Episode 1 – Josh Leffers | Twenties Unfiltered What happens when creativity collides with commercial?

In this first episode of 20s Unfiltered, BennyGregs sits down with Josh Leffers, an entrepreneur whose journey is anything but ordinary.

From stripping in his early 20s to building 12 companies before 25, Josh has turned bold risks into serious business moves. We dive into how he’s merged art and enterprise, running touring companies, producing TV shows, and building communities like Ballers Clubhouse.

Josh opens up about the highs, the failures, and the unfiltered lessons behind chasing creativity while making it commercially sustainable.

This isn’t your standard success story. It’s raw, it’s real, and it’s exactly what your twenties feel like.