Larry kicks off the new year with new rival Mocha Joe, at a cocktail party hosted by Jeff and Susie, Larry gets roped into lunch plans and has a misunderstanding with a caterer.
Larry's lawyer tries to settle the Alice situation, Larry gives Susie an extravagant gift.
Larry drops the ball when he gets the chance to make amends with his assistant Alice. Larry and Richard go to extreme lengths for their upcoming lunch date.
Travel plans go awry when Larry brings an impromptu date to a destination wedding. At the hotel, Larry finds himself in a sticky situation when he goes searching for a toothbrush.
Larry receives a problematic gift from Freddy Funkhouser, causes trouble with Richard’s new girlfriend, and offends one of Jeff’s A-list clients.
When Susie plans a surprise party for Jeff, Larry suspects she has ulterior motives, and enlists the help of his new friend Wally to ensure things don't go awry. Larry connects with a problematic inventor to develop an innovative new product.
Larry attempts to capitalize on a friend's unexpected death and takes issue with a pattern of discrimination at a trendy restaurant. Later, Larry offers his dermatologist's son a job and Richard has a suspiciously good day on the golf course.
A prominent actor shadows Larry to prepare for an upcoming role. Larry meddles in the sale of Cheryl's sister's house, helps Leon grow a new business and stirs up trouble at a dinner party hosted by Richard's girlfriend.
Mocha Joe hatches a plan to sabotage his adversary. Larry develops a debilitating habit and takes pity on a waitress. Richard prepares for a career-defining role.
Larry runs into an unwelcome familiar face, seeks a second opinion on his knee injury and causes a rift between expectant parents.