When Mason wins a promotion within the advertising agency, he must leave behind his best friend Connor. This forces them to reexamine their relationship as both brotherly friends and colleagues in the fiercely competitive ad agency world.

It's Conner to the rescue when an important client shoots down an advertising pitch. As the new pitch settles in, trouble arises which may put Mason on the unemployment line. Sarah adds to the stress with a full-court press for her office and objections to Mason's choice of a partner for her.

Mason puts his job on the line when he promises the CEO that Sarah will bring his team amazing success. Unfortunately for Mason, he is unaware that Sarah is not only frustrated with her job but is also entertaining another firm's job offers. Adding to the angst, Conner runs into an old flame, making him wonder what could have been.

Mason misses the mark when he surveys his atypical daughter about trends with typical teens. It's up to Conner to save the day when Mason keeps digging himself into deeper trouble with the client by making promises he may not be able to keep. When Sarah's romantic life is called into question, Hector and Tom compete for the opportunity to clear up the matter.

Production comes to a grinding halt when a client decides to rethink the campaign. Conner puts jobs on the line when he chooses to continue production with overconfidence in his ability to convince the client to move forward with the commercial. To celebrate her birthday, Sarah tries to go back to the way things were when she attempts to reconcile with her ex-husband. Already worried about losing his job, Tony receives some unexpected news about his daughter which sends him reeling.