T-Pain says these are the 2 rules billionaires taught him for sharing money with friends and family

T-Pain has nary qualms astir issuing an ultimatum erstwhile it comes to his money.

The "Buy U a Drank" rapper shared really he sets boundaries pinch friends and family asking for money during a Twitch livestream connected August 29. He past shared a clip of the footage connected his Nappy Boy Gaming societal accounts past week.

"There are 2 things I do, and I learned them from literal billionaires," T-Pain said.

He said group tin either activity for him to gain money aliases person a one-time costs connected the information that they ne'er inquire for another.

T-Pain said he didn't initially person that rule, but adopted it aft realizing that his determination to gift money to friends and family wasn't ever reciprocated.

"If you want to not beryllium an asshole to everybody, make it their choice," T-Pain said. "That's really what's happening."

Setting financial boundaries pinch loved ones is simply a tricky task that folks astatine each levels, including billionaires, struggle with. In 2025, "Shark Tank" investor Kevin O'Leary said during an question and reply connected "The Fifth Column" podcast that the worst portion astir being rich | is family members asking for money.

"In the beginning, you will consciousness the guilt of success, and you will springiness them money, and you will slow destruct your narration pinch those people," O'Leary said. "You'll person horrible Thanksgivings."

O'Leary said he gives group the money they requested only if they work together to ne'er inquire him again.

"I don't want to beryllium paid back. I don't want to talk astir money. I want to person Thanksgiving meal and talk astir family. Not money," he said astatine the time.