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
29:50 - Accidental CEO Journey
31:25 - Effective Leadership and Team Retention
34:16 - Rigid Systems vs. Creative Context
38:11 - Breaking Creative Blocks
43:45 - "Evolving Perceptions and Reality"
45:25 - "Meeting People Where They Are"
47:26 - Outro
Key Takeaways:
Championing Cybersecurity Compliance
Empowering IT Operations
Creating Value with Technology
Culture and Innovation Go Hand in Hand
The Power of Listening
Quotes:
"Turning compliance into a value driver can revolutionize organizations and the entire industry."- Scott Shagory
"Solving the real problem unlocks true innovation and value."- Jason Young
Connect with Jason Young:
LinkedIn: https://www.linkedin.com/in/jason-paul-young/
Website: https://pylonsecure.com
Connect with the Host Scott Shagory:
http://purplefinchgroup.com
http://linkedin.com/in/scottshagory
Email: mailto:scott@purplefinchgroup.com
Sponsor: Purple Flinch Group
https://www.purplefinchgroup.com/
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