Naval Academy graduate and Vietnam Veteran Roger Staubach was drafted by the NFL in 1964 (Round 10 / Pick 129), but due to his Navy commitment, wasn't able to begin playing until the 1969 season. He played for the Dallas Cowboys for 11 seasons, from 1969 - 1979, in which he led the Cowboys to 2 Super Bowl victories, and earning himself Super Bowl MVP honors for Super Bowl VI.
He was the first of only 4 players to win both the Heisman Trophy and subsequently earn Super Bowl MVP recognition. He is also the last player from a military academy to win the Heisman.
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The only time it could have happened, it didn't. On Sept. 10, 1979, the Dallas Cowboys played the San Francisco 49ers at Candlestick Park. The 37-year-old Staubach was in the final stages of his career as Dallas' quarterback (in fact, he retired after the season). Montana was a 23-year-old rookie, having been drafted in the third round by the 49ers in the spring.
But the starting quarterback for San Francisco that day was veteran Steve DeBerg, and it was he who lost a 21-13 showdown to Staubach and the Cowboys.
Staubach completed 20 of 33 passes for 259 yards and two touchdowns. Montana would see better days.
Roger Staubach retired from the Dallas Cowboys after the 1979 season when he was 39 years old.