Didn't we have similar conversations recently about our past manager's thought process? How he was a hometown guy who probably did well in investments, made $21 million as a player and more as a manager, so he didn't need a lot of money? That turned out to be crap. One thing I know about rich people, they often like to make more money.
Here's my theory that I just made up. William Contreras borrowed $5 from Willson when he was 12. His brother hounded him for repayment, and at that moment, William vowed to never take another dime from his brother, AND to make more money than him, so he is going to get every cent he can. How's that?
And, it has been said, but it's not as if the players get assigned an agent. They choose. Demonizing Scott Boras for doing his client's bidding is weird. He is well-compensated for being the fall guy for fans and front offices all over the country. Hate the game, not the player, right?