Greg Schaffer
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.
Author
Greg Schaffer
Category
Podcast website
Latest episode
Jun 30, 2026
Where to listen?
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Episodes
S5E59 - A Conversation with Grant Elliott 21.11.2023 28:56
Grant Elliott is the CEO and Chairman of Ostendio. He is an entrepreneurial leader with over 20 years experience in a variety of Operations, Customer Service and Product Development roles mostly in an Executive capacity. He has a proven track record of successfully leading organizations that require significant growth, development or change, having led business units in large, medium and start-up...
S5E58 - A Conversation with Dave Hatter 14.11.2023 31:56
Dave Hatter is an accomplished, enthusiastic, award-winning technology professional and servant leader with more than 30 years’ experience as a cybersecurity consultant, software engineer, project manager, and instructor. He also has more than 25 years' experience as a local government official, most recently the last nearly nine years as Mayor of Fort Wright, Kentucky.
S5E57 - A Conversation with TJ Bettles 10.11.2023 27:13
TJ Bettles is the founder and CEO of WhiteHat CyberSecurity Solutions, a Vancouver based network of ethical hackers and security experts offering penetration testing as a service. He is also a strength athlete that has dedicated 12+ years to strength training, coaching and to a much lesser degree, competition. Additionally, he is the host of a new podcast focused on bullying in the workplace, Bull...
S5E56 - A Conversation with Matt Winkeler 07.11.2023 26:05
Matt Winkeler is a analytical security and privacy leader. He created a security and privacy program compliant with SOC 2, GDPR, and CCPA in less than a year. He has provided leadership as organization expanded from US to Europe, India, Australia, and beyond.
S5E55 - A Conversation with Simon Janin 31.10.2023 24:19
Simon Janin is the CEO of X80. He is a Technology Entrepreneur with strong expertise in Security, Computer Science and Software as a Service. He is a prior member of the Swiss Military Intelligence CNO unit, founded three companies, and made contributions to the fields of secure protocols, financial infrastructure and cyber security.
S5E54 - A Conversation with Tim Golden 24.10.2023 26:34
Tim Golden am the founder of Compliancerisk.io, a company that focuses on empowering the compliance function within your #MSP by streamlining your compliance operations. He is a seasoned professional in the governance risk and compliance space, with over 20 years of experience helping organizations tackle their business problems with the help of people, process, policy, and technology. He is an ex...
S5E53 - A Conversation with Iboro Philip 17.10.2023 25:30
Empathy is his superpower, cyber security is his professional passion. Learn about Iboro Philip's rather unique journey and how a simple scam propelled him to a career in cybersecurity.
Throwback Thursday - A Conversation with Greg van der Gaast 12.10.2023 28:01
From March 29, 2023 - Greg van der Gaast is an international speaker on Why Security Fails, IT Quality, Leadership, and Strategy. He also is a former hacker, FBI & DoD operative, author, advisor, CISO, and people and culture enthusiast. Listen to hear his fascinating story and what is a major threat for SMB information security that most don't consider. He can be reached at https://gregvan...
S5E52 - A Conversation with Andrea Toponi 10.10.2023 22:51
Andrea Toponi is the CEO and founder of Cyberangels. With over 18 years of experience in project management, risk management, and IT consulting, he has always been passionate about using technology to solve complex problems and create value for customers. As a CEO and founder of Cyberangels, he helps small and medium-sized businesses (SMBs) secure their digital assets and protect their reputation...
Throwback Thursday - A Conversation with Bill Butler 05.10.2023 26:07
Bill Butler is an experienced Vice President Of Engineering with a demonstrated history of working in the hospital and health care and security compliance industry. He is the Founder and VP Engineering of PolicyCo (policyco.io), a platform that lets you tie Regulations, Policies, Procedures, Control Testing and Remediation together in a single platform, along with a host of other features like ver...
S5E51 - A Conversation with Perry Ausbrooks 03.10.2023 26:39
Perry Ausbrooks is a passionate Veteran Success Specialist & IT Systems Analyst at Intellectual Point, where he combines his commitment to helping fellow veterans with his growing expertise in cybersecurity. With certifications in Security+, C|EH, and Splunk, he provide training and mentorship to veterans transitioning into IT and cybersecurity careers.
S5E50 - A Conversation with Jeremy Snyder 28.09.2023 29:13
For our 100th discussion episode, Jeremy Snyder, founder and CEO of FireTail joins us. FireTail is a different, effective approach to API security. He looks for interesting challenges in the cloud, cybersecurity, data and robotics domain spaces, with the potential to have a positive impact. He tends towards entrepreneurial environments where people are highly motivated and moving at a fast pace, a...
S5E49 - A Conversation with Chris Rule 26.09.2023 27:35
"Cybersecurity Cowboy" Chris Rule joins us to discuss cybersecurity concerns in education. He has been a School District level Technology Director since 1999 and worked directly or consulted with numerous school districts in Wyoming and Colorado. Aside from being a CoSN certified Education Technology Leader (CETL), a Certified vCISO, and a former Microsoft Certified System Engineer (MCSE...
Throwback Thursday - A Conversation with Michael Lines 21.09.2023 29:06
From March 21, 2023 - Michael Lines is CISO for Open Technology Solutions, an expert in developing and leading information security and risk programs for organizations ranging from global enterprises to SaaS startup, and is authoring a book titled Heuristic Risk Management, dealing with why most risk management efforts are ineffective and what to do about it.
S5E48 - A Conversation with Terence Bennet 19.09.2023 26:42
With over 10 years of experience in cybersecurity, REST APIs, operations, and leadership, Terence Bennet the CEO and General Manager of DreamFactory Software. He oversees the daily operations, product development, customer success, and business strategy of DreamFactory, which is used by Fortune 500 companies, large tech companies, and government agencies. He served in the U.S. Navy as a Naval Inte...
Infosec Wrap Up - September 15, 2023 15.09.2023 8:36
A new direction...
Throwback Thursday - A Conversation with Carlota Sage 14.09.2023 24:08
From March 14, 2023 - Carlota Sage is the Founder and Community CISO for Pocket CISO, thrives in that squishy area where business and technology meet human nature, and builds the relationships that get security, technology, business processes and people working together better, and has a background that includes information architecture, enterprise infrastructure, information security, and knowled...
S5E47 - A Conversation with Cyrus McCoy 12.09.2023 25:53
Cyrus McCoy is a quality-driven Information Systems Engineering professional with ten plus years of cybersecurity experience in addition to being an Army veteran. He is an accomplished IT project manager (PMP Certified) with a proven ability to develop and implement strategies supporting business and financial objectives.
Cybersecurity Quick Strike - September 11, 2023 11.09.2023 14:19
AP Style Book Brach https://www.infosecurity-magazine.com/news/ap-stylebook-breach-hit-hundreds/ Microsoft Teams Phishing Attack https://www.bleepingcomputer.com/news/security/microsoft-teams-phishing-attack-pushes-darkgate-malware/ Cisco Zero Day Exploited https://arstechnica.com/security/2023/09/ransomware-crooks-exploit-unpatched-0-day-in-cisco-security-appliances/ 78% of Healthcare Organizatio...
Infosec Wrap Up - September 8, 2023 08.09.2023 12:58
Sorry about the late publish, I had PM instead of AM configured! :) LastPass Vaults Possibly Cracked https://krebsonsecurity.com/2023/09/experts-fear-crooks-are-cracking-keys-stolen-in-lastpass-breach/ Topgolf Calloway Brands Breached https://cybernews.com/security/topgolf-callaway-brands-hacked-million-golfers-exposed/ Virtual CISO and Information Security Risk Management Services https://vcisose...
Throwback Thursday - A Conversation with Dave Sobel 07.09.2023 24:35
From March 7, 2023 - Dave Sobel is the host of the Business of Tech podcast (https://www.businessof.tech/), a leading IT services focused news and analysis podcast and YouTube show, and owner of MSP Radio. He is regarded as a leading expert in the delivery of technology services, with broad experience in both technology and business. He owned and operated an IT Solution Provider and MSP for over a...
S5E46 - A Conversation with Dr. Fredrick Scholl 05.09.2023 21:50
Dr. Fredrick Scholl is the Cybersecurity Program Director, Quinnipiac University. He is a cybersecurity thought leader and innovator, passionate about enabling success for people and businesses. He has a unique combination of skills and experience in academia, business and technology. His accomplishments range from the server room to the board room.
Cybersecurity Quick Strike - September 4, 2023 04.09.2023 14:14
Chinese iMessaging Smishing https://thehackernews.com/2023/09/chinese-speaking-cybercriminals-launch.html UK Military Hit By LockBit https://www.infosecurity-magazine.com/news/sensitive-data-uk-army-potentially/ Virtual CISO and Infosec Risk Management Services https://vcisoservices.com Ransomware Attacks Go Beyond Data https://www.helpnetsecurity.com/2023/09/04/ransomware-preparedness-strategies/...
Infosec Wrap Up - September 1, 2023 01.09.2023 18:08
Forever 21 Breach https://techcrunch.com/2023/08/31/forever-21-data-breach-half-million/ Crackdown Against QakBot https://krebsonsecurity.com/2023/08/u-s-hacks-qakbot-quietly-removes-botnet-infections/ Virtual CISO https://vcisoservices.com Reality of Cyberinsurance https://www.securityweek.com/the-reality-of-cyberinsurance-in-2023/ Fake Version of Signal App https://www.forbes.com/sites/thomasb...
Throwback Thursday - A Conversation with Caroline McCaffery 31.08.2023 23:11
From March 1, 2023 - Caroline McCaffery is a lawyer who started a data privacy and cybersecurity technology company called ClearOPS to provide technology to virtual CISOs. B2B2B It is a customer relationship management tool + work automation for managing security programs, such as vendor management, gap analysis, security posture and security questionnaire response. She also hosts The vCISO Chroni...
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