20 Year Timeout
20 Year Timeout is a podcast about rediscovery of people, memories, and the twists life takes.
Each episode, I reconnect with someone I lost touch with sometimes 20 years ago, sometimes just last week. A childhood friend, an old bandmate, someone who quietly disappeared from your life. We pick up the thread, press unpause, and see where the story goes.
It’s unscripted, funny, reflective, and full of unexpected insight. If you’ve ever wondered what happened to that person and what reconnecting can reveal about creativity, culture, and who we’ve become, hit play.
🎙️ Real conversations. Imperfect memories. Honest reconnections.
20 Year Timeout
Latest Episodes
Is Claude AI Actually Conscious? I Put It on the Podcast
Is Claude AI actually conscious? Does it have feelings? Would it marry ChatGPT?This week on 20-Year Timeout, Rich Marks flips the script. Instead of reconnecting with a long-lost friend, he sits down with Claude — the AI from Anthropic ...
His Roommate Left Him With a Caved-In Skull — Now He Builds Sound Healing Machines
Brendan Casey and I went to school together back in Worcester. I knew bits and pieces of what happened to him. I wasn't ready for the full story.In January 2020, Brendan was attacked in his own kitchen by a roommate hiding ...
15 Years in Insurance, Now Building Contractor Guy Network — Here's Why
Zach Nehme and I worked together at the Old Pink House in Savannah — the guy who could walk into a private dining room, work the whole table in ten minutes, and be gone before you even noticed he was there. Then life happened. 15 years in comme...
The Carpenter With 2.5M Views Who Almost Made HGTV
Chad and I used to close shifts together at Via, end up at house parties on Vernon Hill, and somehow make it back in for the next day's lunch service. That was Worcester, circa 2007. Then life happened.Now he's in Connecticut ...
He Opened a Restaurant in a Former Gas Station & Changed an Entire Savannah Neighborhood
Jason Restivo was my GM at the Old Pink House in Savannah, Georgia — the guy who would disappear for five minutes and come back to a dining room with a bottle of wine on every single table. He was also the reason I got the job in the first plac...
Podcasts we love
Check out these other fine podcasts recommended by us, not an algorithm.
Heavyweight
Pushkin Industries
Beautiful Stories From Anonymous People
Chris Gethard
Death, Sex & Money
Slate Podcasts
Longform
Longform
Lex Fridman Podcast
Lex Fridman
Where should we begin?
Chubo Joana
Working
Slate Podcasts
Conan O’Brien Needs A Friend
Team Coco & Earwolf