8. Tionne Watkins
Tionne Watkins is more known by those in the public as T-Boz. She was chosen to feature for the TLC trio that became one of the most successful women’s music groups in history. All of that success was well into the past by 2011. Watkins quietly filed for Chapter 13 in February of that year, and she did so again later that year when she was unable to continue payment on mortgages. What was the third bankruptcy case of her life was later thrown out by a judge, offering another reminder that the mighty can crash and crash hard.
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