June Montgomery began her singing career as a young child with her two sisters, Bettye and Cheryl. The sisters became known as The Montgomery Sisters Trio with June, the middle sister, as the lead vocalist. The sisters sang for church programs, birthday parties, weddings, school assemblies, and they competed on many local talent shows. The sisters’ mother, Mary Marie Montgomery was the pianist and the trio’s musical director.
While still in high school, June used her talents singing with several of the area’s top 20 bands. When Bettye, the oldest sister went off to college, the Montgomery Sisters Trio only sang when Bettye was home. Two years later, it was time for June to leave for college. Soon, the Montgomery Sisters Trio disbanded but still managed to get together for special singing engagements.
Even though the Montgomery Sisters were no longer singing as a group, June continued singing with the area’s top 20 bands. After June graduated from college, she began her career as a public school teacher and later made her way as a singer, actress, and dancer into regional musical theatre. June performed all lead roles in over twenty-five musical productions during the course of her musical theatre experiences—all while employed in the public school system. She performed in productions with the following theatres: Fort Eustis Studio Theatre, Tidewater Dinner Theatre, Actor’s Theatre in Virginia Beach, Commonwealth Theatre in Norfolk, Center Stage, The Omni Dinner Theatre, Peninsula Community Theatre, The Williamsburg Players, Hampton University Players, and the Norfolk State Little Theatre. The Daily Press newspaper presented June with the Critic’s Choice Award for Best Actress in a musical after her very first theatre debut. In addition, June appeared in television commercials for the Christian Broadcasting Network (CBN) and Bayport Credit Union.
Soon after June began her teaching career, she was inducted into the Lambda Omega Chapter of Alpha Kappa Alpha Sorority, Inc. After a brief seven years of teaching, June left her public school teaching position to pursue musical theatre full-time. She headed to New York City where she joined the thousands of hopefuls in making the audition rounds with dreams of gaining a role in a Broadway production, but life or fate had different plans for her. Due to home and family commitments, June did not return to New York. She returned to teaching and decided to pursue a master’s degree in school administration all while continuing to perform in regional theatre and sing in concerts and shows.
A few years later, June quickly became a school administrator. During the mid-1990’s, she decided to leave musical theater. A few years later, she enrolled in the doctoral program at Virginia Tech and later earned a doctorate degree in educational leadership and policy studies. After receiving her doctoral degree, she left public schools and moved on to work in higher education. She became the director of student teaching at a local university and also taught graduate courses. After retiring in January 2018, June decided to return to her roots—music!
It has been said that June is blessed with an inner strength. She attributes this strength as a gift from God, a foundation laid by her parents and grandparents, and from the outstanding educators that have been in her life. She will persevere. June’s strength and solid foundation have helped her to maintain a sense of humor under pressure and to handle difficult times with grace and dignity. Since retiring, she has completed her very first contemporary jazz Cd titled, “All Things in Time” proving that it is never too late to dream.