With Jeremiah out of town, Marty is forced to bring his son Roscoe to his next job in San Francisco; hoping for some quality time with his dad, Roscoe ends up spending it all with the Pod when Marty is forced to babysit Alex Katsnelson, the teenage CEO of a security software company. Meanwhile, Jeannie reacts to her recent engagement by having a tryst with Kurt, a tortured musician she randomly meets in a coffee house.

Marty goes to war with his son's school when Roscoe is accused of sexual harassment for trying to kiss a boy. On the home front, Marty's personal life is further complicated when April, a stripper he met in New York, suddenly reappears. Meanwhile, Jeannie starts to get cold feet at the prospect of her upcoming wedding.

Marty and the Pod are put through the ringer by their arch-rival firm Kinsley-Johnson as part of the due diligence performed by MetroCapital for the pending merger; Jeannie does her best to keep Wes and the marriage at bay but fails to keep it a secret from Marty; Monica and Roscoe bond but Marty learns about Jeremiah's secret and receives shocking news from Monica.

With the help of Greg Norbert, Marty and the Pod fight to pull off an eleventh-hour reprieve and stop the MetroCapital acquisition from happening; Jeannie makes a decision about marrying Wes; Marty's son Roscoe makes a life-altering choice of his own.