As of the 2008 season, two Cubs outfielders have won Gold Gloves: Bob Dernier - 1984
Andre Dawson - 1987, 1988
Outfielder Tommie Agee in 1970.
No. Gary Sheffield never won a Gold Glove Award.
After robbing the batter of his homer, the outfielder tossed his glove into the air.
Through the 2008 season, Pujols has won 1 Gold Glove, that coming in 2006.
Yes, he did. Derek Jeter won his fifth Gold Glove Award in 2010.
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Johnny Bench won his ten Gold Glove awards consecutively, from 1968-1977.
As of the 2008 season that is Darin Erstad who won Gold Gloves as an outfielder in 2000 and 2002 and as a first baseman in 2004, each with the Angels.
That was shortstop Bobby Wine in 1963.
Through the 2008 season, that was shortstop Robin Yount in 1982.
Bobby Richardson in 1961.
According to Harry Carrey: CUBS WIN! CUBS WIN!