Wilmington entrepreneur, educator, and media personality Cheris Monique is back with Season Two of her acclaimed podcast Steel Toes to Stilettos, continuing her mission to inspire people to rebuild and thrive. Alongside the new season, she’s also launching a syndicated show on WDRBmedia.com, reaching new audiences with her signature blend of empowerment and purpose-driven conversation.
Cheris’s commitment to growth and community runs deep. As Owner and Director of Jumping Jacks Learning Center, a Wilmington institution that has supported families for more than 30 years, she has built a legacy of helping others find confidence and direction. Her leadership and service have earned her recognition from the Wilmington City Council for her impact on education and community transformation.
Her journey to media and entrepreneurship wasn’t a straight path. Cheris entered the construction industry out of necessity, determined to create a stable foundation for herself and her family. That experience of rebuilding—both literally and figuratively—inspired Steel Toes to Stilettos, a podcast that celebrates strength through adversity and the courage to start over. The show features real conversations with entrepreneurs, creatives, and everyday heroes who turned life’s challenges into purpose.
Now, through her new platform on WDRBmedia.com, Cheris is amplifying that message even further. Listeners can expect motivational insight, practical strategies, and stories that remind them it’s never too late to pivot toward success.
Beyond the mic, Cheris leads Rebuild Your Life, a movement designed to help women and business owners embrace change and rediscover their potential. Her multifaceted career also includes highlights in fashion and entertainment, with appearances at New York Fashion Week and roles in One Life to Live and Law & Order.
“I believe our greatest strength lies in our ability to grow through what we go through,” Cheris says. “Whether you’re rebuilding, reinventing, or just starting again, your story isn’t over—it’s just getting good.”
Through every platform she touches, Cheris Monique continues to show that resilience, faith, and purpose can turn even the toughest beginnings into powerful new chapters.
Images Credit: Kamera View Photography
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