49. Tionne 'T Boz Watkins'

If you don't know the name, you'll know her for the songs. 'Waterfalls,' and 'No Scrubs.' Got it now? Tionne 'T Boz' Watkins was the 'T' in the all-female R&B group TLC, who were a huge deal in the 1990s and were in the middle of a comeback when Lisa 'Left Eye' Lopez tragically passed away. That left Watkins without a job and a source of income - which wasn't good news, because her financial position was already shaky.

Watkins has been bankrupted a grand total of three times, with failure to pay mortgage payments and taxes the usual culprit of her debts. She tried to apply to have her debts written off yet again in 2013, but her application was turned down. The court felt that Watkins hadn't learned anything from her previous mistakes, and had a track record of not showing up for creditors' meetings or attempted debt settlement negotiations.

NEXT


Copyright © 2026 CultureHook