A native of Sumter, South Carolina, Gregory joined the Navy right out of high school. Although he was an actor throughout his school years, Gregory put his acting career on hold to provide for and raise his family until his children left home and e moved to Charleston, South Carolina in 2011. Initially taking classes with Kristen Kos at South of Broadway Theatre, Gregory has extended his training to include working with William Mark McCullough in Savannah, Ga. He has also studied at The Barrow Group in New York City where he received training from Seth Barrish and Lee Brock. Gregory resides in Charleston with his wife Michelle, an artist and clinical counselor. They regularly travel and love to visit their adult children Garrett and Genevieve. They have a pet Roomba named Max.