain and Brown Deer. Raised in the burbs by English immigrants, he cut his teeth at ComedySportz Milwaukee before studying at Emerson College and later establishing himself in Los Angeles.
4. Ben Kissel
The tallest third of the enormously popular “Last Podcast on The Left” hails from Stevens Point but spent his formative years enrolled at UW-Milwaukee, where his 6-foot-7 frame stood out during many a Brady Street bar crawl.
5. Dan Harmon
Best known for his cult TV shows “Community” and “Rick and Morty,” this Brown Deer native, Marquette University alum and Dungeons & Dragons superfan notched an eight-year run producing “Harmontown,” a live comedy show and podcast, in which guests played D&D.
6. Erin Gloria Ryan
This LA contemporary of Ira Madison III grew up in the tiny town of Frederic, about as far away from Milwaukee as one can get without leaving the state. She, too, emigrated west to host a podcast for Crooked Media, the same network that produces “Keep It.” Her show, “Hysteria,” offers a women-centered approach to politics.