Tina, a graphic designer, is struggling to build her own business in the face of mounting financial pressure as her husband's work hours have been cut. When a business conference doesn't go according to plan, Tina cashes in all her frequent flyer miles for a first-class upgrade for the return home.

On the flight, she begins a friendship with Regina King, an elderly business woman with a past. The older woman offers Tina a gift: an antique silver pocket watch. This watch has a secret: the inscription changes each day, sharing messages of inspiration, and challenging the owner to improve...