Realizing she has a recurring habit of picking the wrong type of guy, Cassandra Barber (Meghan Markle) turns to relationship expert, Dr. Susie, and her latest self-help book, “The Dater’s Handbook” to help with her ailing love life. She follows the advice in Dr. Susie’s book to evaluate potential suitors, and then must ultimately choose between reliable George (Jonathan Scarfe) and fun-loving Robert (Kristoffer Polaha). It’s hard to change old habits and place your faith in the experts, especially when your heart tells you something different.
Pop culture writer and aspiring novelist Vanessa Sills (Bethany Joy Lenz) lands the interview of a lifetime with the illustrious, elusive and reclusive mystery author Martin Clayborne (Brett Dalton) in his quaint rural town only to realize her own aspirations, dreams and romantic life have taken a back seat along the way. When Vanessa returns home to Portland and a mysterious gift arrives from Martin, she then makes a surprise decision, and finally takes her own advice to “go boldly in the direction of your dreams and live the life you imagine.”