Annan graduated from the University of Virginia in 2015 with a double major in Foreign Affairs and Media Studies. She was a co-founder for the Virginia Eventing & Dressage Team, a club sport at UVA, and president of her acapella group. Annan has ridden dressage since she was six years old and currently competes 4th level and trains Prix St George. She is on the USDF Youth Programs Advisory Subcommittee and volunteers as a board member for the local dressage GMO. Before PMG, Annan worked at a defense-contracting firm and worked at Grayson Farm as the FEI groom.