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.

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.

In the Season 2 premiere, the aftermath of the sexual-harassment scandal leaves Marty and his Pod adjusting to a new corporate culture at Galweather Stearn, where the interim CEO entrusts consummate closer Marty with sealing a big deal. Later, a boozy night on the town leaves Jeannie reeling, while Marty's relationship with Roscoe is in need of some repair.

Marty's plan to spend time with Roscoe conflicts with an executive retreat, while Doug sees his fellow Pod members in a different light after introducing them to his new girlfriend. Later, Tamara offers an intriguing revelation about her personal life, piquing Marty's interest.

Marty faces a moral dilemma when he discovers evidence of a banking client's role in a cover-up scheme. Jeannie attempts damage control with the Pod when an ex-boyfriend posts something shocking on the web.

Doug and Clyde give depositions in a wrongful-death suit filed against a telecommunications conglomerate, while a casino mogul impedes Marty's efforts to close a deal. Later, Monica unravels when Roscoe moves out.

A mercurial Las Vegas casino czar ups the ante on a business deal with a frustrated Marty; and Clyde's club-owner friends look to him to expand their brand beyond Vegas. Meanwhile, Marty picks up some inside dirt on Tamara.

In Las Vegas to help reinvigorate an aging casino, Marty meets the firm's newest consultant, a woman who was his biggest rival in business school. Meanwhile, Clyde is seduced by the Vegas nightlife; and Jeannie discovers a passive-aggressive adversary in Galweather Stearn's interim CEO.

Marty and Clyde attempt to woo the business of new Las Vegas casino king, Michael Carlson, a maverick self-made millionaire who notoriously hates consultants. Meanwhile, Jeannie tries to assess how big a threat Tamara is by suggesting the two of them enjoy a spa day together. Monica makes an unlikely connection with her personal vegan chef, Tessa.

Marty's militant younger brother pays a surprise visit, while Doug and Jeannie work an assignment for an online-dating company. Later, Marty hits it off with a fellow consultant.

Marty looks to solidify a future career opportunity, while Jeannie has misgivings about hers; and Doug needs to step up his social-networking skills when a promising business opportunity drops in his lap. Later, tensions erupt between Marty and his brother, Malcolm.