Our sister podcast, Talking Headways is about to hit its 500th episode. But how did host Jeff Wood accomplish that massive milestone, and how does he keep finding all these powerful stories about how our cities work? On today's episode of The Brake, our host Kea Wilson sits down for a long conversation with Wood himself to talk about how he's grown this incredible audio archive of interviews, how Streetsblog got lucky enough to host it, and how he spends his time when he's not behind the mic. And along the way, we chat about his dream guests — living and dead — and the single topic both he and Kea are dying to explore, but haven't found the perfect guest yet. Check it out, and listen to a few of Jeff's favorite past episodes below:

• Episode 27: Walt Disney, City Planner
• Episode 85: You Can't Surf After the Storm
• Episode 177: Peak Experience with Jarrett Walker
• Episode 325: Designing Fair Transport Systems with Karel Martens
• Episode 422: The Messiness of Family Travel with Jennifer Kent