Andrew Kelsey

Andrew Kelsey, director of college counseling

Andrew Kelsey has been at HPA for 22 years. He received his B.A. in English from Vanderbilt University, his M.A. in English from the University of Mississippi, and completed graduate work in Asian Studies and Political Economics at the University of Hawai‘i at Manoa.

Mr. Kelsey is a past president of the Hawai‘i Association for College Admissions Counseling (HACAC) and has served on the Government Relations Committee for the National Association for College Admission Counseling (NACAC) and the Hawai‘i ACT Advisory Board. Mr. Kelsey has completed advanced college counseling programs at Harvard University, UC-San Diego, Santa Clara University, and Lewis and Clark College. He presents on college counseling topics at the state and national level. He lives in Waimea with his wife, Elizabeth, and son, Dylan ’31.

Cindy Montgomery

Cindy Montgomery, associate director of college counseling

Cindy Montgomery joined HPA in 2006. She earned her B.A. from the University of Rhode Island and holds M.A. degrees in Japanese Studies and Sociology from the University of Hawai‘i at Manoa.

Ms. Montgomery is a past president of the Hawai‘i Association for College Admission Counseling (HACAC) and currently sits on the HACAC executive board as the development chair and has served on the Current Issues and Future Trends Committee for the National Association for College Admission Counseling (NACAC). She resides with her husband, Mark, and son, Zachary ’27 close to the HPA campus.

Jan Quayle

Jane Quayle, college counselor

Jane Quayle joined HPA in 2016 as a swimming coach. She earned her B.S. from Virginia Tech where she played division one women’s lacrosse. Ms. Quayle is an active member of both the Hawai‘i Association for College Admission Counseling (HACAC) and the National Association for College Admission Counseling (NACAC). In addition to her role in college counseling, Ms. Quayle supports our swimming program. She lives in Waimea with her husband, Willie, HPA’s garden coordinator, and their daughters Kela ’27 and Tulsi ’30.