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.

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

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.

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

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

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.

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

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 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.

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

Jeannie's boyfriend drops a bomb. Marty shows up at Doug's Dungeons & Dragons role-play game chasing potential new business. Clyde uncovers an issue.

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.

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 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 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 and Jeannie pitch opposing strategies to a prospective client.

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

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

Marty and The Pod consult for a mega-bank that wants to justify their year-end bonuses as the financial world around them burns. Back at home, Marty gets some unwanted advice on how to raise his son.

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 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.

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