Marty and The Pod are sent to Phoenix to clean up a mess at a very powerful sports franchise caused by the impending divorce of its high-powered owners. Jeannie takes a dinner meeting with Derek, an old flame, but is deflated when she finds out his real intentions toward her. On the home front, Marty continues his personal war with Principal Gita over Roscoe's cross-dressing.

Marty arrives at the offices to find Greg Norbert there to announce the possible acquisition of Galweather by MetroCapital; the Pod flies to Indiana to consult for a beverage company, where Marty applies his management skills to turn a loss into a win; Clyde questions whether Doug really hooked up with a transvestite; Roscoe struggles with the confusing feelings of liking both a boy and a girl.

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.

Jeannie has to take charge of the Pod when the racist CEO of a motel chain has reservations about dealing with Marty. Meanwhile, Clyde hopes to hit it off with a lovely Mormon virgin; and when Monica finds she has some free time on her hands, she decides to spend it with Roscoe.

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.

When the Pod goes to Washington D.C. to consult for a pharmaceutical company, Marty faces a challenge from April to stay monogamous on the road, which puts Jeannie in the position of having to "take one for the team" and fully satisfy a female client; Jeremiah reveals something serious to April, asking for her discretion until he can tell Marty himself; a jealous Monica drops a huge bombshell on Marty.

Marty and the Pod participate in Galweather-Stearn's annual recruiting event, where the best and brightest from Harvard Business School are wined and dined. Marty takes the sole black recruit in the predominantly white affair under his wing; Doug tries to prove to Clyde that he can coach any of the potential candidates onto "the list;" Jeannie grills a sexy, flirtatious recruit to see if she's all style and no substance, but a secret of Jeannie's is revealed that makes her stance somewhat hypocritical.

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.

Jeannie embarks on a gig to establish her own legend in the consulting world when she leads the Pod to her hometown on a mission to resurrect an ailing church; Marty enters into custody mediation with Monica but her powers of manipulation are in full force, threatening Marty's relationship with April.

Marty and "The Rainmaker" work together to put the kibosh on their firm's acquisition by MetroCapital but a back-stabbing turn of events leaves Marty and "The Rainmaker" mortal enemies instead of valued allies; in the aftermath of the news about April, Marty must deal with attitude from Roscoe.

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.