He’s hit a few snags in his career when it came to his money, and he applauds his peers for doing “this on their own and” succeeding.
When T-Pain chatted with AfroTech, he revisited a time in his career when he realized that he was broke and wasn’t aware that he didn’t have any money. “It was such a surprise. That one day where I was like, ‘Yeah, somebody just moved out of the house in front of me, I want to go buy that house.’ And someone on my team was like, ‘You ain’t got no money dude.’”

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“I was like, ‘What?’ It was a surprise because I wasn’t watching [my money].” Now, Pain said he “always asks questions” about his cash and business moves, and he doesn’t hesitate to interject his opinions on deals. Branding has been an intricate part of his career including his Lipton Iced Tea partnership.
Pain also draws inspiration from his fellow Hip Hop peers who have established themselves independently in industries that aren’t directly related to entertainment.
“David Banner, Killer Mike, you know people that look like me that have done this on their own and succeeded, those are my biggest inspirations,” he said. “David Banner came from music, went to speaking, started his own production company and he just went down all these routes on his own. Those are the people I admire, especially if they look like me.”
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