Carter hosts a Halloween Octoberfest party at The Middle C, but struggles to get customers in; Kat continues her journey to find a donor; Phil has a great night with a potential love interest.
While Kat struggles with keeping her anxiety under control, she comes up with a plan to save the café. Meanwhile, Max finally gets his big break and Carter struggles with his jealousy.
Oscar attempts multiple surprises to celebrate Kat's 40th birthday, including meeting his mother; Max tries to figure out why he continually strikes out with women.
When Phil leaves on a last-minute vacation with Sheila to cheer her up, Oscar steps up to help in the cafe, causing tension with Randi; Max and Carter make a bet to start a juice cleanse.
Kat and Max finally go on a first date, after a steamy hookup, but they can't seem to act like themselves; Carter attempts to train his son for track, but realises Randi might make a better coach.
Kat is drained from helping Sheila run errands all over town. Meanwhile, Phil is exhausted from partying every night with his new boyfriend, Jalen, and Carter needs a self-esteem boost.
Max hosts singer Zoey Monroe in hopes of advancing his career as a songwriter; Carter punctures a pipe inside a kitchen cabinet causing a flood in the condo; Randi and Carter find themselves staying at Sheila's.