Vladimir Guerrero's yearly salaries are front-loaded under the $500 million, 14-year contract he agreed to this week with the Toronto Blue Jays, a deal that covers 2026-39. A four-time All-Star first baseman,

Guerrero Jr., who on Wednesday officially signed the third-richest contract in baseball history in terms of total value at $500 million, appears to have heeded the advice of Vladimir Guerrero Sr. when it comes to his new deal.

The biggest surprise of the Vladimir Guerrero Jr. extension is not that he landed a $500 million deal from the Toronto Blue Jays without going to free agency. No, the shocker is that the contract includes a $325 million signing bonus,