Luckless in Love
Luckless in Love streams in the US on Amazon Prime Video and UP Faith & Family Apple TV channel, as of October 5, 2026.
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.
Where to watch
9 apps, one package.
This title is not on an app included with Spectrum, but Spectrum Stream TV Signature includes HBO Max, the Disney+ and Hulu bundle, Peacock, Paramount+ and more. Spectrum Internet is required and sold separately.
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Amazon Prime Video
UP Faith & Family Apple TV channel
Amazon Prime Video with Ads
UP Faith & Family Amazon Channel 
