Amy and Jonah get combative to keep their new relationship hidden from their co-workers. Meanwhile, Glenn spirals when he learns Kelly wants to transfer to a new store, and Cheyenne struggles to organize a Cloud 9 carpool.
When an employee costume competition is announced, Amy and Mateo aren't afraid to play dirty to win first prize, a paid day off. Meanwhile, Glenn is preoccupied by Cloud 9's new automatic cart collector, and Garrett is tormented by an annoying Halloween novelty song.
Amy and Dina are both in labor! But while Glenn's manager status gets Dina the royal treatment at a fancy hospital, Amy and Jonah have a far different experience at a cheaper clinic. At the store, Garrett struggles to express his best wishes for the new parents.
Amy faces a nightmare day at work when she learns she doesn't have maternity leave, made worse by Cheyenne and Mateo campaign to change her baby's name. Meanwhile, Jonah and Garrett take on hiring the new seasonal help.
When a new Cloud 9 initiative forces employees to be friendlier to their customers, Amy ends up getting to know Jonah's parents, and learns he hasn't been completely truthful with them. The new policy also inspires Garrett and Dina to find out who can hold a smile longer.
Jonah and Amy take Glenn's tickets to a managers' conference in Chicago so they can enjoy a free night on the town, but their plan hits a few bumps. At the store, Cheyenne helps Mateo damage control after his undocumented status is leaked, and Dina and Garrett struggle at gift-wrapping.
Amy and Cheyenne attend Cloud 9 Academy to advance their careers. Dina and Garrett get roped into babysitting Glenn's daughter while he childproofs his office, and Jonah and Mateo become political activists.
Corporate introduces a friendly step-tracking challenge between Cloud 9 branches, and Amy, Jonah, and Dina create a fake rivalry to inspire Store #1217's laziest employees. But healthy competition gets increasingly chaotic when the fake rivalry becomes real.
Jonah and Amy's first Valentine's Day together gets derailed when Dina brings her birds to work, which also causes trouble for Garrett. Meanwhile, Cheyenne offers to give Marcus a sentimental tattoo, and Glenn makes videos for his daughter to watch while he's at work.
Amy jumps at an amazing career opportunity, only to run up against an exec with a major grudge against her. Jonah and Mateo help Glenn with a financial problem, while Garrett and Cheyenne struggle to spend a day without cell phones.