Raimey enrolled at the University of Michigan in 1959 and played for the Michigan Wolverines football team from 1960 to 1962. As a sophomore in 1960, Raimey started three games at the halfback position, gained 342 net rushing yards in 62 attempts, and led the team in scoring with six touchdowns. As a junior in 1961, he started all nine games at right halfback, and was the team's leading rusher with 496 net rushing yards on 99 attempts; he was also the team's leading scorer for the second consecutive year with six touchdowns. As a senior in 1962, Raimey was the Wolverines' leading rusher for the second consecutive year, gaining 385 net rushing yards and scoring five touchdowns on 124 carries. He was also selected as the team's most valuable player for the 1962 season.
Professional football
Raimey was selected in the ninth round of the 1963 NFL Draft by the Cleveland Browns, but he opted to play in the Canadian Football League in 1963. However, he suffered a shoulder injury, underwent surgery, and missed the entire 1963 season. In 1964, he tried out with the Browns and made the team. He appeared in five games for the Browns during the 1964 NFL season, playing principally at the defensive back position. Raimey played at the running back for the Winnipeg Blue Bombers from 1965 to 1968. He rushed for 1,052 yards in 1965 and 1,223 yards in 1966. He was a member of the Blue Bombers team that played in the 53rd Grey Cup game in 1965, the "Wind Bowl", which they lost to the Hamilton Tiger-Cats. He was selected as a Western Conference all-star each year from 1965 to 1968 and as a CFL all-star in 1966. Raimey was traded during the 1969 CFL season to the Toronto Argonauts, where he played six years up to the end of the 1974 CFL season. In 1969, he was an Eastern Conference and CFL all-star with 829 yards rushing. From 1971 to 1974, Raimey was converted to defensive back, intercepting 15 passes. Over his 10-year career, six at running back, Raimey rushed for 5,528 yards and 25 touchdowns on 883 carries for a 6.3 yard per rush average. In addition to defensive back, he also returned punts and kickoffs. Raimey was inducted into the Canadian Football Hall of Fame in 2000.
