The Chicago Cubs face an escalating challenge in retaining Kyle Tucker, a key player acquired during the offseason. With his performance soaring, his extension talks are anticipated this summer, following a successful start to the 2025 season where he's hitting .314 with a remarkable OPS+ of 197. The Cubs, historically cautious with spending, must consider the implications of potentially losing Tucker, especially after investing significant resources to trade for him. Ownership's failure to secure such a valuable asset could lead to fan outrage.

Despite concerns about the Cubs' spending habits, their history with Excel Sports Management clients, such as Jason Heyward and Dansby Swanson, offers some hope for a favorable negotiation. Comparisons to similar contracts, like Vladimir Guerrero Jr.’s $500 million deal, are likely to influence Tucker's market value. Should discussions falter, waiting until free agency could allow Tucker to maximize his worth.