In 1991, Jackson was hired by Pierre Page as an assistant coach for the Quebec Nordiques, where he served for 3 seasons.

Berlin's success helped Jackson earn his first head coaching position in the Deutsche Eishockey Liga (DEL) with Lance Nethery and DEG Metro Stars of Düsseldorf, who ended the 2004–05 season in 10th place.

After the 2006–07 season Jackson moved on to fill the head coach position for the Eisbären Berlin of the Deutsche Eishockey Liga, who had finished in 9th place.

[1] Jackson again repeated his success by coaching the team to a first-place regular season finish, losing a game 7 overtime in the League Playoff finals.

The second-place finish earned Red Bull München a position in the 2015–16 Champions Hockey League, where they won in the group stage to advance to the playoff, then lost in the round of 32.

This is the 6th DEL Playoff Championship for Jackson in his 10 years as a head coach in the Deutsche Eishockey Liga.

In both the 2016–17 and 2017-18 campaigns, Jackson led Munich to a successful defense of its title, capturing his seventh and eighth German championships as a head coach.