The Midwest League Podcast pulled up live to Skate Land on the west side of Naptown for Skate Jam 2026, tapping into a space that feels more like a cultural time capsule than just a rink. Joined by Boo Money Too Funny, the conversation flowed between jokes and real talk as he reflected on skate culture as a hometown tradition. Long before nightlife spots, skating rinks were the original social hub, a place where memories were made and community was built. For Boo Money, Skate Land carries that same ATL-style energy, a reminder of growing up, pulling up with friends, and feeling connected to the city in a way only Naptown can deliver.

Proudly calling Indianapolis the “black sheep of the 50 states,” Boo Money Too Funny has made it his mission to shine a consistent light on the city’s overlooked talent, fashion, and creativity. From repping local clothing brands to building a comedy career rooted in lived experiences, his work stays unapologetically Naptown-based. His popular Boquita character was born from personal pain turned into relatable humor, proving laughter can be healing and universal. Fueled by family, supporters, and encouragement from legends like Mike Epps, Boo Money continues to elevate with authenticity, believing success comes from staying true, staying visible, and always putting on for the city.

Watch the interview below.