Jimmy Shubert

Caroline and Max try to secure winter lodging for Chestnut by finding him a job.

Doug dreams that he could solve all of his problems if he could assume the roles of vintage television characters.

Doug starts acting like a child when Carrie goes on a business trip and his parents come for a visit.

Doug tries to prove to Carrie that he thinks about her all the time; friends threaten to ditch Doug's Super Bowl party for a co-worker's.

Carrie baby-sits for the boss' son; Doug tries to make friends with the new shoe girl (Rachel Dratch) at the bowling alley.

Carrie drives Doug crazy when she takes a part-time job at IPS during the holiday season; Arthur tries to bring everyone together for a Christmas portrait.