After an international incident, Jeff, Deirdre, Will and Seb attend a funeral at sea.

Jeff makes a rash decision that could affect the ability of the show to continue. Seb strategizes how to rebuild Jeff’s image. The two disagree about how Jeff can repair his family. Deirdre tries to learn more about what’s happening while Maddy is at her piano lesson. Jeff’s son Will decides to let loose with his new friends.

Jeff Pickles decides it’s time to talk about death on Mr. Pickles’ Puppet Time. His executive producer, Seb, feels that Mr. Pickles the persona and Jeff Pickles the person need to remain separate. Deirdre punishes her daughter Maddy for not eating her veggies.

Jeff decides to step out of his comfort zone. Seb tries to get Jeff on board with new changes for Puppet Time, as well as his ice skating show – Pickles On Ice, starring Tara Lipinski.

Jeff has an idea for how he can speak directly to the children of the world while Seb hands over the reins of the Pickle empire to Deirdre. After finding a book of magic spells, Will finds himself face to face with the past.

After realizing that he might not have any real friends, Jeff makes a new best friend. Deirdre tries to get Puppet Time back on the air.

Jeff tries to fix his heartbreak. Deirdre deals with her daughter’s developing medical condition. Seb outlines the future of Mr. Pickles’ Puppet Time without Jeff. Jeff tries to get Will off pot by giving him a hobby.

Jeff realizes that if he can tell a lie for the first time in his life he’ll get everything he’s ever wanted.

Jeff decides to start a new Pickles family while Deirdre tries to get some good PR for the show.

Deirdre deals with a medical issue while attending Jeff’s Lifetime Achievement Award ceremony. Jeff tries to be anyone but himself. Seb meets someone old and someone new.

Will tries to honor his brother in a unique way. Jeff decides to make some changes to Pickles on Ice. Deirdre lets her anger out on Maddy. Jeff tries to convince Vivian to continue with her treatment.

Jeff deals with a one-night stand. Jill learns that Jeff has been sending money to someone behind her back and confronts him.

Jeff wonders if he’s having a breakdown or a breakthrough. Will gets into trouble at school. Scott confronts Deirdre about her feelings for Mr. Pickles-San. Seb decides to make a last-minute change to Pickles on Ice while Jeff is away.

Jeff goes off script and starts to speak more honestly to children on Puppet Time as Seb panics that Jeff will soon have to appear on live television for the National Tree Lighting Ceremony. Deirdre and Scott get a new visitor from Japan – Mr. Pickles-San. The Pickles have Thanksgiving as a family.

While Jill, Deirdre and Seb debate over who is to blame for Jeff’s recent behavior, Jeff finds himself in the real-world version of Pickle Barrel Falls.

Jeff tries to teach children about change in the first episode of the 31st season of Mr. Pickles’ Puppet Time.

Jeff meets the son of his pen pal, an inmate on death row, and decides to help him.

Everyone in Jeff’s life deals with the results of the speech Jeff made on national television.

Jeff learns the safest place for him is far away from everyone. Will talks to a mysterious visitor at his school. With Maddy’s help, Deirdre gets a win for the show.

Jill asks Jeff a question he isn’t sure if he can answer. Season finale