For several years after that he worked as a freelance editor, cinematographer and director in New York City, completing his first documentary La Famiglia and eventually starting Nexus Media; writing, directing and editing spots for clients such as Coke, Merrill Lynch and Conde Nast. Orlando also completed numerous scripts that were contracted, optioned or purchased, including The Road, later featured in William H. Phillips’ Writing Short Scripts.
In 2001, Orlando wrote and directed his debut feature Moment In Time, winning several awards and earning him a chance to work as a writer and director on the black comedy Choose Life with Peter Dobson and several other notables. He has also adapted the works of writers like Mark Helprin Jonathan Lethem and Charles Ardai.
His latest film, A Polite Bribe, was released by VCI/Cinedigm on DVD/VOD on April 15th 2014.