Ashley Winston
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Ashley Winston

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Ashley Winston is an author, multi-passionate entrepreneur, and business advisor. She helps people win and gives them the keys to unlock their peak performance. Ashley has worked with over 15,000 women and youth, 50 Chicago Public Schools, and over 70 organizations, including Tacom, The Lyric Opera of Chicago, and McDonald’s Corporation, from classrooms to churches to corporations. Ashley has also served on the mission field in Port-Au-Prince, Haiti, and Hyderabad, India. She has been featured in commercials, films, and television, including the talk show Rachael Ray, and worked behind the scenes of major productions. Ashley speaks to a wide range of topics. Her dynamic background, authenticity, and business expertise allow her to equip, empower, and extraordinarily relate to leaders from all walks of life. Ashley hosts The Break Free Podcast, which has a global reach with listeners in Africa, Europe, Asia, and North and South America. She is the author of three books: Break Free: Unlock Your God-Given Potential & Unleash Your Unstoppable, You Are Enough, and 7 Secrets to Living Your Best Life, a guide to help you overcome obstacles and create a life you love. She is also the founder of the Unstoppable Mentorship Community, a thriving global collective dedicated to equipping and empowering individuals with the tools to break free from limiting beliefs, embrace their God-given purpose, and live with confidence, clarity, and impact. Ashley graduated from Columbia College with an undergraduate degree in theatre performance and a master’s degree in arts, entertainment, and media management with a concentration in arts and youth community development.
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