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Admission Academy Staff
Kimberly C. Loughlin
Director of Admission and Financial Aid
Oldfields School, MD
An alumna of the Loomis Chaffee School, Kim has an intimate knowledge of boarding school from multiple perspectives. In addition to her work in admission, she is the website manager, the international student coordinator, residential dorm parent, and a student advisor. Kim also serves on the Senior Administrative Team, School Task Force, and the Curriculum Committee at Oldfields.
Cindy McWillliams
Director of Admission
Millbrook School, NY
Cindy McWilliams has been involved in
admission for the past 28 years at Millbrook
School. She has been the director of admission
for the past twelve years, with responsibilities
that include enrollment management, publications,
institutional research, coordination with
the alumni and development offices, and
a marketing approach that involves parent
and alumni representatives. Cindy’s
husband is the director of athletics and
their two children have attended Millbrook.
Tom Sheppard
Director of Admission
Stevenson School, CA
Tom began his career path in 1991 when
he joined the faculty at Perkiomen School.
After five years of experience in the classroom,
Tom moved to New York in 1996 and became
director of admission and financial aid
at Trinity Pawling School. In 1999, Tom
shed his winter wardrobe and headed for
sunny California to become director of
admission at Stevenson School.
Pete Upham
CWJ Consulting, NC
Pete worked at Asheville School (NC) for
thirteen years, with stints in admission,
financial aid, and college counseling.
He later served as Assistant Head of School
for External Affairs. Currently, Pete consults
with independent schools, with a focus
on marketing and admission. He lives with
his three children and writes poetry in
his not-so-free time.
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