"What if the life that looks most successful is the one quietly draining you?" In this compelling talk, Tiffany Yvonne unpacks the moment she realized checking every box wasn’t the same as winning—and how a single question changed everything. Through powerful storytelling and hard-won truth, she challenges high achievers to unlearn burnout culture, get honest about what’s no longer working, and design success in a way that includes their joy. This talk is for anyone who’s ever asked, “Why doesn’t this feel as good as it looks?” Tiffany Yvonne is a TEDx speaker, leadership strategist, and professor at the University of Wisconsin–Milwaukee, where she teaches Design Your Life & Work in the Honors College. With a background as a CPA and a human dynamics expert, she brings a rare fusion of business acumen and emotional intelligence to her work with leaders, teams, and organizations. Her approach is rooted in a belief that people problems are profit problems—and that human-centered cultures aren’t just good for morale, they’re good for the bottom line. She has received congressional recognition for her leadership development and life coaching work, served as a contributor on a bi-monthly NBC news segment, and founded Playmaker Solutions to help high achievers and executives disrupt burnout and design success with purpose and joy. Tiffany is a proud Chicago native, a mom of three, and is known for blending storytelling, strategy, and soul. She believes the most powerful leaders aren’t the ones who do it all, but the ones who know what to let go. This talk was given at a TEDx event using the TED conference format but independently organized by a local community. Learn more at https://www.ted.com/tedx