Kackert played for Grace Brethren High School in Simi Valley, California where his 3,437 yards rushing as a senior in 2004 rank #5 all-time in California high school football history.

[4] Kackert signed with the Jacksonville Jaguars as an undrafted rookie following the 2010 NFL draft[5] and participated in training camp, but was released prior to the start of the season.

Partway through the 2012 CFL season the Argonauts released Cory Boyd, making Kackert the starting tailback.

[6] Despite rumours that he might try and sign with an NFL team, Kackert re-signed with the Argonauts at the start of free agency.

On the same date that he announced his retirement, Kackert was named the strength and conditioning coach for the Argonauts.