Views from the Cyber Trenches: Understanding U.S. Military Cyber Dynamics

Views from the Cyber Trenches: Understanding U.S. Military Cyber Dynamics

From Cache Me If You Can by Center for Strategic and International Studies

November 25, 2025 · 30 min

About this episode

The episode explores the challenges faced by U.S. military cyber operators and discusses the need for a dedicated U.S. Cyber Force.

In this special edition episode of Cache Me if You Can, we dive beneath the surface of the U.S. military’s cyber enterprise to uncover the hidden challenges facing today’s cyber warfighters. CSIS Deputy Director Lauryn Williams is joined by three retired cyber operators—Col. Sean Kern, LtCol Tony Siciliano, and Col. Ben Ring—for a candid conversation about the real conditions inside the cyber trenches. Drawing on anonymous quotes from current operators across the Services, the episode breaks down the four systemic pressures shaping the cyber workforce: Leadership: Why technically proficient cyber operators rarely rise into senior command roles. Training: How uneven and outdated training pipelines leave some operators unprepared for mission demands. Readiness: Why a small cadre of highly skilled “unicorn” operators end up carrying the majority of the operational load. Culture: How traditional service cultures undervalue cyber expertise compared to kinetic career fields. Together, the guests unpack how these structural issues weaken the nation’s cyber readiness—and why addressing them may require establishing a dedicated U.S. Cyber Force designed to recruit, train, and retain the…

People in this episode

Host: Lauryn Williams

Guests: Col. Sean Kern, LtCol Tony Siciliano, Col. Ben Ring

Topics covered

  • U.S. military cyber dynamics
  • cyber workforce challenges
  • cyber readiness
  • leadership in cyber
  • training for cyber operators
  • military culture and cyber expertise

Keywords

  • cyber warfare
  • military
  • cyber operators
  • training pipelines
  • cyber readiness
  • leadership
  • service culture

Mentioned in this episode

Organizations: Center for Strategic and International Studies

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