Meet Maisha Wynn — Lifestyle Specialist, Author, TV Personality & Community Champion.
“If you want to stand out in life, don’t just be different—be the Wynn’er you were born to be.” For Maisha, that’s not just a clever play on her last name—it’s a declaration of destiny. From confidently knowing she’d graduate from Spelman College at just 12 years old, to conquering a life-changing battle with obesity and the devastating loss of her beloved mother to stomach cancer, Maisha embodies triumph in every chapter of her journey.
After losing her beloved mother to stomach cancer and facing her own health challenges, Maisha made a bold pivot—stepping away from her high-powered role as National Advertising Director to launch her own empire: Live To Wynn. This boutique consulting firm is her platform for inspiring real change, offering practical strategies and bold inspiration to individuals ready to level up their lives. Through workshops, exclusive one-on-one coaching, events, and TV appearances, Maisha leads with authenticity and heart.
Maisha is also the author of The Wynning Way, a heartfelt and transformative guide born from her lived experiences. It offers practical tools and soulful wisdom to help readers protect their peace, cultivate mindfulness, and win in life on their own terms.
Rooted in the belief that “it takes a village,” Maisha dedicates herself to uplifting her community. She proudly gives back to the North Lawndale Employment Network (NLEN)—empowering returning citizens on how to cultivate a winning state of mind.
Wynning Transformation: Before and After