Ashley Winston

ASHLEY WINSTON is a multi-passionate entrepreneur, speaker and breakthrough strategist. She has a passion for helping people win and provides the necessary keys to unlock their peak performance.

Her gifts and unique skill set have landed her a wide range of opportunities both here and abroad. She has served on the mission field in Port Au Prince, Haiti and Hyderabad, India. She has been featured in commercials, films, and on television including the popular daytime talk show, Rachael Ray, and worked behind-the scenes of major productions. From classrooms to churches to corporations, Ashley Winston has worked with over 5,000 youth, 50 Chicago Public Schools, and more than 70 organizations including The Lyric Opera of Chicago and McDonald’s Corporation.

Ashley Winston is the Founder and Creative Director of BREAK FREE BE UNSTOPPABLE, where she teaches people how to show up, tell the truth, and do the work so that they can live God’s best for their lives. She is the author of Break Free: Unlock Your God Given Potential & Unleash Your Unstoppable, You Are Enough, and her most recently published book, 7 Secrets to Living Your Best Life, a guide to help you overcome your obstacles and create a life you love.

The Boss Up Mastermind

The mastermind for go-getters, dreamers, game changers, and trailblazing entrepreneurs ready to dominate in their spheres of influence and do it God’s way. Whether you’re a small business owner, someone looking to become a better leader, or you’re ready to take that leap of faith from employee to entrepreneur, this is the session for you. Come get the nitty-gritty, real-talk, how-to so that you can think your way rich and master the inner game of wealth.

This speaker will conduct a workshop at the conference. Registration for workshops will be on site at the conference. Once a workshop is full we will not be able to add more seats.

You can purchase the speaker’s resources in our Success Store during the conference.