Hazel is launching a product to encourage the joy in organization, but clams up when she has to promote the product on a Boston morning show. Theo, who is a trivia host agrees to help her prepare for her second chance on the show.
When economics teacher and new-in-town Liz challenges her high school students to create business plans, she has no idea that the class winners will actually start their own matchmaking service! Asked to set up her own profile to help them kickstart their careers, as well as team up with handsome tennis coach Ted to organize the school carnival, Liz must navigate the dynamics of this new school, as well as the algorithms of her own heart.
Reeling from a break-up, professional over-planner Gwen pitches in to help put the finishing touches on her best friend’s wedding. But when she's teamed up with best man Josh, a free-spirited nature guide, she finds that pulling together this wedding might not be as easy as she thought.