The Watchtower

"Can Defense Keep Up?" Is the Wrong Question

Episode Summary

Slower Can Be Faster.

Episode Notes

How defense keeps up with AI, cyber threats, and private-sector innovation.

In this episode of The Watchtower, Ash Hunt sits down with Jimmy Harrington, retired Air Force colonel and former Deputy CIO at U.S. Special Operations Command, for a conversation about cyber resilience, defense innovation, and what large organizations often misunderstand about speed.

From NATO and the Pentagon to AI-enabled defense systems and private-sector collaboration, Jimmy shares what defense can teach enterprise security leaders about resilience, leadership, mentorship, and building organizations that can operate through uncertainty.

 

Highlights

 

Connect

Jimmy Harrington on LinkedIn

 

Chapters

0:00 Can organizations keep up with innovation?

1:14 Jimmy Harrington Deputy CIO

5:36 The pace problem inside defense institutions

6:50 Reframing cyber success: stop trying to stop everything

8:49 Run fast, trip less - operating under uncertainty

12:12 Threat-agnostic vs threat-specific cyber defense

14:09 Defense tech: from leading edge to catching up

15:14 Innovation theater: the $5B that never scaled

18:55 Slow is smooth, smooth is fast

21:16 Palantir, Anduril, and selling belief to the DoD

24:33 Building the plane while it's flying

27:23 Why CISOs and defense leaders don't collaborate enough

31:34 The military's leadership DNA corporate lacks

35:49 Mentorship and the replacement-first model

41:24 How leaders are actually built

43:10 The hardest part of leaving the military

46:28 What corporate underestimates about veterans