Trent Williams – $43.5M

Trent Williams played college football at the “University of Oklahoma” and was identified as one of the best offensive tackles available at the 2010 “NFL” draft. Therefore, the “Washington Redskins” offered a six-year contract worth $60 million, and Williams was quick to grab it. Making $10 million per year is great stuff for a newbie in the league.

An eight-time Pro-Bowler, Williams now plays for the “San Francisco 49ers, who extended his contract in 2021, offering a whopping $138 million for six years. That is more than double the value he started with in 2010. With real estate trading and other investments, Williams made $43.5 million in 2021.