SERIES PREMIERE - A divorced, down-on-his-luck single father named Craig tries to apply for a loan to start a new business, but an encounter with an Australian Uber driver changes his life forever.

Craig attends a conference to pitch the saw palmetto idea to his hero; Isaiah tags along to see what the Dominine conference is all about; Jillian convinces people she's a businesswoman.

Jillian gets the chance to live out a fairy tale when she takes a TaskRabbit job house-sitting for a wealthy woman.

Stuck in an endless line on election day, Craig must choose between his family and his freedom; Jillian's life is turned upside down when she receives an ominous letter that threatens to ruin everything.