Episode 15: Community Building, Art of Convincing, and GTD Strategies

🎙️ Welcome back to the Distilled Security Podcast!

In this episode, hosts Justin Leapline, Joe Wynn, and Rick Yocum sit down with James Ringold (Senior Security Cloud Solution Architect at Microsoft and President of ISSA Pittsburgh) to talk all about building stronger cybersecurity communities.

From the behind-the-scenes of BSides Pittsburgh 2025 to engaging the next generation through mentorship and student-led talks, this episode offers practical insights on how to grow inclusive, vendor-neutral spaces that truly support people in security.

Topics Covered
  • BSides Pittsburgh 2025 Highlights
What made this year’s event stand out — from arcade machines and pastries to great speakers and a welcoming atmosphere.
  • Running an Inclusive Security Chapter
Insights into leading ISSA Pittsburgh, maintaining momentum, and building a vendor-neutral space that feels open to everyone.
  • The Power of Consistency
Why showing up regularly and following through matters when growing a security community.
  • Mentoring the Next Generation
The importance of mentorship chains, student-led initiatives, and creating low-pressure environments for future leaders.
  • Engaging Students Beyond Attendance
How to get students truly involved, from submitting talks to building long-term relationships that support career growth.
  • Authenticity and Community Building
Why empathy, storytelling, and invitation—not pressure—are essential for creating lasting, supportive security ecosystems.

Timestamps:

00:00:00 – Intro & Guest Welcome
00:02:20 – BSides Pittsburgh 2025 Preview
00:24:10 – Building Inclusive Security Communities
00:41:20 – Mentorship & Student Talks
01:11:00 – Whiskey Tasting: Grand Traverse Distillery
01:33:00 – Growing Through Empathy & Local Leadership
01:48:30 – Final Reflections & Outro

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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
James Ringold
Guest
James Ringold
James Ringold is a business-focused cybersecurity professional with over 25 years of experience helping organizations align security and technology with business goals. With a background spanning retail, defense, cloud services, and manufacturing, he brings a practical, risk-based approach to solving complex security challenges. He holds CISSP and CCSP certifications and an MBA from the University of Minnesota’s Carlson School of Business.
Episode 15: Community Building, Art of Convincing, and GTD Strategies
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