The Virtual CISO Moment
The Virtual CISO Moment dives into the stories of information security, information technology, and risk management pros; what drives them and what makes them successful while helping small and midsized business (SMB) security needs. No frills, no glamour, no transparent whiteboard text, no complex graphics, and no script - just honest discussion of SMB information security risk issues. Brought to you by vCISO Services, LLC, a leading provider of vCISO and information security risk management services. Visit https://vcisoservices.com to learn more. A Second Chance Publishing, LLC podcast.
Episodes
In this episode of The Virtual CISO Moment, Dylan Owen shares his journey from webmaster in the 1990s to leading cybersecurity teams at Raytheon and serving as CISO at Nightwing. He reflects on the challenges of transitioning into executive leadership, the realities of the vCISO role, and how SMBs can best approach detection and response. Dylan also offers insights on making security frictionless, plus how he manages stress with fi...
In this episode of The Virtual CISO Moment, Greg Schaffer talks with Keith Walker, System Administrator at Nephrology Associates of Northern Illinois and Indiana (NANI), about his unique path into IT, sparked by inheriting his late stepfather’s tech gear. Keith shares how building a home lab, securing a static IP, and hands-on tinkering shaped his career, and discusses the challenges of balancing operational efficiency with securit...
In this episode of *The Virtual CISO Moment*, Greg Schaffer sits down with Samuel Hill, Senior Director of Product Marketing at Mind, to explore how authentic, empathy-driven marketing can cut through cybersecurity’s buzzwords and truly connect with practitioners. Hill shares his journey from the ER to the startup world, the power of storytelling in building trust, and why the industry is shifting from compliance checkboxes to real...
In this episode, Greg talks with Jason Jauch, founder of C^2, about the challenges and rewards of delivering cybersecurity to healthcare practices. Jason shares his journey from hands-on IT to virtual CISO, why compliance doesn’t equal security, and how his one-stop-shop model helps clients manage risk without the noise. They also discuss upcoming HIPAA changes, niche security gaps in ophthalmology, and how Jason stays grounded thr...
Greg Schaffer sits down with Harris Schwartz, Founder of vSecurity Advisor and seasoned cybersecurity executive. With over 30 years in the field, Harris shares his journey from the dawn of the public internet to advising organizations on building risk-based, business-aligned security programs. Tune in for insights on leadership, mentorship, and creating a resilient cybersecurity culture.
Greg Schaffer welcomes Butch Rutt, Campus Security Supervisor at Littleton Public Schools, for a powerful conversation on leadership, service, and school safety. Drawing from his background in the U.S. Army and over two decades in law enforcement, Butch shares how his experiences inform a people-first approach to security. From crisis response to building trust with students and staff, this episode highlights the balance between vi...
Nick Eicken is the founder of CyberAuthority and a seasoned Virtual Chief Information Security Officer (vCISO) with deep roots in both military and civilian cybersecurity leadership. A U.S. Army veteran who built top-secret communication networks as a signal officer, Nick transitioned to the private sector where he’s guided organizations across nonprofit, manufacturing, government, and consulting spaces. His firm, CyberAuthority, f...
From the Middle Tennessee ISACA Conference, Cool Springs, Tennessee, March 2025.
Stacy Mill is a seasoned cybersecurity and IT executive with a track record of leading complex technology initiatives in both the public and private sectors. She has served as CTO for the State of Kansas, VP of IT and CISO at Nashville Electric Service, and global CISO at major enterprises like Spirit AeroSystems and Yum Brands. Stacy is also an act...
In this episode, Greg Schaffer interviews James Pham, CEO and co-founder of Opsin, who shares his unique journey from chemistry medalist in high school to tech entrepreneur. James discusses how his academic and professional path took him from studying in Korea and working in Singapore to pursuing his entrepreneurial dream in the U.S., eventually earning a spot at MIT where he taught machine learning. He later joined Abnormal Securi...
In this episode of Security Conversations from The Virtual CISO Moment, Greg Schaffer sits down with Mick Grayson, a seasoned cybersecurity professional with a wealth of experience in both the public and private sectors. Together, they explore the evolving challenges of managing risk in an increasingly complex threat landscape, the importance of mentorship in cybersecurity leadership, and how small and midsized organizations can bu...
In this episode of Security Conversations from The Virtual CISO Moment, we’re joined by Wil Ku, a seasoned cybersecurity leader with deep expertise in risk management, security strategy, and governance. With a background that spans both public and private sectors—including leadership roles at top consulting firms and critical infrastructure organizations—Wil shares insights on building resilient security programs, aligning cybersec...
Rick Hein is the cofounder of Strategic Defense. He is a cybersecurity SME who wants to teach your organization how to secure your networks and applications from threat actors by simulating real-world attacks. We touch on many topics, including the need to be truthful and transparent in information security.
Brian Liceaga is the SVP, Cybersecurity at Qubika, where they are shaping the future of next-generation applications by seamlessly integrating high-quality UX, robust security, and AI-driven intelligence. Join us as we discuss AI in cybersecurity, starting and exiting a business, and what a "carbon analyst" is (it may be related to V'Ger).
From the ISACA Middle Tennessee conference, March 2025.
Dan Houser is a vCISO; 2024 Chair of the Board, ISC2; advisory strategist board member, NACD Certified Director, and more. He enables the business to take on more risk, safely, to acquire new markets, open new countries of operation and make connections that were impossible before. He helps organizations transition and achieve twice as much with half as much. As one example...
Security practitioners and small and midsized business owners often do not pay necessary attention to the legal aspects of security and privacy. Thomas Ritter is an attorney and co-owner at Ritter Gallagher, a data privacy and cybersecurity law firm. Ritter Gallagher provides clients of all sizes with governance, risk management and compliance solutions based on a careful understanding of clients' data practices, business operation...
For our milestone 200th conversation, Caleb Mattingly joins us. He is the founder of Secure Cloud Innovations. He is a a cybersecurity professional with a passion for solving complex challenges and building innovative solutions that empower organizations to stay secure in an ever-evolving digital landscape. With a deep understanding of security frameworks, risk management, and cloud environments, he specializes in creating strategi...
From the ISACA Middle Tennessee conference March 2025.
Darin McCloy is the VP Security and Compliance, CISO at PolicyCo. He is also the Cyber Security, Compliance, and Risk Adviser at Clarity Cyber Assurance, providing Cyber Security and Compliance consultation for clients in a wide range of industry verticals. He helps businesses and government administrators identify, prioritize, and manage information security risk through sh...
Josh Graves is the Director of Business Development at Foojee. Foojee creates solutions for their clients that improve productivity, combining passion for Apple products with love of training others in order to improve businesses using Macs, iPhones, and iPads. Join our discussion as we discuss the security of Apple products and whether I should choose a Mac as my next business computer-I am seriously considering such!
From the ISACA Middle Tennessee conference March 2025.
Will Klotz is a Senior Information Security Consultant at GuidePoint Security. As a CISSP-certified professional with an MBA and a proud veteran of the U.S. Army Signal Corps, he brings a unique blend of technical expertise, military discipline, and business leadership to the Governance, Risk, and Compliance (GRC) space. His career spans building and leading robust risk mana...
Jim Bradfield is the CEO/Director at NAS Wireless. He is an experienced, innovative, visionary, professional CEO; leader, handler, cleaner, and mentor, with a demonstrated history of successfully completing high profile, complex, mission critical and stealth projects in the information technology and services industry. He has an MBA from the University of Phoenix and AT&T Computer Science courses at MIT, is a lifetime member of...
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