Leo Winters

Leo is a screenwriter and film producer, originally from Syracuse New York, currently based in Brooklyn. He specializes in writing about the confusion and isolation of the modern world through a darkly comic lens. His work has played at film festivals throughout the country.

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Leo Winters

Hold to Dash

Neil Durst makes a living streaming his gaming skills to an audience of overstimulated, undersexed males. When he’s asked on a date by a female fan, Neil must leave the safety of his digital world and take a plunge into the real world.

IMDB

Awards

    Outstanding Comedy Award, Art of Brooklyn 2023

    Best Comedy Short, Tallahassee Film Festival 2023

Screenings

    3/24/2023 - Filmfort - Boise, ID

    Q&A with Leo Winters, John Connor Hammond and Jordan Sims

    4/16/2023 - Florida Film Festival - Orlando, FL

    Q&A with Leo Winters, Todd Rawiszer and Jordan Sims

    5/25/2023 - Mammoth Lakes Film Festival, Mammoth Lakes, CA

    Q&A with Leo Winters

    6/3/2023 - Art of Brooklyn Film Festival, Brooklyn, NY

    Q&A with Leo Winters

    9/2/2023 - Tallahassee Film Festival, Tallahassee, FL

    Q&A with Leo Winters and John Connor Hammond

    4/13/2024 - Capital City Film Festival, Lansing, MI

Drink and Be Merry Poster

Drink and Be Merry

Set at a struggling New York dive bar in the days approaching Christmas, 2019, Chet (Jefferson White), a beleaguered bartender, must balance taking care of his difficult regulars, who rely on him for far more than pouring drinks, with his naive hope that Christmas can still be special.

Press from DEADLINE
IMDB

Awards

    Outstanding Drama Art of Brooklyn 2025

Screenings

    6/2/2025 - Art of Brooklyn Film Festival, Brooklyn, NY

    Q&A with Leo Winters, Jefferson White, Adam Volerich and Brenden Hubbard

Drink and Be Merry Poster

Contact Leo

Please reach out if you'd like to work on a project together, or if you'd like to read any of my unproduced works.

— Leo