The Media Roundtable has played host to multiple Emmy Award-Winning Journalists, Media Titans, Podcast Personalities, and a former Speaker of the House. Still, we’ve never had a guest like T-Pain. This Rapper turned Singer turned Entrepreneur has won two Grammys, has collaborated with everyone from Lil Wayne to Taylor Swift, and disrupted the music industry with his innovative use of Autotune. Then he lost everything. Years later, T-Pain has reinvented himself by expanding his record labelNappy Boy Entertainmentinto a multifaceted media company with revenue streams including a Record Label, Gaming, Drifting, and his newest venture, Nappy Boy Radio. On this NSFW episode, T-Pain describes his journey and POV on the media landscape today as it impacts culture. 

We cover the usual topics like the Attention Economy, Cancel Culture, and Social Media and expand into how he approaches marketing, his brand, and the lessons he’s learned going up the ladder of success, falling down, and going back up again. This is easily the most fun we’ve had on the show, but you will be even more impressed by his vulnerability, insights, and inspiration.   

T-Pain lives theMedia Roundtable values, and based on how persuasive his lyrics are (you’ll have to listen to get this one), we may have to ask him to rewrite it in his own persuasive style. T-Pain is on the cusp of launching his own show, the Nappy Boy Radio Podcast, with our friends at PodcastOne. Once you listen to this episode, you’ll know why. 

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