Drew Brees & Brittany Dudchenko

Net worth: $100 million

When Drew was in college, he met Brittany Dudchenko and they instantly fell in love with one another. They married in 2003 and they have 4 kids together. In 2018, Brees signed a 2-year, $50 million contract extension with the Saints with $27 million guaranteed. Brees is the owner of a number of restaurants. In 2015, he bought a twenty-five percent stake in the sports bar “Walk-On’s Bistreaux & Bar”, which is expanding its franchising to several more Gulf Coast states. He’s also the owner of eight Jimmy John’s shops plus a 9th under construction.