After a heated argument, Oscar and Felix decide it might be best to change their living arrangements and find new roommates.
Oscar grumbles when Felix helps Dani prepare for a choir solo and encourages the group to attend church to support her.
Oscar arranges for Felix to replace him on any cultural outing that Charlotte has planned; and Emily recruits Dani, Teddy and Murph for help making 100 necklaces for an event.
Felix goes into a frenzy when the responsibility of hosting the Unger family Christmas falls onto his plate after his perfectionist mother bows out. Meanwhile, Oscar tries to convince his roomie's mom to give her son a break.
After his arch enemy Rich Eisen receives a humanitarian award, Oscar is forced to give a speech and wants to roast him. Meanwhile, Felix tries to fast-forward through the five stages of grief following his breakup with Emily.
Dani's excitement at being promoted is cut short when Oscar tasks her with the daunting job of hiring her own replacement. Also, Felix tries to plan the perfect surprise after Emily admits she misses England.
Oscar reconnects with many significant people from his father's life when he agrees to carry out Walter's last request to spread his ashes behind the candy factory he once owned.
Oscar sets out to prove to Charlotte how he's capable of being responsible when he volunteers to take her son Evan (Caleb Brown) trick-or-treating on Halloween, while Felix celebrates the holiday by leading the kids in their building on a haunted history tour.
Oscar's life seems almost perfect...sure he's divorced and his apartment is a mess, but he's the host of a well-known sports show, and is enjoying his bachelor lifestyle in New York City. That is until his college friend, Felix, shows up at Oscar's apartment having just been dumped by his wife. Oscar does his best to console his old buddy and get him back on the dating horse, but his attempts uncover just how unresolved his own feelings are about his ex.