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

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.

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.