Episode 18: TRISS Highlights, Cloud Chaos & SaaS Lessons Learned

In Episode 18 of the Distilled Security Podcast, Justin Leapline, Joe Wynn, and Rick Yokum recap their time at TRISS, share lessons on storytelling and women in tech, and break down the recent AWS us-east-1 DNS/DynamoDB outage, the Microsoft Front Door global disruption, and the F5 BIG-IP incident. 

πŸ” We discuss:
- TRISS highlights: panels, community & storytelling
- β€œBreaking the glass ceiling” and unintentional bias in meetings
- AWS & Microsoft outages: risk, resilience & when multicloud matters
- F5 BIG-IP incident and supply chain risk
- Launching a GRC SaaS: episki’s journey, lessons & tradeoffs

πŸ₯ƒ Spirit of the episode
Penelope Bourbon – Project X (sherry cask finish)

⏱️ Timestamps
00:00 – πŸ₯ƒ Intro & TRISS Recap β€” Highlights from TRISS: panels, community, and a keynote with Edward Norton
02:40 – πŸ“– The Power of Storytelling β€” Why empathy and narrative matter in cybersecurity leadership
04:40 – πŸ‘©β€πŸ’» Women in Tech & Bias in Meetings β€” Real talk about unintentional bias and everyday experiences
20:34 – ☁️ AWS & Microsoft Outages β€” What happened and what it says about cloud resilience
49:38 - πŸ₯ƒ Bourbon Break β€” Enjoying a glass of Penelope Project X
53:30 – πŸ”₯ F5 BIG-IP Vulnerability β€” Supply chain risk and patching lessons
1:09:50 – πŸš€ Launching episki (GRC SaaS) β€” Building simply, shipping fast, and learning from users
1:52:22 – 🧭 Reflections & Closing Thoughts β€” Culture, resilience, and what’s next


🎧 Hosts
Justin Leapline 
Joe Wynn 
Rick Yocum 

🌐 Connect with Us
Website: distilledsecuritypodcast.com
X : @DisSecPod
Email: hello@distilledsecuritypodcast.com

Creators and Guests

Joe Wynn
Host
Joe Wynn
Founder & CEO @ Seiso | IANS Faculty Member | Co-founder of BSidesPGH
Justin Leapline
Host
Justin Leapline
Founder of episki | IANS Faculty Member
Rick Yocum
Host
Rick Yocum
Optimize IT Founder | Managing Director, TrustedSec
Episode 18: TRISS Highlights, Cloud Chaos & SaaS Lessons Learned
Broadcast by