Union celebrates retired superintendent Waylon Allen’s legacy

David Saylor • March 7, 2025

When one door closes, another opens. For Superintendent Waylon Allen, this moment came with his retirement on February 1st, 2025, after 31 years of dedicated service in education. Over the course of his career, Allen built a reputation for his unwavering commitment to students, educators, and the communities he served. His journey began shortly after high school when he found his calling for coaching middle school football. It was during this time, however, that he discovered his passion for shaping young minds and guiding students toward success, prompting him to pursue a career in education.

 

Allen went on to attend Union Commonwealth University, graduating in 1993 with a bachelor's degree in middle school education. His wife, Angela Allen, also graduated from Union in 1994, the same year he started his career as a teacher and football coach. It was during this time that his passion for education grew and fueled his desire to advance in the field. To further his career, he returned to Union to earn both a master's degree in education and a Rank 1 certification. After graduating in 1996, he transitioned into leadership roles including Assistant Principal, Director of Transportation, Director of Pupil Personnel, and Assistant Superintendent.

 

In 2017, Allen became the superintendent of the Middlesboro Independent School District where he spent eight years making a lasting impact on both students and educators. Reflecting on his career, Allen said, “Becoming a superintendent was a natural step in that journey. At that point in my career, I felt I had the wisdom, experience, and vision to help shape the future of the district and create opportunities for both students and educators to thrive.”

 

During his tenure as superintendent, Allen oversaw significant advancements in the district, focusing on improving educational outcomes and fostering a positive environment for both students and teachers. His achievements, however, went beyond academic improvements. For Allen, the true measure of success was the impact he had on students' lives. He recalled that many former students returned to express gratitude for the role he played in shaping their futures, overcoming challenges, and building their confidence. These moments of connection were what he considered his greatest accomplishments.

 

In appreciation of his significant work, Allen was recently honored by the Southeast South-Central Educational Cooperative (SESC), a recognition he describes as both “truly humbling and deeply meaningful.” He explained that, “To be recognized by my peers—fellow educators and leaders who understand the challenges and rewards of this work—is an incredible honor.” Reflecting on the recognition, Allen noted that it wasn’t just a tribute to his own efforts, but to the dedication and hard work of the educators and staff he has had the privilege of working with throughout his career. Allen was actively involved with SESC for much of his career, serving on its board of directors since becoming superintendent and utilizing its resources before that.

 

Kay Dixon '86, Executive Director of SESC, shared her thoughts on Allen's legacy, “Recognizing and honoring Waylon Allen's dedication to public education, to his students, staff, and school communities over a span of 30 plus years is a true honor. I have had the privilege of working alongside Waylon as a superintendent, SESC Director, and someone I consider to be a true friend. There is no one as genuine as he. In addition, we are both proud alumni of Union and are pleased to have President Washington and members of his educational department present to celebrate his great achievements.”

 

As Allen steps into retirement, he looks forward to spending more time with his family, traveling, and enjoying his favorite pastime of fishing. While he’s stepped away from the day-to-day responsibilities of his career, Allen expressed a desire to remain connected to the world of education. He believes he will always stay informed on the latest educational developments given his own deep passion for the work that defined much of his life. With that in mind, Allen hopes that his legacy will be one of dedication to students, teachers, and communities. More than that, he wants people to “remember that education is about more than a test score. It is about people and preparing students to be successful in whatever path they choose to pursue.”

 

As Union Commonwealth University celebrates the remarkable career of Superintendent Waylon Allen, the university also continues its tradition of supporting educational leaders within the region. During Union’s spring break, March 10-14, President DJ Washington '03 will embark on an "educational listening tour." Dr. Washington plans to visit schools across a six-county radius, where over 130 alumni serve as principals or superintendents, to meet with educators and hear firsthand about the challenges and opportunities in education today.

 

Follow along with us on Facebook for highlights from the educational listening tour! We’ll be sharing photos and updates throughout next week.


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