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.

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.

Jeannie opposes Marty's plan. Clyde develops feelings for Kelsey.

Marty learns of Roscoe's entrepreneurial endeavors. Jeannie pushes to stay.

Marty begrudgingly reunites with a pair of his most obnoxious past clients.

Marty and the Pod attempt to get a boy band to re-sign with their record label. Jeannie gets fed up being a politician's girlfriend. Doug deals with his post-Ted Talk "fame" - and the repercussions it has on his relationship.

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.

Matt Damon (as himself) hires the firm to find a charity to enhance his image, but Marty soon realizes he may have to dig deeper than expected in order to keep the actor as a client. Meanwhile, Jeannie finds time to spend with Roscoe; and Tessa grills Monica about their status.

Doug pops the question to his girlfriend, Sarah (Jenny Slate), who plans a shotgun wedding in Las Vegas on the eve of the Pod closing a major business deal. Marty's backhanded dealings lead to increased tension and unintended consequences for everyone.

Marty and Jeannie pit rival grocery clients against one another, but things don't go quite as planned. Meanwhile, changes at Galweather cause trouble for Jeannie; and Clyde's already difficult work situation under Monica becomes even more brutal when he is forced to work from her home.

Marty and the pod hatch a new plan. Jeannie soberly considers a job offer. Roscoe cuts school to party with his new friends.

Marty is on the verge of something big. Jeannie gives birth. Season finale.

The Pod heads down to Havana, Cuba where they are challenged to reevaluate their personal and professional futures. Season finale.

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.

Kaan & Associates receive a legal blow; Jeannie tries to fix things; Roscoe finds a constructive outlet.

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.

Marty and Jeannie deal with the aftermath of a tragedy; Marty questions his friendship with Dre; Monica's new company faces trouble; Doug tries to reconcile with Sarah; Marissa makes a business decision.

Marty strives to convince a couple of big-time, idealist marijuana growers to embrace a new idea. Doug finally delivers his much-anticipated Ted Talk.

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 and Jeannie launch a duplicitous plan to remove Lukas from DollaHyde; Dre and Marty bond on a personal level; Clyde woos a big client; Doug deals with his feelings about having a baby with Sarah.

Jeannie asks an old friend for help with a government contract; Clyde creates friction between Monica and her client; Doug makes a play for Caitlin.

Marty deals with hip-hop clothing moguls, who have divergent attitudes and plans for their company; Jeannie defines the role she will play in her new position; Clyde goes through some personal hard times and turns to Marty for help.

Marty and Jeannie entice Denna with a retaliatory move against Ellis.

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.

During a consultation with an adult-toy company, Jeannie meets an interesting suitor, while Doug comes up with a racy gift idea for his new girlfriend. Later, Marty's brother Malcolm drives a wedge between their father and Marty.