Credit for this strategy goes to SKIN21RIP for a brainstorming session. Firstly, earn 22,800 style points to unlock the neckbreaker grab move. This move is unblockable, but does little damage. I accomplished this achievement on the third attempt by punching twice, and following up with a neckbreaker. When Jarrett got dizzied, I pulled away from him on the left stick and used the grab button. this did an armbar move that set him on the ground. I then quickly did a grapple ground move to the arms while he was stunned on the mat. using this method, was able to get his arms in the red within 3 minutes, at which point my finisher was charged. Hit my finisher, and followed up by applying an arm submission on the mat (LB+B). 3 button pressing mini-games later, the story mode was over and the achievo popped. It is important to wait until Jarrett is stunned to do ground grapples because he reverses like there is no tomorrow.
Any comments on this stratetgy would be more than welcome, especially if leaving feedback on this method. My solutions will only improve if I get input from my fellow gamers. Thank you.