Mark Brunell
In today’s NFL even the most mediocre NFL arm could make a ton of money. Mark Brunell was more than a mediocre arm and he would end up getting paid over $50 million throughout his career. Brunell’s fortune went up in smoke after he retired thanks to the 2008 real estate bubble popping. Brunell had invested $11 million into a condo development but he lost it all and fell deeply in debt.
Travis Henry
As a running back, Henry was supposed to be a mega star. He entered the league in 2001 and ended up in his first Pro Bowl just a year later. But his career came to a screeching halt due to his various substance abuse issues. He was eventually suspended by the NFL and was also sentenced to three years behind bars for cocaine trafficking.