Jessie Skipwith is the Director of Elevate & Diversity, Equity and Inclusion and Licensed School Counselor at Aspen Academy.
Jessie comes to Aspen Academy with over 20 years of experience in educational leadership and student engagement. He has held head of school positions at elementary, middle and high schools, ran an all-school counseling department, provided private practice counseling services for families and individuals, and has served as the executive director of an education non-profit supporting low-income, English language learners from throughout the greater Denver area. He is a voracious reader of books about how students learn, how families and communities support developing young people, as well as books on progressive, innovative and dynamic new solutions to many of today’s life challenges. Jessie loves that Aspen Academy provides families and students with a small, nurturing and safe environment that encourages students to take healthy risks, to push themselves beyond their comfort zones, and that it inspires insatiable curiosity and wonder in students as they pursue their passions to help make the world a better place to live for all people. Outside of work, he loves to spend time with his wife and two children and enjoying Colorado’s great outdoors while hiking, golfing or skiing.