It’s hard to overstate how Sean Kingston had girlies of the early 2000s in a chokehold. The man born Kisean Paul Anderson came from a musical family: his grandfather was famed reggae producer Jack Ruby, who was best known for his work with The Toasters. But Kingston, himself, was discovered on MySpace, according to Digital Spy, and seemed to be everywhere all at once. With hit songs like “Beautiful Girls” and “Take You There” — not to mention a guest appearance on Natasha Beddington’s “Love Like This” — Kingston’s pop-flavored brand of reggae was inescapable. Unfortunately, according to Celebrity Net Worth, Sean Kingston is only worth $500,000 today. This, of course, is despite the fact that his songs were all over the charts at one point in the early 21st century. Kingston’s financial difficulties didn’t come from a shady record deal or from a shady financial adviser. Rather, it came because he over-spent on things he didn’t need — and, in particular, on custom jewelry. Let’s take...