Sophie and Val question where they are in their careers and reach out to an old friend. Jesse and Meredith make a tour announcement video.

Jesse and Sid introduce the gang to an old college ritual. They all spend the next 48 hours attempting to complete various tasks in order to achieve a group “rewardishment.”

Sophie and Val have conflicting feelings about brunch with Val’s parents. The gang attends Jesse’s Long Island show.

Sophie encounters an obstacle with a new beau. Ellen uses her new job insurance to see a therapist. Jesse gives Valentina a hand at work while Sid and Charlie try to sell terrible wine.

Valentina helps Sophie with an unexpected career opportunity. Jesse and Sid struggle with procrastination. Charlie seeks out a nasty Yelp reviewer.

The gang recounts their worst Valentine's Day experiences in order to cheer up Ellen.

After selling her portrait, Sophie recruits Jesse to help her impress the buyers. Val and Ellen go on a double date. Charlie forces a reluctant Sid and Hannah into a double date in reaction to Val.

An unexpected visit from Sophie's mom heightens Val's concern for her friend. Charlie helps Jesse and Sid face past traumas. A culinary quest leads Ellen to someone new.

As she waits for the gallery to call, Sophie lands a gig she lied to get and enlists Val to help. Jesse forces Sid and Meredith to work out their differences.

Sophie gets romantic advice from someone who's been through it all. Valentina and Charlie face a tough crossroads. Jesse makes a choice.

Sophie and Jesse navigate a day in the life of an artist. Valentina retaliates against her boss. Sid and Ellen deal with an unexpected visitor.

Sophie feels haunted by her boyfriend's ex. Sid and Hannah hash out an old argument. Charlie and Ellen host a dinner party.

Val brings Sophie to a work event so they can party all night with the rich and famous. Jesse wants to introduce the friends to a new girl he’s seeing, forcing them to spring into action and invoke the “Welcome Protocol”.

Sophie dates an older man, which encourages Jesse, Sid, and Charlie to take better care of themselves. Sophie and Val battle over who gets the apartment for date night.

Sophie pulls in the big guns to help her get Val out of her engagement. Sid and Hannah argue about where they'll live. Jesse helps Charlie and Ellen through a roommate faux pas.

Sophie and Ellen get assigned to a work project together. Sid surprises Hannah in LA. Charlie and Val try to make the most of their time with Jesse after he gets a bad psychic reading.

Ellen suspects something is up with Rachel. She and Sid do a stakeout. Sophie tracks an upset Jesse down after he wasn't invited to a coworker's birthday party.

Jesse tricks the gang into helping him pack his stuff in the apartment.

A parental wrench is thrown into Sophie’s plan for the day. Jesse deals with the aftermath of a truth bomb. Charlie tries to get the gang excited about soccer.

After Sophie’s gallery show and Ian’s arrival, Sid and Hannah host an impromptu wedding reception at Pemberton’s. Jesse grapples with his decisions and confides in Ellen about Meredith.

Sophie and her dad run a business out of Pemberton's. Charlie and Jesse meet women they like. Val and Ellen treat themselves to a fancy open house.

Sophie tries to Parent Trap her parents. Sid and Ellen try their own master plan to nudge Jesse and Charlie into being roommates with each other.

While helping Jesse take photos for his new Tinder profile, Sophie feels sparks with someone unexpected. Valentina helps Sid with his long distance relationship. Ellen and Charlie go apartment hunting.

Determined to try and live in the moment, Sophie and the gang head to an exclusive new club for a wild night out. Valentina has doubts about her relationship with Charlie. Sid pushes Jesse to be open to love. Ellen tries her luck with women at the club.

Sophie discovers that hosting her thirtieth birthday party is almost as stressful as turning thirty. Jesse and Ellen struggle to relate as siblings. Val and Charlie spice things up. Sid shows off a new piece of bling.