Gregory began at Blackbaud in 1997 as an analyst supporting Blackbaud's financial solutions. Since then Gregory has held a variety of positions in Blackbaud and served as a Director at Omatic and Senior Solutions Engineer at Twilio. Gregory rejoined Blackbaud in 2024. He lives in Charleston, SC with his family, two dogs, and four chickens. Gregory is passionate about surfing, clean beaches, and supporting Chelsea FC.