Growing up in the mountains of western North Carolina, Gregor loved books and ballet, enjoying Catholic school, cotillion, and summer camp in Connecticut. She graduated Magna Cum Laude from Sweet Briar College in Virginia with a Bachelor of Arts in History, an Arts Management Certificate, and a minor in dance performance. Upon graduation, Gregor founded an award-winning etiquette franchise, which she led for eight seasons hosting 250 events and reaching over 2,000 students.

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