In 2018, Winkler wrote, co-directed and produced the feature documentary, United Skates, Executive Produced by John Legend. It features Salt-N-Pepa, Coolio and Naughty By Nature. The film screened at over 140 film festivals, including its premiere at the Tribeca Film Festival, where it won the Audience Award and was acquired by HBO. In 2020 the film was nominated for an Emmy Award under the category Outstanding Arts and Culture, and took home 14 Audience Choice Awards including, Chicago International Film Festival, New Orleans Film Festival and Vancouver International Film Festival.
