Jack and Rebecca get in over their heads when they decide to throw Kate, Kevin and Randall three separate parties for their 10th birthday. Randall struggles to make time for William as things intensify at the office. Kevin makes a major decision in his romantic life. Kate's gastric bypass journey takes an unexpected turn.

Toby throws a wrench in Kate's weight loss journey. Randall struggles to accept his father's deteriorating health. Miguel and Shelly break some devastating news to Jack and Rebecca, which makes them worry about their own relationship. Rebecca receives an amazing work opportunity. Kevin examines his romantic past.

As Kevin stresses about the premiere of his play, he receives support from an unexpected source. Randall struggles under the pressure of both his work and ailing father. Rebecca and Jack's Valentine's Day doesn't go as planned. Toby and Kate decide to dig deep and get to know each other's biggest secrets.