Bow Wow
Anyone who likes rap from the 2000s will know Lil’ Bow Wow. Born Shad Gregory Moss, his finances kept going down with his popularity. In 2012, he had to pay the mother of his daughter $3,000 per month but claimed that he only had $1,500. This is already bad enough as it is, but this was not the last time he was in the news. In 2017, the rapper posted a photo of a private jet but was revealed to have taken a commercial flight instead.
Drake Bell
You probably remember a show called Drake and Josh. Despite this, you probably have not heard a lot about Drake Bell in a while. The former child star set his eyes on a music career when the show ended. Sadly, he did not make it big in this industry. By 2014, he failed to keep up with payments on the house that he purchased in 2007. This was the reason it went into foreclosure in the end.