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10 MLB Trades That Are Considered the Biggest Steals in History

Some MLB trades turn out to be heavily one-sided and are remembered as major steals.

Published: Thursday, 5 November 2026 at 2:27 AM
10 MLB Trades That Are Considered the Biggest Steals in History
Key Things to Know
  • Sportskeeda details 10 Major League Baseball trades considered among the biggest steals in history.
  • Notable deals include the Padres trading James Shields to acquire future superstar Fernando Tatis Jr.
  • The Orioles acquired Frank Robinson in 1965, who immediately won MVP, Triple Crown, and World Series titles.
The Story in 60 Seconds

Safeer M S highlights ten heavily one-sided trades in Major League Baseball history where franchises acquired future superstars and Hall of Fame players for short-term additions. Notable historical deals featured include the Detroit Tigers acquiring Norm Cash in 1960 and the Baltimore Orioles landing Frank Robinson in 1965, with Robinson immediately winning the Triple Crown, MVP, and World Series.

Other prominent trades highlighted in the article include the San Diego Padres acquiring a 17-year-old Fernando Tatis Jr. from the Chicago White Sox for James Shields, and the Boston Red Sox securing future World Series winners Jason Varitek and Derek Lowe from the Seattle Mariners. The list also details deals that sent Pedro Martinez to Montreal, John Smoltz to Atlanta, Jeff Bagwell to Houston, and Lou Brock to St. Louis.

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