Oscar reluctantly agrees with his agent that it’s time to shake things up on his radio show and allows Dani to have a bigger role after a rival host, Rich Eisen, taunts him. Also, Felix is eager to meet Emily’s mother, Judy (Joanna Cassidy), but things don’t go as well as he hoped.

Oscar and Felix run a heated campaign for president of their building’s tenants’ association, but Oscar doesn’t fully realize everything the position entails.

Oscar attempts to impress Charlotte by purchasing a table for a fundraiser to benefit The New York Philharmonic. At the event, Felix reminds Oscar about the importance of being honest and Teddy introduces his wife, Diane, to Dani for the first time.

Oscar's dream comes true when he is asked to throw out the first pitch at a New York Mets game. Also, Felix surprises Oscar and invites his father to be there for the big day.

In an attempt to surprise Emily, Felix gets his learner’s permit and enlists his friends to help him learn how to drive. Also, Oscar is annoyed that Felix doesn’t ask him for help,

After Murph persuades Oscar to try online dating, Oscar finds himself on a blind date with Felix’s ex-wife, Ashley.

Murph is hosting a new TV sports segment wherein Oscar is pitted against a penguin to pick the winners of hockey games. Oscar soon becomes the butt of jokes when the penguin's random picks (made by walking under one team logo or another) turn out to be more reliable than his. Elsewhere, Emily asks Felix to shoot photos of her for a jewelry website, but Felix misinterprets her verbal cues and thinks she wants to get back together with him.

Felix offers his help when Oscar is hired to ghostwrite a retired baseball player's autobiography.

After their marriages fail, Oscar and his former college roommate, Felix, decide to live together.

After Oscar and Felix become obsessed with eavesdropping on their bickering neighbors, they try to subtly intervene and help them save their marriage. Meanwhile, Emily and Dani's friendship is tested when they train together to race to the top of the Empire State Building.

Dani wishes she had a boyfriend for her high-school reunion so Oscar, Felix and Ted work on finding her a man.

Felix attempts to reverse Emily's birthday curse and plans a nice dinner to celebrate with friends. Also, Oscar and Charlotte face another obstacle in their relationship when Oscar meets Charlotte's son, Evan (Caleb Brown).

Oscar faces a personal dilemma when he dates a young nanny, Allyson, who works for his neighbor, Charlotte. Also, Emily forces Felix to participate in an activity she's interested in, for a change.

When Oscar realizes he forgot Felix's birthday, he plans an impromptu surprise party.

When Oscar and Felix attend the wedding of an old college friend, Oscar aims to reconnect with an old flame while Felix is determined to show his ex-wife that he’s a changed man.

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.

Things get out of hand when Felix begins to meddle in his friends' personal lives and hires a counselor to help resolve their issues. Among the problems: Teddy's wife Diane believes that he is cheating on her with Dani after he stays out all night and Dani's moving in with Emily has created friction over the way the apartment is decorated.

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.

Oscar becomes weirdly obsessed with living up to Murph’s reputation when he finds out that the girl he is seeing used to date the handsome ex-baseball player.

With the help of Murph, Oscar decides to throw a big party when Felix finally agrees to spend the weekend away. Also, Felix and Emily have their first sleepover.

Oscar and Charlotte hit a speed bump when they hesitate to take their relationship to the next level. Also, Felix attempts to overcome his fear of dogs with Teddy's help when Emily regains custody of Biscuit.

Oscar learns that Felix was nationally ranked chess player as a child and convinces him to return to the game to make money. Also, Emily investigates why Felix is acting strange since he began playing chess again,

When Oscar learns that his favorite hangout, Langford’s, is in financial trouble, he impulsively asks Felix to help save it, without considering the disastrous consequences. Also, Felix tries to make his mark on the restaurant when the owner, Fred Langford , puts him in charge for a few days.

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.

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.