Ryne Sandberg - Philadelphia Phillies

Philadelphia Phillies

Sandberg made his major-league debut as a shortstop for the Phillies in 1981.

However, the Phillies didn't have much room in the lineup for him at the time. The Phillies didn't think he could play shortstop, though he would have probably had trouble dislodging Larry Bowa from that spot in any event. While he'd seen time in the minors at second base and third base, he was blocked from those positions by Manny Trillo and Mike Schmidt respectively. Accordingly, he was traded along with Bowa to the Cubs for shortstop Iván DeJesús prior to the 1982 season. The trade, now reckoned as one of the most lopsided deals in baseball history, came about after negotiations between Bowa and the Phillies broke down for a new contract.

However, Cubs general manager Dallas Green, a former Phillies manager, wanted a young prospect to go along with the aging Bowa (as it turned out, Bowa would be out of baseball by 1985). Green had largely been responsible for the Phillies drafting Sandberg in 1978, when Green worked in the Phillies front office. The two have remained very close over the years. Years later, Phillies general manager Paul Owens said that he didn't want to trade Sandberg, but Green and the Cubs weren't interested in any of the other prospects he offered. Owens then went back to his scouts, who told him Sandberg wouldn't be any more than a utility infielder. However, Sandberg had hit over .290 in the minors two years in a row. The trade is now considered one of the best (if not the best) in recent Cubs history. At the same time, it is considered one of the worst trades in Phillies history; DeJesus would only last three years in Philadelphia, and was out of baseball by 1988.

Sandberg is one of two Hall of Famers who came up through the Phillies farm system and earned their Hall of Fame credentials primarily as Cubs, the other being Ferguson Jenkins. Similarly, Jenkins was traded to the Cubs in another lopsided trade (a multi-player trade for pitchers Larry Jackson and Bob Buhl).