Immediately upon retiring it was announced that Jackson would then begin his coaching career as the
quarterbacks coach for the Lions. After coaching in BC for one year (
2013) he spent the next couple seasons as the quarterbacks coach for both the
Edmonton Eskimos and
Saskatchewan Roughriders before being named the BC Lions' Offensive Coordinator for the 2018 season. He retained the position for the
2019 BC Lions season, but after a disappointing year, his contract was not renewed for 2020. On February 6, 2020, it was announced that Jackson was joining the
Toronto Argonauts as the team's offensive coordinator and quarterbacks coach. The
2020 CFL season was cancelled, but Jackson coached for the Argonauts in
2021 where the team finished in first place in the
East Division. On January 4, 2022, Jackson formally joined the
Edmonton Elks as the team's pass game coordinator and quarterbacks coach. He retained the same role to begin the
2023 season, but after an 0–8 start to the season, Jackson was promoted to offensive coordinator on July 31, 2023, replacing
Stephen McAdoo. On July 15, 2024, following the dismissal of
head coach,
Chris Jones, Jackson was named interim head coach while retaining his play-calling duties. He posted a 7–6 record in the remaining 13 regular season games, but the Elks failed to qualify for the playoffs for the fourth consecutive year. He was not selected as the head coach for the
2025 season following the hire of
Mark Kilam. He was also not retained on Kilam's staff. On February 4, 2025, it was announced that Jackson had been named the quarterbacks coach for the
Winnipeg Blue Bombers. The
Calgary Stampeders announced on January 5, 2026, that Jackson had joined their coaching staff as their quarterbacks coach. ==Career statistics==