Biography & Early Wealth Journey
Though football is a team sport, a quarterback is often judged by his team's record. Osweiler's 15-15 record might not jump off the page, but his per win earnings do. Each win was worth $2.76 million.
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Osweiler spent four seasons serving as Peyton Manning's backup in Denver before signing a four-year, $72 million deal ($37 million guaranteed) with the Houston Texans. He set a Texans franchise record for interceptions with 16 and was benched towards the end of the season. The Texans traded him to the Cleveland Browns that summer, adding two draft picks in exchange for a fourth-round compensatory pick.
Primary Income Streams & Multi-Million Contracts
The Browns absorbed some of Osweiler's cap hit, but he never played a down in Cleveland. The team cut him in favor of DeShone Kizer, who threw 22 interceptions that season.
After being cut, Osweiler returned to Denver, starting four games for the Broncos in 2017. Denver paid $775,000 to sign their old quarterback. That left Cleveland to pay the remaining $15.25 million of the guaranteed portion of Osweiler's contract. Again, he never played a game for the Browns.
Osweiler's final season was with the Miami Dolphins. He began the season as a backup but thanks to an injury to Ryan Tannehill, Osweiler got to start five games.
Osweiler didn't even make it to the end of his contract, but don't feel too bad for him. He still made about $6 million per year and will retire with a championship and his health. Most people would call that a darn good career.