Dennis Gentry was born in Lubbock Texas February 10, 1959, Gentry graduated from Lubbock Dunbar High School and Baylor University. He was drafted into the Chicago Bears in 1982 where he spent his entire 11-year NFL career from 1982 to 1992. He  was a part of the Bears team that was victorious in Super Bowl.  He was also a member of the "Chicago Bears Shufflin' Crew" in the video "The Super Bowl Shuffle."

Gentry finished his career with 171 receptions for 2,076 yards and seven touchdowns. He also rushed for 764 yards and five touchdowns. But his main contribution came as a kick returner, and is currently ranked third in return yardage (4,353) for the Bears. Dennis is also tied for the club's all-time kick returns with 192. In 1986, he led the NFL with a 28.8-yards-per-return average.

In 2001, he was the running backs coach for the XFL's Chicago Enforcers until the league folded. Later that year he was hired as a BLESTO regional scout for the Detroit Lions until 2011

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