Amanda Bynes
Ahh, what can’t we say about Amanda Bynes. She was absolutely hilarious and brilliant as a child star on Nickelodeon’s All That, and even received her own show called The Amanda Show.
Over the years her fame grew, but at some point she dealt with a handful of mental issues, including problems with illicit substances. She practically fell off the Hollywood map, and it’s safe to say that she wasn’t receiving the same paychecks she once did.
Curtis “50 Cent” Jackson
One of the most famous rappers of the 2000s was without a doubt 50 cent aka Curtis Jackson. He was pretty much the hip hop king of the decade, with several Grammy nominations and even his own line of clothing.
However, in 2009, 50 cent was ordered to pay over $7 million to Lastonia Leviston after he released an adult video with her in it, without her approval. In 2014, the rapper was ordered to pay over $16 million to Sleek Audio after a business plan with the company fell through – ultimately forcing the once wealthy rapper into bankruptcy.