The White Sox were unable to lock up Manny Machado, but it doesn't mean their offer wasn't the highest available to Machado.
Machado did take what is believed to be the highest guaranteed dollar amount from the Padres at $300 million over 10 years. However, Ken Rosenthal of The Athletic is reporting that the White Sox offer could have potentially given Machado more money.
Second source says total value of #WhiteSox offer could have reached $350M if all options were vested and every incentive was reached. But Machado, as believed all along, wanted the $300M guarantee. https://t.co/EXd83w2Xkt— Ken Rosenthal (@Ken_Rosenthal) February 19, 2019
The base offer from the White Sox, according to Rosenthal, was $250 million over eight years. That's more per year ($31.25 million per year over the course of the deal) than the $30 million average he is getting from the Padres, but over fewer seasons. The incentives are where things get very interesting.
Without knowing what the incentives were, there's no telling how achievable or realistic that $350 million total would be. If Machado was getting bonus money for each MVP award he would win, hypothetically, that would be a very tough ceiling to reach. In a lot of cases incentives are based on plate appearances over a certain number of years. That would be on the other end of the scale as an attainable incentive.
A deal like that would be uncharted territory so there's no telling how it would have been laid out. Knowing this could do a lot of ease the anger of White Sox fans to show that the team was willing to spend big on Machado and had a competitive offer for the free agent shortstop.
Ultimately, Machado chose the guaranteed money and the California sunshine, leaving Rick Hahn and the White Sox disappointed.