Unbeatable Harold is a 2006 romantic comedy film directed by Ari Palitz. Its starring actors include Gordon Michaels, Nicole DeHuff, Henry Winkler, Gladys Knight, Charles Durning, Taryn Manning, Phyllis Diller, Lourdes Benedicto and Dylan McDermott. An earlier version of the film was originally shown at film festivals in 2006: at the ISIS theater in Aspen in March 2006 at the HBO Comedy Festival and at the Waterfront Film Festival in Saugatuck, Michigan.