Henry, a native of Boston, embarked on a career as a child actor, gradually transitioning to Off-Broadway, where he appeared in over 50 stage plays and numerous soaps and features. He eventually relocated to Los Angeles, where he made a name for himself as a series regular, guest star, and recurring actor in various TV shows, including The Versace Murder, Marvel Agents of SHIELD, MAD MEN, The 88th Oscars, and Everybody Loves Raymond.
He also spent eight years working alongside Jay Leno on The Tonight Show, serving as one of Jay's go-to comedy performers. Henry's extensive SAG AFTRA film work includes award-winning performances in numerous features and shorts. He received recognition for his standout performance in the lead role of Resilience, which was highlighted by The New York Times.
As a producer, Henry has produced critically acclaimed feature films, short films, and stage plays. He is a founding board member of the Block Island Film Festival in Block Island, Rhode Island, and was previously the president of the highly regarded Actors Alley Company in LA.
Henry is currently working on a comedy for television about the Hollywood jungle and a stage play based on his vacation days in the White Mountains of New Hampshire, where he spent time with six other couples in the same house. Additionally, he serves as a professor at UCLA, teaching acting in the Entertainment Studies program.
Henry's educational background includes studying under the renowned Master Acting teacher, William Esper, at Rutgers, Mason Gross School of the Performing Arts, where he earned his Master of Fine Arts degree.