Courtney Love
Singer and actress Courtney Love had more than her share of tax troubles. Starting in 2012, she made several payments of hundreds of thousands of dollars to the IRS, and she also lost some $27 million in legal fees.
While this might sound like a whole lot of money to most people, Love had a fortune left to her by her husband Kurt Cobain. She might have had to cut down on some expenses but we have a feeling she’s going to be just fine.
Toni Braxton
You might think that winning a Grammy would be enough to settle your finances for life, but that’s not always the case. Toni Braxton was reportedly only given $2,000 in royalties even though she sold millions of dollars worth of albums.
In 2010 and in 2013, the singer had to declare insolvency. She later starred on a reality show with her sisters, but she admitted that she has to keep careful track of her spending because she’s on a budget.