Jack is ready for a change... but can he get out of that box for good?

Jack is unemployed. Depressed. In an attempt to be proactive he calls his agent, Gloria. He is terrified of her. She may not get Jack work, but she'll make him into a real man if it kills her.

Jack has lunch with his friend Millie. Millie has a trust fund. Jack just paid for a cupcake with a roll of pennies. Best Friends Forever.

If you thought Jack was a brat at work, wait till you see him in his natural habitat. Meet Jack's roommate, Jill.

Jack has a job interview. It's super creepy. How far will he go to convince himself and everyone else that he wants to be a receptionist at a boutique niche marketing firm?

Jack is bombarded with phone calls, goes to a terrible audition and then has a "physical" altercation with his agent, Gloria. There are too many women in his life.

Jack's runs into his longtime friend and former boss from the box office, Becca, at an audition. She is wearing too much blush and has a bone to pick with Jack. A friendship lost? We'll see.