A self-loathing, alcoholic writer attempts to repair his damaged relationships with his daughter and her mother while combating sex addiction, a budding drug problem, and the seeming inability to avoid making bad decisions.
Hank takes Charlie out on the town to drown his sorrows after Sue Collini fires him for causing client Rick Springfield to leave the agency. Meanwhile, Karen, still miffed by Hank's dalliance with Felicia, organizes a girls' night out with Becca and Marcy.