Season 3 begins with Marty pursuing an organic grocery store CEO, and Jeannie reluctantly listening to Doug reminisce about the old team and expressing his dislike for their new coworkers. Meanwhile, Clyde struggles in his new position working for Monica.
Marty has a confusing meeting with Roscoe's new crush; Jeannie makes some power moves to win an account with the Department of Defense; Sarah tells Doug that she wants them to have a baby; Clyde witnesses Monica push a junior analyst a bit too far.
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 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 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.
Marty and the team execute a plan to wrestle Marissa's family's media company away from her siblings. Meanwhile, Jeannie encourages Marty to let Clyde out of the doghouse; and Doug and Sarah get tested in their relationship.
Jeannie gets help from an old friend on a government contract, but it creates an issue with Marty about their future with Dollahyde. Meanwhile, Clyde causes friction to develop between Monica and a client; and Doug makes a play for Caitlin.
Marty and Jeannie deal with the aftermath of a tragic event; and Marty questions his friendship with Dre. Meanwhile, Doug experiences side effects from W.O.N. that could cause trouble for Monica's new company; and he tries to reconcile with Sarah. Marissa makes a business decision that affects her relationship with Clyde.
Season 3 ends with Marty getting rocked when Kaan and Associates is smacked a serious legal blow. Meanwhile, Jeannie tries to rectify the situation because she fears she is the one responsible for it; and Roscoe finds a constructive outlet to help him work through some relationship issues.