The Disciplined Troublemakers

← The Disciplined Troublemakers6 mei 2025 · 48 min

Turning Cybersecurity Compliance into a Catalyst with Jason Young

Turning Cybersecurity Compliance into a Catalyst with Jason Young6 mei 202548 min

Welcome to the Disciplined Troublemakers podcast. In today’s episode, we speak with Jason Young, founder and CEO of Pylon Cybersecurity. Jason Young is the founder and CEO of Pylon Cybersecurity, a firm he started in 2011. Pylon helps security managers automate network compliance through real-time services which ensures data accuracy and a definitive chain of custody.

In 2024 Jason and the team saved the Defense Health Agency, a Combat Support Agency w/in the U.S. DoD that supports medical services readiness for the Army, Navy, and Air Force, $25 million dollars by optimizing their cyber compliance workflows.

Chapters:

00:00 - Introduction

00:09 - Scaling Cybersecurity with Jason Young

03:48 - "From Systems Admin to Auditor"

08:01 - Cybersecurity: Cost Center or Strategic Asset?

12:35 - Transforming Conversations for Meaningful Outcomes

15:48 - Understanding Team-Specific Problems

19:37 - User-Centric Strategy for Agility

20:45 - Listening to Junior Insights

26:42 - Exploring Orchestration Layers in DOD