One Winter Weekend

The film opens with Cara, a writer for Mallory Magazine, receiving a 'Top 20 Dating Ice-Breakers' assignment from her demanding boss, Diane. After being dumped on New Year's Eve by her boyfriend Jesse, Cara decides to swear off dating for the year to focus on her secret passion: writing mystery novels. She receives an acceptance letter to a Berkeley grad program but hesitates to quit her stable job. Her best friend Megan, Diane's assistant, convinces Cara to go on a snowboarding trip to Clara Lake. Upon arrival, they discover their chalet has been double-booked with two men, Ben and Shawn. Because the resort is full, the four agree to share the space. Ben, who claims to work for a snowboarding company, is actually the CEO of Cyan Wintersports, hiding out from the press following a high-profile breakup with a pro skier. Throughout the weekend, Cara and Ben bond over snowboarding and literature; Ben even reads Cara's unfinished manuscript and encourages her talent. Meanwhile, Megan and Shawn (a doctor) form a connection after Shawn treats Megan for a minor wrist injury. The conflict peaks when Cara and Ben attend a charity auction for 'Camp Snow.' They are photographed together, and Diane recognizes Ben, demanding Cara write a 'toxic bachelor' expose on him. Ben discovers a 'Toxic Temptations' headline on his laptop while Cara is using it, leading him to believe she is a tabloid journalist using him for a story. Heartbroken, they part ways as a storm clears. Back in Seattle, Megan stands up to Diane and secures a management position, while Cara officially resigns to attend grad school. Ben also quits his company to regain his creative freedom. The film concludes with Ben finding Cara at their favorite local bookstore-cafe, where he apologizes for the misunderstanding and asks her on a 'real' date, acknowledging that she taught him some risks are worth taking.