Josie Mayfield (Hilarie Burton), a no-nonsense businesswoman working at her father’s prosperous cookware company, thinks her boyfriend Richard (Aaron Craven, “Gracepoint”) is the perfect man – handsome, successful and driven. The problem is that Josie’s parents, Joseph and Claire (Malcom Stewart, “My Boyfriends’ Dogs” and Wanda Cannon “Heartland”), do not agree. When Josie meets up with Gridley (Campbell), an underachieving, old high school flame (who still has a crush on Josie), Richard dreams up a plan to make himself look good to Josie’s parents: Gridley will be Josie’s date at Joseph and Claire’s upcoming anniversary party. When Joseph and Claire see Josie with a “loser,” they’ll give anything to have Richard back in the picture. At least, that’s the plan. Starring: Hilarie Burton, Paul Campbell, Malcom Stewart, Wanda Cannon, Leanne Lapp, Aaron Craven and Tim Conway