Balancing career, parenting and dating was a challenge for single father Jake Jensen. Enter best friend Darryl who decides to take it upon himself to sign Jake up and drag him reluctantly into the modern world of on-line dating.Sarah Stone was content with her life as a widow and mother to her precocious daughter Emma. As Sarah celebrates her 40th birthday, her sister in law Catherine holds her to a bet they made the year previous and Sarah begins a roller coaster ride of on-line dating.Will Sarah and Jake meet the "one"? Will they meet each other? Follow Jake and Sarah as they dive into the unpredictable sea of on-line dating with a little help from their friends and family.