DiscoverPlaymakers: On PurposeOxygen for the Soul (ft. Simon T. Bailey, Keynote Speaker, Author, Coach)
Oxygen for the Soul (ft. Simon T. Bailey, Keynote Speaker, Author, Coach)

Oxygen for the Soul (ft. Simon T. Bailey, Keynote Speaker, Author, Coach)

Update: 2022-09-07


Oxygen for the Soul (ft. Simon T. Bailey, Keynote Speaker, Author, Coach)

Simon T. Bailey on encouragement, reinvention, and the unlimited power of women


“I think every Playmaker listening to us right now, be sure to remember that encouragement is oxygen for the soul. Who is one person that, after you hear everything we're talking about, you can go and encourage them via text, via video, or via a call? It's oxygen for the soul.”

—Simon T. Bailey


Simon T. Bailey’s purpose in life is to help you discover your brilliance through motivational speeches which have netted him Hall of Fame accolades. He also offers direct one-on-one coaching, has published nine personal and professional development books (including a number of bestsellers), hosts a national TV talk show program, and created a viral video with over 90 million total views. Simon’s framework for brilliance is based on his 30 years of experience in hospitality, including serving as sales director for the Disney Institute. His client roster includes Salesforce, Stanford Healthcare, General Mills, and Hilton Hotels.

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[10:42 ] - The Power of Encouragement

Breathe life into the people around you

Both Simon and Paul share their perspectives on encouraging the people around us. For them, it’s a calling. We all have the power to breathe life into others. Interestingly, we’ll even find that in the times we feel most lifeless ourselves, lifting others up is what puts wind back into our own sails. As Simon tells us, encouragement is “oxygen for the soul.”

[23:07 ] - Moments Matter When they Change Behavior

A life-changing moment must be allowed to change your life

After a lifetime of emotional distance, Simon’s father shared his love for Simon only on his death bed. Rather than just a special moment, Simon allowed this to become transformative. He told himself that among his brothers, his children, and everyone in his life, he would always share how he felt about them and never let a moment pass him by. 

[28:06 ] - Ignite the Power of Women

From marginalized to empowered

As Simon shares, “If we get it right with women, ensuring that they’re not marginalized, I become a better human being because I do right by women in my life.”

That’s why he wrote Ignite the Power of Women, a book and movement about unlocking the potential of women in your life— and your own ultimate potential as a result.

[32:22 ] - Lessons from the Disney Institute

Learning from a global leader in leadership

What are Simon’s top lessons from the Disney Institute? Number one: hire for attitude, train for success. Skills can be trained, but great attitudes are rare. Second: Customer service is a department, but customer love is a mindset. Disney understands they’re not in the theme park business, they’re in the business of creating magical moments for customers. You can’t do that unless you feel love. After all, studies show that every buying decision is, on average, 70% emotional and only 30% rational.

[38:18 ] - Knowing When It’s Time for Reinvention

How do you read the signs that a change is in the cards?

Simon has reinvented himself five times over twenty years. How do you know you’re ready for a reinvention? 

Simon tells us that you have to read the tea leaves— that means keeping track of the changes in the world and how they’ll affect your future. Are you in a future-proof field, or one on its way out? But it’s not just about strategy. You also have to make sure your heart and head are onboard before your hands take action. Are you doing what you want to be doing deep down? If not, it may be reinvention time.


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The WHY Institute

Are you ready to find your ‘why’? Our partners at the WHY Institute have created the single most high-impact assessment for finding your personal why in life and work. In just five minutes, discover more about who you are, how you think, and why you do what you do than any other personal assessment available.  

The best part? It’s completely free for Playmakers listeners. Are you ready to find our WHY in just five minutes? Take your assessment now.



Paul Epstein may not be a hard charging running back on the actual football field, but his list of high-profile wins in the world of sports will have you thinking that he could be.

Paul has spent nearly 15 years as a pro sports executive for multiple NFL and NBA teams, a global sports agency, and the NFL league office. He’s transformed numerous NBA teams from the absolute bottom in league revenue to top-two in financial performance. He’s broken every premium revenue metric in Super Bowl history as the NFL’s sales leader. He opened a billion-dollar stadium, helped save the New Orleans NBA franchise, and founded the San Francisco 49ers Talent Academy.

He's since installed his leadership and high-performance playbook with Fortune 500 leaders, Founders and CEOs, MBAs, and professional athletes.

Now, as a global keynote speaker, #1 bestselling author, personal transformation expert, turned senior leader and advisor to PurposePoint and the Why Institute, and host of the Playmakers: On Purpose podcast, Paul explores how living and working with a focus on leadership, culture, and purpose can transform organizations and individuals anywhere to unleash their full potential.

Learn more about Paul at


The Playmakers: On Purpose podcast is an all-access pass to a purpose-centered tribe of leaders in business, sports, and life who are on a mission of meaning and impact. The show takes purpose from an out of reach North Star to a practical and tactical exploration of how we can step into each day, ON PURPOSE, where life no longer happens “to us”, it begins to happen “for us”. 

From the Why Coach of the San Francisco 49ers to your coach, take a seat at the table with sports industry executive, #1 bestselling author, personal transformation expert, turned senior leader and advisor to PurposePoint and the Why Institute, Paul Epstein, in this inspiring, yet immediately actionable podcast. 

From formative stories pre-purpose to personal and pr

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Oxygen for the Soul (ft. Simon T. Bailey, Keynote Speaker, Author, Coach)

Oxygen for the Soul (ft. Simon T. Bailey, Keynote Speaker, Author, Coach)

Paul Epstein, Detroit Podcast Studios, Connor Trombley