Stillwater superintendent named Superintendent of the Year.

Dr. Ann Caine, Superintendent of Stillwater Public Schools, has been named the 2014 Oklahoma Superintendent of the Year by the Oklahoma Association of School Administrators (OASA).


Dr. Caine was recognized during the Annual Cooperative Council for Oklahoma School Administration (CCOSA) Summer Conference, held June 5-6 in Norman. Caine was honored with the highest award presented each year to a public school superintendent by her colleagues during the morning general session on Thursday, June 5 at the Embassy Suites Hotel and Convention Center. Over 1,000 Oklahoma school administrators are in attendance at this year’s conference.


“We congratulate Dr. Caine for being selected by her colleagues for the highest Oklahoma school superintendent’s award,” Steven Crawford, Executive Director of OASA stated. “She has made a significant impact on education at the local, state, and national levels, and it has been an honor to work and serve with her on a number of committees and initiatives,” Crawford added.


A selection committee chose Dr. Caine to receive this award based upon several criteria, including strong moral values, demonstration of successful experience in a top-level educational administrative position, the ability to inspire and motivate people, and the promotion of personal and professional growth in herself and others. Finalists for the award, including Caine, must be active participants in local, state, and national professional organizations to be considered.


Upon learning of this award, Dr. Caine stated, “I am so humbled to be named this year’s Superintendent of the Year by my peers, especially considering all of the challenges we encounter in public education.” She went on to say, “Every day our teachers, support staff, and administrators give 110% for our students, despite being ranked 49th in funding and facing uncertainty about the standards we are to teach. On behalf of every child in Oklahoma and the rest of the educators in our great state who are doing the hard work to make it happen, I gladly accept this award.”


Dr. Caine began serving as the Superintendent for Stillwater Public Schools in May of 2008, and finds it hard to believe that she is completing her sixth year in the district’s top leadership position. Caine has been an educator for the past 35 years as a teacher, principal, and administrator. She began her teaching career in Junction City, Kansas, working with children with emotional disturbance, and has been an administrator with Putnam City Public Schools and Moore Public Schools in Oklahoma.


Caine serves on eight local and statewide boards. She has recently been part of the Oklahoma Vision Committee, a CCOSA/OSSBA initiative comprised of Oklahoma administrators and board members who have met for the past 18 months to collaborate on a new vision for public education in Oklahoma. On the morning of Friday, June 6, there will be an Oklahoma Visioning Project presentation at the CCOSA Summer Conference, followed by a State Superintendent of Public Instruction Candidates Debate.


In an effort to communicate to the Stillwater community about Stillwater Public Schools, Caine makes regular appearances on local television and radio shows. She currently is on the radio every Thursday and on television once a month. She also makes a monthly appearance on a second radio station once a month.


Having been out of the classroom for the past 25 years, Dr. Caine has found a way of getting back to her teacher roots. For the past four years, she has substituted for ten days each year as an “Undercover Boss” at schools throughout her district. This allows her to stay in touch with how hard her teachers, support staff, and site administrators work every day.


Caine has received a number of professional awards and accolades throughout her career. In 2000, she was the Oklahoma State PTA Administrator of the Year, and Governor Frank Keating proclaimed November 9, 2000, as “Dr. Ann Caine Day”. In 2001, she was a runner-up for the Oklahoma Association of Elementary School Principals National Distinguished Principal award. Dr. Caine was a member of the Leadership Oklahoma Class XXIII and in 2010, received the Oklahoma Future Farmers of America Chairman’s Award. She was named one of the “50 Oklahoma Women Making a Difference” in 2011, 2012, and 2013. In 2012, she also received the Oklahoma Association of Youth Services Leadership Award.


Caine currently serves as the President of the United Suburban Schools Association (USSA), which held its annual New Law Conference on Wednesday, June 4, at the Embassy Suites in Norman, in conjunction with the CCOSA Summer Pre-Conference. As the organization’s president, she presented the conference introductions and moderated breakout sessions throughout the day.


Dr. Caine and her husband Tracy have been married for 35 years. They have two children, daughter Laura and her husband Conner Steen, and son Chris, all Oklahoma State University graduates.