In this charming romantic comedy directed by Anton King, a heartbroken young man named Astor, played by Fran Kranz, finds himself desperate to win back his childhood sweetheart, the beautiful but elusive Mila, portrayed by Dichen Lachman. After a series of failed attempts to rekindle their romance, Astor turns to an unexpected ally: Mila's free-spirited and adventurous best friend, Trista, brought to life by Beau Garrett. Together, they devise a playful and unconventional plan to make Mila jealous, but as Astor spends more time with Trista, the lines between strategy and genuine emotion begin to blur. The film also features standout performances from Felicia Day, Enver Gjokaj, Caitlin Stasey, Karim Saleh, Miracle Laurie, and Maurissa Tancharoen in a delightful ensemble that navigates the messy, unpredictable terrain of modern love. With a breezy tone and witty dialogue, this 85-minute romp explores whether the path to winning someone's heart might actually lead you to discover your own.