Ryan Hollingshead, Ponderosa High School

Ryan Hollingshead, Ponderosa High School
Posted on 08/22/2022

Ryan Hollingshead

Principal, Ponderosa High School

Who or what inspired you to enter the field of education?
The incredible teachers and coaches at Highlands Ranch High School in the 1990s, like Marty Heaton, Brent Glann, Julie Anderson, Randy Garbart, John Berry, Robin, and Ernie Flink.

Did you follow a traditional or unconventional path to become a principal?
It was DCSD from the start: I began as a student teacher at ThunderRidge High School, then became a teacher, a coach, and a dean at ThunderRidge. I was also a teacher, coach, dean, assistant principal, and activities director at Castle View High School, before being named principal at Ponderosa High School.

If you could write a book about your career path, what would you title it and why?
The Power of Great Mentors and Encouragement;  or You're Never Really Ready

What is a work-related accomplishment that you are the most proud of?
Being a part of the planning team at Castle View High School in 2006.  There is no more demanding or more rewarding job than opening a new school.

How do you relax and regroup after a stressful day?
I like to hang out with family, and friends, and I seriously consider working out once and a while.

What do you like most about working in public education?
I love the variety of students we work with every day.  We have the ability to have an impact in so many ways depending on a student's situation in life.

What is your favorite way to show staff appreciation?
Recognizing the little wins people have every day and doing whatever I can to help make their jobs a little easier.

What is your favorite way to energize yourself at work?
Walk the halls and see the students in action.

What do you like to do outside of work?
Travel, golf, ski, or just binge-watch a new show once and a while.
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In compliance with Titles VI & VII of the Civil Rights Act of 1964, Title IX of the Education Amendments of 1972, Section 504 of the Rehabilitation Act of 1973, the Age Discrimination in Employment Act of 1967, the Americans with Disabilities Act, the Genetic Information Nondiscrimination Act of 2008, and Colorado law, the Douglas County School District RE-1 does not unlawfully discriminate against otherwise qualified students, employees, applicants for employment, or members of the public on the basis of disability, race, creed, color, sex, sexual orientation, marital status, national origin, religion, ancestry, or need for special education services. Discrimination against employees and applicants for employment based on age, genetic information, and conditions related to pregnancy or childbirth is also prohibited in accordance with state and/or federal law. Complaint procedures have been established for students, parents, employees, and members of the public. The School District's Compliance Officer and Title IX Coordinator to address complaints alleging sexual harassment under Title IX is Aaron Henderson, 620 Wilcox Street, Castle Rock, Colorado, [email protected], 303-387-0127.

Outside Agencies

Complaints regarding violations of Title VI, (race, national origin), Title IX (sex, gender), Section 504/ADA (handicap or disability), may be filed directly with the Office for Civil Rights, U.S. Department of Education, 1244 North Speer Blvd., Suite 310, Denver, CO 80204. Complaints regarding violations of Title VII (employment) and the ADEA (prohibiting age discrimination in employment) may be filed directly with the Federal Office of Equal Employment Opportunity Commission, 303 E. 17th Ave., Suite 510, Denver, CO 80202, or the Colorado Civil Rights Commission, 1560 Broadway, Suite 1050, Denver, CO 80202.


Special Education records which have been collected by Douglas County School District related to the identification, evaluation, educational placement, or the provision of special education in the district, must be maintained under state and federal laws for the period of five (5) years after special education services have ended for the student. Special education services end when the student is no longer eligible for services, graduates, or completes his/her educational program at age 21, or moves from the district. This notification is to inform parents/guardians and former students of Douglas County School District's intent to destroy the special education records of students who exited special education services as of June 30, 2016. These records will be destroyed in accordance with state law unless the parent/guardian or eligible (adult) student notifies the school district otherwise. After five years, the records are no longer useful to the district, but may be useful to the parent/guardian or former student in applying for social security benefits, rehabilitation services, college entrance, etc. The parent/guardian or eligible (adult) student may request a copy of the records by requesting the records at this link ( Douglas County School District Transcripts and Records Requests ).