Louie breaks up with his new love interest, gets his car destroyed by a construction crew, buys a new motorcycle, and winds up in the hospital.

Louie agrees to dinner at a comedian friend's house, not knowing that he is about to be set up on a date.

Louie goes to Miami, makes friends with a Cuban-American lifeguard, and decides to extend the trip to hang out with him a little longer--leading to an awkward conversation.

After Louie's kids put pressure him to find a girlfriend, he finds a potential prospect at the local bookstore.

Louie goes out on an adventurous first date with the woman he met at the bookstore.

Louie has lunch and goes to a strip club with a man he meets at a friend's gravesite, and babysits for a friend's socially-awkward son.

Louie takes an awkward shopping trip with a female acquaintance, Louie gets some disturbing news from a different woman during a piano lesson, and Louie tries to make amends with an old friend.

After his uncle visits and tells him to go to Boston to see his father, Louie breaks out and begins throwing up.

Louie learns that Liz no longer works at the bookstore, and her replacement employee helps Louie try to find her; Louie calls the police after Jane tells him that Lilly left home.

Louie takes advantage of an incredible opportunity on The Tonight Show and gets a potential job offer afterwards that could change his life.

Louie's "training" gets off to a rough start as he prepares for his chance to audition for David Letterman's job.

Right before Louie shoots his talk show pilot, Jerry Seinfeld comes to him with some surprising news.

Louie is alone after Christmas and has a traumatic New Year's Eve, so he decides to get away from it all--in China.