Henry Simmons was born in Stamford, Connecticut, one of three children to Aurelia, a school teacher, and Henry Simmons, Sr., an IRS agent. One of his sisters is his twin. Simmons earned a basketball scholarship at Franklin Pierce College in New Hampshire. He graduated with a business degree and went to work for a Stamford financial firm. He quickly realized that was not his calling and left to pursue acting. He moved to New York City to study and pursue a career in acting. His first acting job was the movie _Above the Rim .
He graduated from Franklin Pierce College in Rindge, NH in 1992, with a degree in business.
Has a twin sister, Heather M. Simmons , who works as a casting director.
Credits Dennis Franz as his acting mentor/best friend.
His acting mentor was Dennis Franz.