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Hall-of-Fame middle linebacker Mike Singletary (1981-92) is easily the most distinguished player to wear number 50 for the Chicago Bears. Also worth noting is Pro Bowl center Mike Pyle (1961-69). Linebacker Waymond Bryant (1974-77) was the last regular starter to wear the number before Singletary, and no one has worn it since Singletary's retirement, although the number has not yet been officially retired by the Bears franchise.

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