Kimberly Hebert Gregory, best known for her role as ‘Dr. Belinda Brown, a character in HBO’s dark comedy, Vice Principals, passed away on October 3, 2025, at the age of 52. The exact cause of her demise has not yet been revealed to the public. However, her ex-husband, actor and singer Chester Gregory, confirmed the news through his Instagram account and penned an emotional tribute to the actress. Amid the pouring tributes, here’s everything to know about Chester Gregory.
Who is Kimberly Hebert Gregory’s ex-husband, Chester Gregory?
Chester Gregory is a well-known actor, singer, and songwriter from Gary, Indiana. He was born on December 10, 1972 and rose to national fame with his breakout role as Jackie Wilson in The Jackie Wilson Story. His performance brought him widespread acclaim and led to his Broadway debut as Seaweed in Hairspray. Over the years, Chester has performed in popular productions including Tarzan, Dreamgirls, Cry-Baby, and Sister Act. Apart from acting, Chester has built a successful music career. He has released multiple albums under his artist name, CHΞSS.
Additionally, Chester has collaborated with popular artists such as PJ Morton, Ledisi, and Chance the Rapper. According to his Instagram bio, Chester describes himself as an “Award-Winning Artist, Mindset Alchemist, Wellness Enthusiast, and Friend.” At the same time, he runs a creative and personal development company, Lucid Life, that offers workshops for aspiring artists and students. Chester has received the key to two cities, Gary and East Chicago, and an Honorary Doctorate from Columbia College Chicago for his contribution to theatre and music.
Why did Kimberly Hebert get divorced from Chester Gregory?
Kimberly Hebert and Chester Gregory reportedly met in Chicago’s theatre circuit during the late 1990s when both were emerging talents. Their mutual love for performance and storytelling brought them close, eventually leading to marriage. The couple had one son together, Chester Gregory III. The exact date of their separation remains private, but the duo ways on amicable terms. Despite their divorce, the ex-couple maintained a strong and respectful bond while co-parenting their son.
Chester Gregory shared an emotional tribute to Kimberly Hebert’sHebert’s passing
After Kimberly Hebert, Chester Gregory took to his Instagram handle and penned an emotional message in her memory. He remembered her as a Black woman whose presence litry room with her presmindester expressed her gratitude to Kimberly for their time together and described her as more than his ex-wife and ‘friend. In his words:
“You Taught Us Lessons In Courage, In Artistry, In Resilience, And In How To Keep Showing Up, Even When Life Demanded More Than Its Share. Thank You, Kimberly, for every chapter we shared. Your Story Was Never Defined By The Battle, But By The Beauty You Carried Through It.”
We share our heartfelt condolences to Kimberly Hebert Gregory’s family in this difficult time.
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