Chris Davis — Orioles 7-Year/$161M Deal

Chris Davis's 7-year, $161 million contract with the Orioles stands as the most catastrophic overpay in baseball history. After smashing 53 home runs in 2013, Davis plummeted to a .168 batting average in 2018—the worst ever for a qualifying hitter—and endured an MLB-record 54-game hitless streak. Baltimore continued paying Davis $17 million annually through 2025 for a player whose production evaporated entirely.