Frequently Asked Questions

About the Webinar: Practice Like You Play – What Sports and Security Teams Have in Common

What is the main topic of the 'Practice Like You Play: What Sports and Security Teams Have in Common' webinar?

The webinar explores the parallels between high-performing sports teams and resilient security teams. It focuses on how principles from sports—such as preparation, teamwork, and leadership—can be applied to cybersecurity practices. The session emphasizes that security programs often fail for human reasons rather than technical ones, and discusses strategies for building a culture of accountability, running meaningful drills, and leading teams under pressure. (Source)

Who are the speakers featured in this webinar?

The speakers are Jack Thompson, Field CISO at Cynomi, who has a background in military intelligence and experience with an NFL organization, and Matt Lee, Senior Director of Security and Compliance at Pax8, who is known for his educational approach to cybersecurity. (Source)

What key topics are discussed during the webinar?

The webinar covers several key topics, including:

(Source)

Is the webinar focused more on technology or on people and team dynamics?

The webinar is primarily focused on people and team dynamics rather than technology. It emphasizes the importance of preparation, leadership, and human factors in building resilient security programs, highlighting that most failures occur due to human reasons rather than technical shortcomings. (Source)

When was the 'Practice Like You Play' webinar held?

The webinar was held on September 29, 2026, at 2pm EST. (Source)

Practice Like You Play: What Sports and Security Teams Have in Common

Fireside Chat
Practice Like You Play: What Sports and Security Teams Have in Common
September 29, 2026 | 2pm EST

Security programs fail for human reasons far more often than technical ones.

Jack Thompson, Field CISO at Cynomi, came up through military intelligence and an NFL organization before moving into cybersecurity. Matt Lee, Senior Director of Security and Compliance at Pax8, describes himself as an educator first. In this conversation, they look at security through the lens of teams: what high performers have in common, how preparation actually works, why the best organizations rehearse failure, and how leaders build a culture where people raise their hand the moment something goes wrong.

They’ll explore what great teams understand about preparation, how to run meaningful drills without turning them into theater, how to review mistakes without creating blame, and what it takes to teach and lead people when the stakes are high. They’ll also look at the moments that truly test a team: the incident itself, the pressure surrounding it, and what happens in the days that follow.

Less about tooling, more about the people operating it, and how you prepare them to perform when it matters most.

Speakers

  • Matt Lee – Sr. Director of Security and Compliance at Pax8
  • Jack Thompson – Field CISO at Cynomi

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