BioEditHamish, Hamish & Hamlin". He reunites with Jeff at Greendale when he shows up to the school for a N.A. meeting. As a successful attorney, he is respected for his skill inside the courtroom and reviled for his hedonistic nature outside of it. Despite his jovial demeanor, he possesses a ruthless side and is shown to be quite an opportunist. His first appearance was in the Season Two episode "Accounting for Lawyers" and he made his return in the Season Three episode "Introduction to Finality". He is portrayed by actor/comedian Rob Corddry.
Jeff is unable to take the latest weird happenings at Greendale Community College and leaves to clear his head accompanied by Abed. When he goes to the student lounge, he runs right into his old law firm buddy, Alan. Abed misreads Jeff's reluctance to see his former colleague and calls out to Alan, forcing Jeff to say hello. Surprisingly, Alan greets him warmly, and although embarrassed about his current situation, Jeff admits he is a student at the school. Alan says he's not one to judge since he's at the school for a Narcotics Anonymous meeting being held on campus. He then asks Jeff if he wants to grab a drink. Abed reminds Jeff he has class, but Jeff blows it off and leaves to catch up with his old friend. For the next few days, this becomes a regular occurrence as the study group begins to see less and less of Jeff. One day he shows up to a group meeting with Alan and introduces them. He ends up angering Pierce and he and Jeff leave to grab a drink at a nearby bar. Afterwards, Annie recognizes Alan as someone she met when she attended her Narcotics Anonymous meetings for her Adderal addiction. She also remembered he had bragged about getting a colleague fired by ratting him out to the state bar and realizes Alan may have been the one who had Jeff disbarred.