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.
Paniz Zade
as Winnie Rhodes
Brett Donahue
as Holden Fulls
Steffi DiDomenicantonio
as Kyra
Maria Ricossa
as Evette
Dale Whibley
as Dirk
Jennifer Gibson
as Inga
Lexie Galante
as Heather (Party Guest)
Liam MacDonald
as Ty
Glen Michael Grant
as Ret Fawkes
Lauren Howe
as Tracey Allendale
Lisa Norton
as GPS Voice
