Meet Michael Wynn

Michael D. Wynn, aka "Coach Win," is a compassionate and innovative individual dedicated to empowering others to achieve victory. Michael is a proud native Detroiter and CEO of Coach Win, LLC, and HabitGuard Solutions, LLC, a professional development company.

Michael serves as a Habit Success Strategist, AI Compliance Architect, Financial Mentor, Speaker, Coach, and Author. Inspired to make a difference, he holds certifications as an authenticity coach, financial literacy trainer, and fraud examiner.

One Sheet

My Experience

Educated

Michael holds a bachelor's degree in accounting and he is a Certified Fraud Examiner, Certified Financial Literacy Trainer, Certified AI Consultant, Certified Authenticity Coach, and Licensed Builder. Continuously advancing his skills, Michael undergoes
various training courses and engages in ongoing professional development to bolster his role as a Habit Success Strategist and Financial Mentor.

Work Experience

Michael brings extensive experience in financial and business compliance, developed through years of service with governmental agencies, financial institutions, organizations, and construction contractors. The majority of his distinguished career spans more than 25 years with the State of Michigan, where he served across three departments: Transportation, Treasury, and Education. With over 35 years of experience overseeing more than $23 billion in state and federal funds, Michael has led large-scale audits, compliance initiatives, and financial oversight engagements across transportation agencies, casino gaming, state and local education, construction, and nonprofit sectors. This real-world experience gives him a rare perspective; he doesn’t just teach strategy; he understands risk, accountability, and what it truly takes to build sustainable, long-term success.

Coach

Michael D. Wynn, a.k.a. "Coach Win", " triumphed over a significant obstacle, igniting his passion for sharing the profound impact of habits. What sets Michael apart as a leader in his field? He designs a customized Habit Matrix Framework and HabitGuard System that empowers leaders, business teams, and organizations to transform challenges into winning strategies. He guides them in reducing stress, optimizing performance, and increasing income. Furthermore, his authentic voice delivers engaging, thought-provoking, and motivational insights, all rooted in his unwavering belief: "Your Habits Will Determine Your Level of Success."

Author

Michael's breakthrough victory uniquely qualified him for the authorship of two bestselling books: "Habits Don’t Lie! - 7 Habits To Overcome Obstacles To Win" and "The Habit Effect - Your Life, Your Money." He was proudly featured on many media outlets, and he was the recipient of many accolades. This includes the 2024 Presidential Lifetime Achievement Award and the 2006 Outstanding Financial Literacy Award for community outreach programs and written articles on financial literacy and habits.