Gregory was born in Halifax, Nova Scotia and moved to United States at the age of 5. He attended Ramsey High School and Bergen Community College, graduating in 2003 with an AS in Exercise Science. He has raced motocross professionally and done stunt jumps for fun. He is also a professional skydiver with 1100 jumps from many types of aircraft. Gregory also worked in the Cosmetic industry making fragrances and candles. He eventually advanced to a Cosmetic Packaging Engineer. He enjoys working out, adrenaline sports, astronomy and other types of sciences. Acting and stunt work were something he always liked. He tried the entertainment scene for many years before finally meeting the right people in the industry to get him legitimate work.