After taking the tech world by storm with their debut at TechCrunch Disrupt last season, Richard and his Pied Piper team look ahead to a big future--one that's immediately soured by legal woes and petty revenge plans from Hooli overlord Gavin Belson. This season, Monica finds herself torn between her allegiance to Richard and her job working under a new head honcho. Meanwhile, the presence of Richard's departed longtime pal Big Head looms large, as Gavin decides to use him to his fullest potential.
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.
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.
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.
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.
Gavin continues to cause trouble for Pied Piper. Gilfoyle works on building servers. Jared becomes Richard's roommate.
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.
Richard is faced with a tough decision, regarding the future of Pied Piper. Dinesh flirts with a woman online.
Richard causes trouble when he sympathizes with a competitor.
When Pied Piper and Hooli enter binding arbitration, Erlich demands to be put on the stand. Meanwhile, Big Head finds himself propped up, and Richard worries Hooli’s claim could have legs.
As the guys await the verdict on Pied Piper’s fate, an unexpected real-life drama draws a spike in traffic to their livestream and leaves them fighting to hold things together – literally. While Erlich considers his future, Richard scrambles to save Pied Piper’s.