Patch Me If You Can™

In this episode of Patch Me If You Can™, Ralph Pyne, CISO at Apollo.io, reveals why traditional security approaches are failing in the age of AI and citizen developers.

Ralph shares hard-won insights from building zero-to-one security programs at high-growth startups, including why the principle of least privilege access is fundamentally broken and how AI is making most security controls obsolete.

Ralph discusses topics such as the explosive growth of citizen developers using AI coding tools and the security challenges this creates when thousands of single-use apps can emerge across an organization in months, as well as his contrarian view that security teams need to assume failure and move toward statistical models similar to fraud prevention, rather than trying to achieve perfect access controls.

The conversation covers practical strategies in areas such as building security programs that accelerate rather than slow down business growth, and making security training and policies more human-centered and consumable.

In this episode of Patch Me If You Can™, Jonathan Poon, Head of Threat & Vulnerability Management at Zoom, reveals why adding more security tools often creates more problems than it solves.

Jonathan also shares practical strategies for: conducting data audits across your security stack, building a "data oversight committee" to eliminate redundancies, and developing the empathy skills needed to translate technical risks into business language that actually drives action.

In this episode of Patch Me If You Can™, Arek Dreyer sits down with Dmitri Altum, Staff Security Engineer at GitLab, who breaks down why Role Based Access Control (RBAC) is failing modern businesses.

Dmitri shares his experience building dynamic identity systems that analyze user behavior rather than relying on static job titles, especially as AI blurs traditional role boundaries. He also demonstrates how his team achieved 93% automated approval rates with just 3 second response times, proving that security and speed don't have to pull in opposite directions.

In this episode of Patch Me If You Can™, Arek Dreyer sits down with Collin Elliott, Senior Platform Engineer at Capital One, to unpack the challenges of balancing strong security with a smooth user experience in endpoint management.

They explore topics such as the shift to least privilege, the tools and strategies that help, and why leadership buy-in and thoughtful automations are keys to success.

In this episode of Patch Me If You Can™, Arek Dreyer sits down with Robert Hammen, Principal Mac Consultant at SAP and former IT Systems Engineer at SpaceX, to dig into various topics, including the world of enterprise patch management.

They dig into the complexities and opportunities of patch management at scale. The big question: Why does patching still feel so painful, and what strategies actually drive better compliance and security without alienating end users?

In this episode of Patch Me If You Can™, Arek Dreyer sits down with Patrick Wardle, a leading figure in macOS security.

Patrick, who founded the Objective-See Foundation and the Objective by the Sea security conference, brings years of frontline experience from organizations like NASA and the NSA. He’s also the author of the Art of Mac Malware book series and has created several widely used open-source macOS security tools, giving him a unique perspective on both defending and attacking modern Mac systems.

In this episode of Patch Me If You Can™, Arek Dreyer welcomes Emanuele Sparvoli, the Director of IT at Intercom, to discuss key challenges and solutions facing modern IT teams.

At Intercom, Emanuele has driven a cultural and technical shift to treat IT not simply as a support function, but as a strategic driver, focusing on designing systems that are secure, automated, intuitive, and built around the needs of users.

In this episode, Emanuele discusses the complexities of securing non-human service accounts—like bots and automated systems—the shortcomings of industry-standard security approaches, and how Intercom addressed these pain points.

Emanuele dives into how automation and AI are freeing IT professionals to spend less time on repetitive tasks and more time improving systems and processes. As a result, his team boosts efficiency, reduces toil for both IT and users, and helps the company scale securely. Tune in for insights on how to do the same in your organization.

In this episode of Patch Me If You Can™, Arek Dreyer chats with Kane Narraway, Head of Enterprise Security at Canva, about the toughest challenges in modern security.

From Zero Trust for non-human identities to secure AI adoption, Kane draws on his experience at places such as Shopify, Atlassian, and the UK government to share actionable strategies and career insights.

In this episode of Patch Me If You Can™, Arek Dreyer sits down with Eric Pittman, the Vice President of Cybersecurity at Teradata, to discuss the evolving world of cybersecurity and vulnerability management.

Eric brings a wealth of experience from years on the cybersecurity frontlines, including leading teams through critical incidents like major ransomware attacks and collaborating with agencies such as the FBI.

Throughout this episode, Eric emphasizes the importance of a holistic, people-first approach to security, built on the pillars of people, process, technology, and business value. He highlights strategies such as conducting awareness campaigns, tailoring patching processes to different user groups, and automating routine tasks to reduce human error and accelerate response times, all while sharing practical lessons learned.

In this episode of Patch Me If You Can™, Arek Dreyer welcomes Aaron Morin, currently the GM of Platform at Kandji and formerly the lead mobility engineer at Nike.

Aaron’s diverse experience—both in hands-on IT engineering at a global corporation and at the strategic leadership table—sets the stage for a candid discussion about modern IT challenges and opportunities. His background gives him a unique perspective on how technical teams collaborate, adapt, and innovate in organizations where the complexity of systems can be overwhelming.

This episode dives into IT leadership, BYOD challenges, cross-functional teamwork, and how smart communication and data use drive modern IT success.