Southfield, Michigan, United States
As an award-winning entrepreneur, I have learned that success isn't accidental; it is built through consistent, intentional habits. I am Michael D. Wynn, also known as Coach Win, Founder and CEO of Coach Win, LLC, and HabitGuard Solutions, LLC. As a Habit Success Strategist and Financial Mentor, I help leaders, business teams, and organizations turn obstacles into winning strategies through structured habits, disciplined decision-making, and financial clarity. My work is grounded in one belief: "Your Habits Will Determine Your Level of Success." As a Certified AI Consultant and AI Compliance Architect, I also help organizations apply AI artificial intelligence in ways that reinforce, not replace, sound judgment, accountability, and ethical leadership. Technology doesn't fix broken systems or poor habits. It magnifies behavior, which makes discipline and clarity more important than ever. I have more than 35 years of experience overseeing over $23 billion in state and federal funds, leading large-scale compliance, audit, and financial oversight across government agencies, casino gaming, educational institutions, construction, and nonprofit organizations. My background in auditing, fiscal management, and organizational compliance allows me to help leaders strengthen internal controls, reduce risk, and build trust as they navigate AI-enabled environments. I am certified as a Fraud Examiner, AI Consultant, Financial Literacy Trainer, Grant Management Professional, Authenticity Coach, and Licensed Builder. I bring a multidisciplinary approach to problem-solving to improve financial awareness, protect resources, and execute consistently. I created the Habit Matrix Framework™ and the HabitGuard System™, proven systems built on repetition, resilience, and growth that help leaders develop habits fueling performance, emotional intelligence, and authentic leadership. My own journey of overcoming adversity fuels my passion for resilience, and transformation. These are the principles behind my bestselling books: Habits Don't Lie: 7 Habits to Overcome Obstacles to Win; The Habit Effect: Your Life, Your Money; and Scam-Proof Habits: In the Age of AI, When Trust Becomes the Threat. My work has earned me the National Entrepreneurs Association Outstanding Business Award, the Presidential Lifetime Achievement Award, and the Outstanding Financial Literacy Award from the Michigan Accounting Aid Society, among others. Success leaves clues. Habits leave results. Let's connect and transform your obstacles into wins. 🌐 MichaelWynn.com ✉️ [email protected]
Wynngate Associates, LLC is a professional development and financial compliance firm founded by Michael D. Wynn, widely recognized as Coach Win. Wynngate Associates has proudly contracted with the State of Michigan Department of Education and has worked with Certified Public Accounting firms, law practices, financial consulting firms, and construction businesses to deliver fiscal monitoring and compliance excellence, as well as growth strategies. Wynngate Associates also supports artificial intelligence in ways that reinforce, not replace, sound judgment, accountability, and ethical leadership. Coach Win, a Habit Success Coach and seasoned financial professional, Michael brings decades of expertise in business oversight and leadership growth. As a speaker and author, he lives by the belief that “Your Habits Will Determine Your Level of Success.” Through his innovative Habit Matrix framework, he empowers individuals, business teams, and organizations to build accountability, accelerate growth, and achieve long-term profitability. In addition to consulting, Coach Win offers coaching programs, bestselling books, and motivational speaking engagements that equip audiences with habit-building tools to achieve both personal and professional success.
Fiscal Monitor with Michigan Department of Education, Office of Special Education, to provide oversight for federal and state funding structures, assuring approximately $600 million in federal grants a year were effectively administered. As well, provides oversight for approximately $998 million distributed under State School Aid Act.
Consolidated Computer Accounting Services, Inc. (CCAS) professional services: entrepreneur and small business, accounting, income tax, payroll and non-profits services.
Project Licensed Manager worked on administrative and business operational support.
Worked as a subcontractor and financial auditor with this CPA (Certified Public Accountant) firm on various public schools and municipalities projects. To compile information related to the reestablishment of the Detroit Public Schools Office of Internal Audit, and other city government annual department reviews and audits.