Chicago Bears Win Summary: Pittsburgh sent the 1939 second overall pick to Chicago for end Ed Manske. Chicago used that pick to select Sid Luckman, the Hall of Fame quarterback who became the engine of the Bears' 1940s dynasty. Analysis: This remains one of the most lopsided draft-pick trades in NFL history; Pittsburgh essentially gifted the Bears their dynasty quarterback for a journeyman end. Luckman became a Hall of Famer, a league MVP, and the defining quarterback of the T-formation era, while Manske offered only limited short-term value. The deal is properly graded as a major Chicago win and one of Pittsburgh's most damaging early-franchise asset decisions.