Experienced waitress Max Black meets her new co-worker, former rich-girl Caroline Channing, and puts her skills to the test at an old but re-emerging Brooklyn diner. Despite her initial distaste for Caroline, Max eventually softens and the two team up for a new business venture.
Caroline thinks she's doing Max a favor when she takes it upon herself to facilitate her break-up with Robbie.
Max introduces Caroline to the art of thrift store shopping, which takes a dangerous turn when a battle erupts over a T-shirt.
Max gets a glimpse at Caroline's former life of luxury when she agrees to help get her much-needed night guard from her old home.
Caroline and Max throw a '90's-themed party at the diner to attract rich hipsters and raise money for their cupcake business; Caroline is horrified when her rich ex-boyfriend comes into the diner.
Caroline tries to build a Murphy bed for herself in Max's apartment. Meanwhile, the chemistry between Max and Johnny heats up.
Caroline enrolls herself and Max in a cake-decorating class to increase their skill level and take their cupcake business to the next level.
Caroline and Max are waist-deep in clutter when they clean a hoarder's apartment, and Max discovers that Johnny's been keeping a secret from her.
Johnny's girlfriend has a devious plan in mind when she hires Max and Caroline to bake cupcakes for an art show featuring his work.
Caroline and Max spend Caroline's first broke holiday season working at a department store's Santaland to earn extra money.
Max and Caroline try to find Chestnut a job in order to get him lodging for the winter. Meanwhile, Peach, the mother of the twins Max babysits, auditions for "Real Housewives of TriBeCa".
When Max's stove breaks, Caroline tries to return some expensive rings to Barney's department store, but discovers her surname is no longer an asset at her former home away from home.
In the midst of her new obsession with couponing, Caroline discovers the secret ingredient to Max's cupcakes.
Max and Caroline are suspicious of the new upstairs neighbor who moves in after the old tenant dies.
Max and Caroline must prove their cleaning skills to Sophie in order to be hired as maids for her cleaning business.
Max shows her softer side after seeing Sophie dressed up sends Earl to the hospital with heart attack. Meanwhile, Caroline attempts to rekindle an old flame of hers.
Max tries to pass off her cupcakes as kosher when she and Caroline serve them at a boy's Bar Mitzvah.
Max joins Caroline on a trip to visit her father in prison.
Max and Caroline take a spring getaway at a couple's posh apartment where they've been asked to dog-sit.
Max convinces Caroline to partake in a clinical drug trial in an effort to raise money to help Caroline's father.
After promising Earl to drop his tax return in the mail, Caroline learns that Max has never filed, and gets sidetracked trying to help her.
Max's babysitting gig with Peach is in peril if the cupcakes she and Caroline deliver to Peach's socialite friend aren't perfect.
Max and Caroline plan to attend a big fashion gala at the Metropolitan Museum of Art where Martha Stewart is scheduled to be a guest, in an attempt to have her taste their cupcakes and get her seal of approval.
The first season ends with Max and Caroline attending a fashion gala at a museum where Martha Stewart is a guest in an attempt to get the culinary expert to taste their cupcakes.