Darren Woodson Headshot

Darren Woodson

Darren Woodson is a Dallas Cowboys legend, former ESPN analyst, and entrepreneur who teaches organizations how to build winning cultures and tackle leadership challenges head-on.

Meet Darren Woodson

Darren Woodson is a three-time Super Bowl Champion, five-time Pro Bowl safety, and one of the most respected voices in sports and business today. A member of the Dallas Cowboys’ famed Ring of Honor and a former lead analyst at ESPN, Darren brings his experience from the gridiron and the broadcast booth to boardrooms and conference stages across the country.

Now a successful real estate executive and motivational speaker, Darren is known for his compelling storytelling, no-excuses leadership style, and unmatched ability to inspire audiences to embrace change, competition, and character. Darren Woodson is available to be booked for corporate and private events. Contact the Mollie Plotkin Group today to inquire about Darren Woodson’s fees.

Want to book Darren Woodson for an event?

Contact the Mollie Plotkin Group at (215) 995-0905 to book Darren Woodson for corporate or private events, keynote speeches, workshops, fireside chats, motivational speaking, or virtual appearances. Our agency will work directly with your organization and our keynote speakers to create an unforgettable event. 

The Mollie Plotkin Group is the leading keynote speakers agency and entertainment bureau bringing excitement to audiences, clients, and employees. We represent subject-matter experts in every possible field, so whether we’re your partner in creating a memorable meeting, or your meeting planner’s secret weapon in securing the perfect keynote speaker, we’re in this with you.

Biography

One of the NFL’s Greatest

Darren Woodson is often recognized as one of the greatest players to wear a Dallas Cowboys uniform. His journey began at Maryvale High School in Phoenix where he was a star running back and linebacker. He then attended Arizona State University, where he earned his Bachelor of Science in Justice Studies and converted to safety. In the 1992 NFL Draft, the Dallas Cowboys selected Darren in the second round (37th overall).

He went on to become the Cowboys’ all-time leading tackler (1,350 tackles) and a key defensive leader in one of the most dominant dynasties in NFL history. Over his 12-year career, Darren earned three Super Bowl rings, five Pro Bowl selections, and a reputation as one of the hardest-hitting safeties to ever play the game.

Hall of Fame Leadership

Darren’s leadership didn’t end when he hung up his cleats. Inducted into the Cowboys’ Ring of Honor in 2015—and recognized by both the Arizona and Texas Sports Halls of Fame—Darren transitioned seamlessly into broadcasting, becoming a beloved NFL analyst at ESPN. For 14 years, he broke down games and elevated conversations across shows like NFL Live and SportsCenter.

Tackling Business and Building a Legacy

In 2017, Darren brought his team-first mentality and competitive drive to the world of commercial real estate, joining ESRP Advisory Dallas, LLC. In May of 2022, ESRP merged with Cresa, the world’s leading global commercial real estate advisory firm. Now as Managing Principal and active Board member at Cresa, Darren plays a key role in shaping growth, innovation, and client relationships. He advises companies like NTT DATA, ExamSoft, and Argo Data—fusing his sports leadership principles with high-stakes corporate strategy.

Passion for Service

Off the field and out of the boardroom, Darren remains committed to giving back. As a board member of the C5 Youth Foundation of Texas, he helps underserved youth unlock their leadership potential and chart paths to success—just like he did. Since its inception, over 600 Texas youth have experienced C5 Texas’ life-changing program and leadership experiences.

How to Hire Darren Woodson

Find out how to hire Darren Woodson to appear at your next event. Contact the Mollie Plotkin Group to inquire about Darren Woodson’s availability and cost. When booking Darren Woodson for an event, we need to know the type of venue and location the event will take place. Darren Woodson is a popular choice for corporate events, private events, and virtual events. So, you can click the Check Availability button or contact us and an MPG Darren Woodson booking agent will get back to you within 48 hours.

Darren Woodson Booking Price

How much to book Darren Woodson depends on the type of event. So, the cost to hire Darren Woodson for corporate or private events is available by contacting a Mollie Plotkin Group Agent. Notably, Darren Woodson is available for conferences, festivals, private parties, and events. Just contact the Mollie Plotkin Group and tell the booking agent the proposed date, time, and location.

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Upcoming Engagements

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May 15 2025

IT-Security Inside 2025 – Keynote Speaker Keren Elazari – Zurich, Germany

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Key Audience Takeaways

Creating Cultures of Excellence

What separates championship teams from the mediocre ones? Darren Woodson has lived the answer. In this powerful keynote, Darren draws on his decades of experience in the NFL, broadcasting, and business to coach leaders through the traits that define high-performing teams: embracing change, engaging in honest confrontation, and competing with character.

Whether he’s speaking to executives navigating disruption or teams striving for cohesion, Darren equips audiences with practical frameworks and the motivation to lead with heart, conviction, and clarity.

Key Takeaways:

  • Cultures of excellence embrace
    • (hard) change
    • (honest) confrontation
    • (healthy) competition
    • and individuals with (heartfelt) character

Client Testimony for Darren Woodson

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