Josh Wolman

Head of School

Josh Wolman, who began his tenure as Country Day's 11th head of school in July 2014, is a talented and seasoned school leader who has spent his entire career in independent education.

A graduate of The Park School outside Boston, Josh was a boarding student at The Hotchkiss School; he graduated from Colby College in 1991 with a B.A. in American Studies. He holds an M.A. in Educational Administration with a concentration in Private School Leadership from Teachers College at Columbia University, where he was a Barnes Fellow through the Klingenstein Center. He has worked in many different areas across school life at The Hotchkiss School, Potomac School in McLean, Virginia, and Columbia University.

Before coming to ACDS, Josh was Assistant Head of School for Admissions and Financial Aid at Sidwell Friends School, one of the nation’s leading day schools, starting there in 2000. This Quaker school exemplifies both the strong educational tradition of the Religious Society of Friends and the highly selective world of Washington, D.C. private-school admissions. He spent two years as Assistant Head of School for Advancement and External Relations at another independent school, Holland Hall in Tulsa, where he was part of a $40M fundraising campaign.

Josh and his wife, Rachel, met while both were pursuing graduate degrees at Columbia University. The Wolmans have two children.

Open Door: monthly letters from the Head of School
Tiny videos from Kindergarten about trees and all the many ways we use, enjoy, and appreciate them!
Celebrating a positive start to the 2019-20 year: "The connection that ACDS teachers have with students is extraordinary, and the learning that happens in every classroom is deep and engaging. As a school we celebrate rigor and hard work without intensity and stress. Balance remains central to all that we do."
Introducing the annual theme, Sustainability, with thoughts on balance: "In particular, I believe children deserve a balance of technology and books, screen time and outdoor play, structured and unstructured time, texting and face-to-face interaction."
Inspired by the New York Times "Truth is Hard" campaign, Second Graders recently created their own posters about truth in a fascinating writing lesson with teachers Trish and Alexandra.
Taking a 360-degree look around at all that the Country Day community has to be thankful for, from teachers to children, to parent volunteer, to the spirit of philanthropy, to an always-deepening commitment to the mission of the school fostering excellence in academics, arts, and the outdoors.
Taking time to celebrate the good things: an update on many accomplishments, ways to foster faculty growth, and creating a strong community.
As the faculty gathered for the start-of-school meetings and the summer came to a close, Head of School Josh Wolman offered his thoughts on how the PreKindergarten-Eighth Grade journey creates such a distinctive advantage for Aspen Country Day School students.
As a summer of recharging and relaxing comes to a close, thinking ahead to the 2018-19 school year.
Recognizing departing faculty and welcoming new and returning teachers and staff to various roles at the school.
After a restful spring break, it's time to come back to school for an action-packed two months.
About safety on campus, including partnership with Pitkin County Sheriff's Department, updated emergency response plan, drills, and protocols.
The distinctive advantages of a PreK through Eighth Grade program during the most critical years of a child's intellectual, social, and emotional development.
Starting the new year with thanks for the community and the hard work and dedication that teachers, parents, and students bring to school each day.
December's mail brings not just holiday cards from alumni and parents of former students, but other good news as well: about the ACDS reaccreditation from the Association of Colorado Independent Schools
November's theme, appropriately, is gratitude. This fall season is making everyone on campus feel especially grateful, and it's not just because of the golden weather.
Monthly themes reinforce our work as a community in the Year of Character. Stories of inclusiveness from the classrooms, plus an update on campus events.
Introducing the Year of Character: "I see this as the challenge to each of us: to become a better person."
Assessing progress to date on 2020InSIGHT, the Strategic Plan for ACDS.
Planning for the new year ahead, an all-faculty book discussion of A Hope in the Unseen, and plans for the fall

Balance is a recurring theme in Wolman’s educational philosophy. He writes, “I believe that the finest schools are places that balance both quality and humanity, high productivity and high sensitivity. We need to make certain that students work hard and enjoy their work; that we expect our students to be taught basic skills and allow for individual, creative expression; that we value individuality and community; work and play.”

Aspen Country Day School
85 Country Day Way Aspen, Colorado 81611
Phone: 970.925.1909
Time to consider ACDS

Our PreK to Eighth Grade school in the mountains of Colorado

The Way School Should Be

With a balance of nurture and rigor, children become their best

The Power of Three

Rigorous academics, creative arts, outdoor education

A welcoming community

Our motto, de amicitia: in the spirit of friendship

Out into the wide world

Alums carry the Aardvark spirit far and wide

A culture of generosity

Many ways to help make Country Day's future even brighter

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