Financial struggles (trouble paying bills, bankruptcy etc.) are complicated. Financial struggles are not always due to living beyond one's means or an inability to manage funds. An example is the bankruptcy of 50 Cent who filed for chapter 11 bankruptcy protection in July 2015. He filed for bankruptcy "in the wake of a jury ruling earlier in the month ordering 50 Cent to pay a woman $5 million over a sex tape."
(Source: 50 Cent and 10 Other Celebrities Who Have Gone Bankrupt By Emily Stewart,
https://www.thestreet.com/story/13216782/1/50-cent-and-10-other-celebrities-who-have-gone-bankrupt.html)
Also see:
15 Celebrities Who Made Fortunes and Went Bankrupt
By Fox News Magazine,
http://magazine.foxnews.com/celebrity/15-celebrities-who-made-fortunes-and-went-bankrupt
