Working with music luminaries such as Michael Jackson, Pat Benatar, Paul McCartney, Lionel Richie, Stevie Wonder, Diana Ross, Ricky Martin, Hall & Oates and Will Smith, he continued to win acclaim and define the future of the medium with music videos like "Beat It," "Say, Say, Say," "Love is a Battlefield," "Hello," "Running With the Night," and "Don't Drive Drunk,"
In addition to directing Jon Cryer's teen cult film, "Hiding Out" (1987), Bob Giraldi's feature film, "Dinner Rush" (2000), with Danny Aiello, John Corbett and Sandra Bernhard, appeared on a number of 2001's Top 10 Lists and was selected for the prestigious New Directors/New Films Series at MoMA. This film clearly has influenced the many reality and fictional food shows that crowd TV and media today.
His short film, "The Routine" premiered at Sundance and won Best Drama at the Los Angeles International Short Film Festival in 2002. His 2008 short film "Second Guessing Grandma" with Kathleen Chalfant, examining the coming out of a twenty-something to his 83 year-old grandmother, received the Jury Award for Short Narrative at the 27th Annual Chicago International Film Festival and won the Audience Award for Best Short at the Fresno Reel Pride Festival, one of the largest US gender film festivals. It was also hand-selected to be in the new Google YouTube Screening Room, after it was the #3 most viewed video of the 2008 holiday season.
Giraldi directed the short film; "A Poet Long Ago," (2014), based on a short story written by the legendary Pete Hamill and starring Steve Schirripa, and Boris McGiver. "A Conversational Place" (2015), with Emmy winner Marilyn Sokol, "New Year's Eve @ Sunny's" (2016), "Superfriends" (2017), and "The Whisperer" (2018) are all currently making the rounds in several film festivals across the globe.