Clearly, the Blue Jays' goal is to make the playoffs and convince Guerrero to stay. If they're on the fringes of the postseason race by the trade deadline, though, they'll have an excruciatingly tough decision to make: Sell Guerrero for a haul of prospects or try to sell him on staying and risk losing him for nothing?

With the Blue Jays and Vladimir Guerrero Jr unable to come to an agreement on an extension this offseason, he may hit free agency in 2026.