The Offseason's Most Catastrophic Contracts - A Cautionary Tale

Every summer, some GMs wake up in September wondering what they were thinking, and this offseason delivered a full roster of head-scratchers. The worst free agency signings of 2026 represent the kind of decisions that haunt front offices for years, tying up cap space and roster spots on deals that looked questionable the moment the ink dried. These aren't just bad contracts - they're the kind that define whether a team competes or rebuilds over the next three years.