[2] Picton first joined the Regina Rams football program in 2013 where he dressed in one game while taking a redshirt season.
[3] The Rams won their final two regular season games to qualify for the playoffs, but lost to the Calgary Dinos 59–0 as Picton completed 14 of 24 passes for 147 yards and two interceptions.
[6] The Rams finished with a 6–2 record and in first place in Canada West for the first time in program history as Picton started all eight games.
After attending training camp with the Toronto Argonauts, Picton re-joined the Rams to complete his fifth and final year of U Sports eligibility in 2018.
On September 29, 2018, Picton became the all-time leading passer in U Sports football, surpassing Sherbrooke's Jérémi Roch with 11,494 passing yards.
[11] Picton signed as an undrafted free agent with the Toronto Argonauts of the Canadian Football League (CFL) on May 14, 2018, but was released after training camp and returned to the Regina Rams.