Brady may seem like a strange addition to this list but there’s a couple of reasons why he’s on it. Firstly, he joined Tampa Bay in 2020 despite heavy links to the Raiders and his beloved Niners. Florida’s tax laws made it a very attractive choice for the aging quarterback (via The Mirror).
Nobody can blame him for wanting to maximize his final contract. He also helped the Buccaneers to a fairytale Super Bowl win. But Brady cares about cash as fans realized in 2023. He had a stake in the Raiders and this prevented him from coming out of retirement to rescue the Jets.