Luckless in Love

Where to Watch

Amazon Prime Video

UP Faith & Family Apple TV channel

Amazon Prime Video with Ads

UP Faith & Family Amazon Channel

Overview

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.