Matt wrestles with his feelings for Eve, and Charlotte convinces him to go to a grief group; Riley struggles with her own "will she or won't she" about her feelings for Gabe.
When Carter's job pays more than Riley's, she decides to find her forever career and clashes with Matt over her future; Gabriel "Fluffy" Iglesias drops by Parker Customs; Matt debates letting go of a piece of the past.
When a raccoon appears in the Parkers' yard, Matt sees a chance to teach Carter a lesson about facing his fears; Riley struggles to navigate the world of dating apps and goes on her first post-divorce date.
Matt plans to spend Halloween with Eve, but the real terror begins when Eve wants to sleep over; with Carter and Georgia out for the night, Riley invites Gabe and Stitch to a Halloween party, hoping to relive the crazy, epic Halloweens of her past.
Matt's dream build turns into a nightmare when controversy between Stitch and the client threatens to derail everything; Riley hires Carter at her coffee business and quickly learns that working with family brews more tension than drinks.
Matt's plan to prove he's the better driving teacher hits a snag when he learns his license is expired; Riley's two worlds collide as she struggles to keep both her business and family afloat.