
18. Mark Brunell
Quarterback Mark Brunell enjoyed a successful career with the NFL, and it was estimated that he made some $50 million dollars from his contracts and salary alone. However things would become very difficult for Mark Brunell after he retired from playing football.
Burnell poured vast amounts of his earnings into real estate investments in Michigan and a fast food chain known as “Whataburger”. Both proved to be poor investments and he ended up filing for bankruptcy in 2010.