Gregory was born in Lakeland, raised partially in Tampa, FL, and now resides in Winter Haven, FL. He graduated Winter Haven High School "Home of the Blue Devils in 2013!" He was in ROTC for four years, and performed in the marching band for three years. He later attended Polk State College, and shortly afterwards he transferred to Webber International University in Babson Park, Florida on a band scholarship majoring in finance.
He previously held a position at Legoland Florida Resort and Hotel in Winter Haven, Florida conducting numerous business transactions, and daily operations to efficiently provide effective service. Where he gained experience in "Business Management Systems" in the restaurant industry.
In his free time he volunteers at Temple of Deliverance International Ministries Incorporated, helping to renovate the temple of God.
Gregory recently joined Ensure Financial Group with a true desire to offer solutions by educating consumers how to purchase smart insurance plans.