Gen is your typical 27-year-old living in NYC. She's a waitress at a cafe. She's also a nanny. Her days are spent between the two jobs, making money and enjoying the fast-paced simplicity of it all. But what happens when Broadway actor Jeremy Evans stumbles into her life and decides he needs her in his? Can Gen handle the pressure? Or will she crack under the spotlight?

A look into the blossoming romance of two twenty-something's on each holiday of the year. Claire is a 25-year-old bakery owner with an obsession for holidays and cupcakes. Chase is a 28-year-old lawyer just getting started in his family's firm. Two very different people who happen to meet on New Year's Eve. Will their relationship last until the ball drops next year?