From Smart Moves to Smart Guy W/ Jason Weaver | The Underground Lounge S2 E.38

The Underground Lounge took the show on the road and touched down in Atlanta for a legendary sit-down with none other than Jason Weaver, and this one is filled with gems, laughter, real-life lessons, and cultural insight you won’t get anywhere else.

Live from ATL, Jason walks Lou Will and Spank through his iconic journey, from child star to industry veteran, and opens up in a way few artists ever do. He talks about getting his start in Chicago, navigating early fame, and the moment his mother made a contract decision that would set him up for life. From Smart Guy and Drumline to ATL and beyond, Jason breaks down how he’s remained relevant and respected for decades while moving with purpose, not ego.

The convo dives into everything, his biggest financial mistake, how fame can become a trap if you’re not careful, and why loving the craft has to come before chasing the check. He offers honest advice to young Black performers about staying grounded and protecting your peace in an industry that often rewards the opposite.

Jason also gives rare behind-the-scenes insight on working with legends like Whoopi Goldberg, Oprah and Michael Jackson, his early music career with Motown, and the truth about what’s happening (or not happening) with ATL 2. He gets real about the business side of entertainment, the power of ownership, and why artists today need to start thinking like bosses, not just performers.

From heartfelt moments to hilarious stories to bar-for-bar wisdom, this ATL edition of the Underground Lounge is a masterclass in longevity, legacy, and staying 10 toes down.