1958 brought not only change, as the Saskatchewan Roughriders became charter members of the newly formed Canadian Football League in 1958, but also stability with Ken Preston becoming the General Manager—a position he held for the next 20 years, arguably the most successful tenure in Roughrider history as the team only missed the playoffs five times, went to five Grey Cup final games, winning one in 1966. In the Roughriders' first season in the newly formed Canadian Football League, the team finished with a respectable 7–7–2 record and a third-place finish. However, the following season proved to be the worst in franchise history, as the team finished with just one win and 15 losses under head coach Frank Tripucka, the third-worst winning percentage in CFL history. The following years featured similar results, with various head coaches, as the Roughriders missed the playoffs for three consecutive seasons, their worst such streak since joining the WIFU in 1936.