20 Richest Players In NFL History

18. Tony Romo, QB — $127.4 million

Years Active: 2004-2016

Highest single-season earnings: $26.5 million (2013; includes $25 million signing bonus)

Tony Romo’s cinderella career from being an undrafted free agent to a Pro Bowl quarterback for the Cowboys included a few hefty contracts along the way.

Romo’s second career as a broadcaster for CBS is turning out great as well.