Jennings spent four season playing for the Philadelphia Revolution. He spent the 2010 and 2011 season playing in the EMJHL. During 2010 – 2011, he played 34 games and scored 8 goals and added 17 assist. In 2011 – 2012, he ended the year with 52 points on 29 goals and 23 assist. Jennings was selected to the EMJHL All-Star game. Jennings currently sits ranked 90th in all-time EMJHL points with 77 in 67 games. In 2012 – 2013, he skated in the EJHL and played 32 games and scored 3 goals with 3 assist for a total of 6 points. In his final year of juniors he played in the EHL. In 43 games he ended with 9 points on 5 goals and 4 assist.
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