When a temporary auto call worker rescues an interior designer by talking with her to calm her down the two believe that they should explore the spark they felt during the call, however due to a series of serendipitous moments they both somehow manage to miss each other! The question is... Will fate finally bring them together or will destiny continue pulling them apart?

Allie (Rebecca Dalton), an out of work art teacher, has to accept a job with the Santa Squad to help wealthy widower Gordon (Aaron Ashmore) and his two precious daughters rediscover the magic of Christmas. As Allie is lifting the holiday spirits of the family with Christmas decorations, cookies and shopping, her kindness is rewarded with the most unexpected of gifts: love!

Winnie, a dating blogger who anonymously writes under the pen name Luckless, goes viral for a post about a disastrous date with Holden, a perpetually single sports agent who refuses to settle. When Winnie’s boss offers her very own column on the popular lifestyle site, Mush, Winnie has no choice but to keep dating Holden for content. But things get complicated when feelings develop and Winnie learns that Holden has a teenage son.