Ryan Leak

Best Selling Author, Esteemed Executive Coach, Inspiring Workplace Cultures Rooted in Values, Passion and Risk-Taking

Ryan Leak an best-selling author, esteemed executive coach, and a highly sought-after transformational speaker. With an incredible reach of over 50,000 people every month, Ryan's words have the power to transform lives. Each year, he dedicates his expertise to the growth of over 25,000 leaders, spanning the spectrum from Fortune 100 corporations to elite professional sports teams.

Ryan's remarkable journey was catapulted into the limelight when his viral Surprise Wedding story made headlines on prestigious shows like Good Morning America and the Today Show, along with numerous other media outlets. But that's just the beginning of his story.

Ryan is the creative mind behind the USA Today best-selling book, "Chasing Failure: How Falling Short Sets You Up for Success." This transformative work has guided countless individuals on a journey to turn setbacks into stepping stones toward success. His latest release, "Leveling Up: 12 Questions to Elevate Your Personal And Professional Development," has ascended to the ranks of Wall Street Journal Best Sellers list.

In addition to his professional accomplishments, Ryan is a loving husband to Amanda and involved father to Roman and Jaxson. Join the ranks of those who have already been inspired and transformed by Ryan Leak's empowering message.

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Signature Topics

Signature Topics:

Chasing Failure

What would you do if you knew you couldn't fail? This is a question that liberates us from our common limitations. Most of us are afraid to take a risk thinking of what we have to lose. But what if not taking the risk robs us knowing if we had what it takes to do the impossible?

Leveling Up: 12 Questions to Elevate Your Personal And Professional Development

Imagine a world without the fear of failure. What if you had the freedom to pursue your dreams without limits? This thought-provoking keynote challenges us to break free from our constraints and embrace the extraordinary. Many of us hold back, fearing the potential losses. However, by taking risks, we unlock our true potential and discover what we’re truly capable of. Join us on a transformative journey of self-discovery, where we redefine our boundaries and pursue the impossible.

Self Leadership

To avoid being an ineffective leader, it’s crucial to lead by example and prioritize self-leadership. Even if you’re not currently in a leadership role, you can start leading yourself today. Don’t just enjoy the idea of being a reader; take action and invest in your personal growth. With the accessibility of platforms like Amazon and Audible, you can easily immerse yourself in valuable knowledge. By committing to self-leadership, you can prevent future frustrations with your team and address any underlying issues at their source.

The Seven Levels of Listening

Leadership rises and falls on communication. But the most important part of communication isn’t how well you talk, but how well you are listening. And there’s levels to it. Once we learn them, we can nurture incredible work relationships.

Being a Great Teammate

Working alongside individuals who display pride, selfishness, laziness, carelessness, or deceitfulness can be an unpleasant experience. Our grievances with others often stem from these qualities. Conversely, we are drawn to team members who embody humility, helpfulness, ambition, hospitality, and honesty. These desirable traits create a harmonious and productive work environment. Let us explore the significance of these attributes and their impact on collaboration and success.

Diversity, Equity, and Inclusion

Diversity, Equity, and Inclusion are essential in today’s world. The data reveals that the U.S. population is rapidly becoming more diverse, with non-Caucasians expected to comprise the majority by 2045. The future success of your organization hinges on embracing this diversity. It is not enough to simply hire individuals from marginalized groups; their perspectives and voices must be valued and incorporated into decision-making processes. Gain a deep understanding of these crucial conversations for the sake of your customer base and human resources.


To close out 2020, our firm hired Ryan Leak to speak to our colleagues and some key partners about the importance of taking care of themselves, to inspire them to get uncomfortable and to chase failure as these are some of the pillars of personal growth. His willingness to serve our organization and customize his message made it extremely easy to work with Ryan and his message was an absolute HOMERUN - the chat function was blowing up with positive messages and I my inbox was being lit up with messages of gratitude for Ryan. I was particularly impressed with how his message resonated with every demographic of our audience. I highly recommend Ryan to serve the needs of your organization.

Ryan Watkins - President & CEO, Marsh & McLennan Agency

Our business resource group had the pleasure of having Ryan facilitate an enneagram workshop for our organization. Ryan was knowledgeable, informative, and able to captivate our audience with both learning and life skills for self-awareness and career development. We had over 90% of participants report increased learning and knowledge and numerous people ask for Ryan to come back for workshops for their departments.

Ashleigh Hargrave - Senior Diversity, Inclusion and Health Equity Practitioner

Ryan by far is one of the best speakers/presenters/educators in his field. Ryan can take you from doubled over laughter literally to tears in 3 minutes and draw you into his stories where you feel it and can touch it and your senses are awaken. His story telling ability and his way to lead you to lesson after life lesson is so powerful. Highly recommend Ryan as a speaker or full day seminar on his expertise in the Enneagram training. Have heard plenty of speakers over the last 35 years and rank him in the top ten of all of them.

Sarah Middleton - President of Sales & CEO of Fairway Ignite

Speaker Highlights

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Leadership, Training, Inspiration, Live/Virtual