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Richard is faced with a tough decision, regarding the future of Pied Piper. Dinesh flirts with a woman online.

Monica wants Pied Piper to participate in a livestream event. Erlich reconnects with Double-A, someone he used to mentor. Jared encourages Monica and Carla to be friends.

Gavin continues to cause trouble for Pied Piper. Gilfoyle works on building servers. Jared becomes Richard's roommate.

Richard and Erlich disagree over a potential employee. Dinesh and Gilfoyle worry that someone they recommended for the company will be receiving more money than they make.

While considering Gavin’s proposal, Richard is approached by Russ Hanneman, an image-conscious billionaire who wants to back Pied Piper, but may not be as “hands-off” as he claims. Gilfoyle and Dinesh play hardball to get what they want; Gavin finds a new strategy in dealing with the enemy.

In the wake of Hooli’s bombshell, Richard and the guys struggle to find a backer as they face legal and financial woes. Monica attempts to balance her interest in Pied Piper with her job. A cash-strapped Dinesh tries to put an end to the Kickstarter campaign for his cousin’s new app, Bro. Richard gets a surprising offer.

The Pied Piper guys are wined and dined by every venture capitalist under the sun, while Monica adjusts to a new managing partner at Raviga as the company faces major changes.

Poised to compete at TechCrunch Disrupt, the guys of Pied Piper become worried after an impressive presentation by Gavin Belson. As Jared tries to pivot the company, Richard is inspired to make big changes at the last minute.

At TechCrunch Disrupt, Richard feels the pressure to finish his demo, but finds himself distracted by a girl he dated briefly, who’s now spreading rumors about him. Jared worries that Monica is taking his place in the company. Dinesh develops a crush on a girl at a neighboring booth. Erlich’s scandalous past connection to one of the judges threatens Pied Piper’s chances.

Richard feels threatened when the team hires “The Carver” a hacker with a notorious reputation, to help with Pied Piper’s cloud. Jared finds himself taken for a ride when he seeks out Peter Gregory’s signature. Erlich and Dinesh compete for the attention of Tara, Gilfoyle’s visiting girlfriend. Later, Dinesh faces a sexual dilemma.