With the 2025 regular season officially in the books, Andrew McCutchen's future with the Pittsburgh Pirates is more in question than ever.
McCutchen has signed three consecutive one-year, $5 million free agent deals to return to the organization that drafted him in 2005, but the results have been three straight years of disappointment under general manager Ben Cherington and last-place finishes in the National League Central.
Considering he's 38 years old and has aspirations of winning before he retires, it would be hard to blame McCutchen for wanting to play for a different organization – one that actually honors his commitment to winning by surrounding him with a competitive roster – in 2026.