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Luckless in Love

Luckless in Love

2023·Movie·1h 30m

TV Movie, Comedy, Romance

6.6 / 10 (31 votes)

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.

Directed by
John Bradshaw
Original language
English
Released
25 January 2023

Where to Watch

Availability in the US · Subtitle and audio track data

Prime Video
Watch now →

Subtitle and audio languages not checked yet.

Last verified 2 Nov 2026

Cast

  • Paniz Zade

    Paniz Zade

    Winnie Rhodes

  • Brett Donahue

    Brett Donahue

    Holden Fulls

  • Steffi DiDomenicantonio

    Steffi DiDomenicantonio

    Kyra

  • Maria Ricossa

    Maria Ricossa

    Evette

  • Dale Whibley

    Dale Whibley

    Dirk

  • Jennifer Gibson

    Jennifer Gibson

    Inga

  • Lexie Galante

    Lexie Galante

    Heather (Party Guest)

  • Liam MacDonald

    Liam MacDonald

    Ty

  • Glen Michael Grant

    Glen Michael Grant

    Ret Fawkes

  • Lauren Howe

    Lauren Howe

    Tracey Allendale

  • Lisa Norton

    Lisa Norton

    GPS Voice