- Bachelors U of Iowa
- PHD Loyola School of Law
- Juris Doctor, Loyola University School of Law, Chicago, IL
- Bachelor of Arts, English, University of Iowa, Iowa City, IA
- Columbia University Teachers College, Klingenstein Head of School Program 2017
Jacqueline Westerfield is currently serving as the Head of School at Grandview Preparatory School in Boca Raton, Florida. She is a graduate of Loyola University School of Law in Chicago, Illinois and received her Bachelor of Arts degree in English from the University of Iowa. Ms. Westerfield practiced law and taught college courses in Iowa and Illinois before moving to Florida to work with Grandview Preparatory School. She completed the Klingenstein Head of School Program at Columbia University Teachers College in 2017. She serves on the Board of Directors for the Southern Association of Independent Schools, having also served on the boards of the Florida Council of Independent Schools and the Florida Kindergarten Council.