
Ryan Leak
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Chasing Failure: Embracing Resilience and Innovation
Leveling Up: Mastering Personal and Professional Growth
How to Work with Complicated People: Strategies for Effective Collaboration
“You cannot perfect that which you refuse to get started.”
- Ryan Leak
Ryan Leak is a dynamic speaker, best-selling author, and strategic advisor renowned for his ability to inspire and transform individuals and organizations. As the CEO of a leadership development firm based in Dallas, Ryan and his team train over 30,000 leaders annually — from Fortune 500 companies to professional sports teams. His unique talent for turning setbacks into opportunities, emphasizing the importance of resilience and the value of learning from failure, makes his teachings impactful and actionable with a splash of humor.
Ryan's passion is helping leaders push past autopilot and level up in their lives and careers. He spreads this empowering message through coaching, speaking, and leveraging the power of video to reach thousands through his online platforms. He is the author of the USA Today bestselling book "Chasing Failure," the Wall Street Journal bestselling book "Leveling Up," and his latest work, "How to Work with Complicated People." His work has been featured in numerous media outlets, including Good Morning America and The Today Show.
With an engaging personality and a deep understanding of human dynamics, Ryan continues to motivate and equip people to overcome challenges and succeed in their endeavors. He is also widely known for planning a viral proposal and wedding on the same day.
Most importantly, Ryan is married to his best friend Amanda and is the proud assistant coach for his son's basketball team. Whether through his powerful keynote speeches, best-selling books, or social media presence, Ryan Leak inspires over 50,000 individuals every month to chase their dreams and achieve their full potential.


How To Work With Complicated People
Bestselling author and transformational speaker Ryan Leak shares research-based strategies for working with even the most challenging people to create more collaborative and productive teams.
Who is the most complicated person you work with?
You probably don’t have to think very hard to answer that question. You already know their name, their job title, their quirks, and their flaws. You have firsthand experience with the mental and emotional fallout they leave in their wake. You’ve seen the problems their complexity creates for everyone on their team. You wish you could fix them, solve them, ignore them, or teleport them to a parallel dimension.
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But you can’t.
You have to work with them.
(You could quit, but your next job will have a complicated person waiting for you.) That means you need effective strategies to collaborate with (nearly) anyone. Especially the picky, prickly, problematic ones.
Drawing from his global consulting experience with teams and leaders from the glitz of sports and entertainment, to the number-crunching world of finance, to the meticulous realms of insurance, pharma, and manufacturing, Ryan Leak provides proven strategies for…
Seeing challenging individuals as human beings to understand rather than problems to solve
Detoxing unrealistic expectations and getting comfortable with complicated
Learning to communicate effectively in complex environments
Embracing healthy disagreement as a tool to discover better solutions
Setting boundaries that let people into your world without letting them run your world
“The process of learning to collaborate with difficult individuals is transformative—it’s a gateway to greater creativity, stronger teams, and increased productivity,” Leak explains. “On the other side of complicated is the wonderful, wide-open world of effective collaboration and a workplace you love.”
