Esther and Benji try to stop Jeff from becoming a boring couples-person by hijacking his Big Bear couples retreat.
Esther and Benji reconnect at a birthday party after a three-month-long fight. Both learn about each other's weird romantic mishaps during their time apart.
Esther and Benji get their first writing room gig on the Dog Awards. Benji thinks it will be his launching pad for success, while Esther hopes to use the platform to raise dog awareness.
Esther's mom pays a surprise visit because she's concerned about Esther's life choices. Meanwhile, Benji tries to make some new Goth friends that end up being a little too risqué for his taste.
Benji is asked to supervise rehearsals for his former high school's play, but realizes that he hasn't outgrown high school when he comes across a bully. Esther tags along in the hopes of inspiring some drama kids.
Benji and Esther steal a day pass from Dean and gain access to an exclusive upscale gym. Esther meets a poised and successful woman named Nora who inspires her to join her club, while Dean is excited by Benji's sudden fitness enthusiasm and takes him under his wing.
Dean has Benji sell a house where a murder took place.
Benji steps up to help Dean at work but isn't valued.
Esther gets a big break at her new job, a 50s diner.
Esther tries to recover her Bitcoin money from an ex.