CISO Tradecraft®

On this episode of CISO Tradecraft, host G Mark Hardy talks with Gary Hayslip about cybersecurity career growth beyond the traditional CISO “apex,” drawing on Hayslip’s 25+ years across military service, US Navy civil service, the City of San Diego as its first CISO, Webroot (CISO/CIO), SoftBank (including cyber and physical security), and most recently a field CISO role before being laid off. They discuss how the CISO role is evolving into merged executive positions (technology, risk, and AI), why continuous learning is essential as security changes rapidly, and why humans remain accountable even as AI reshapes teams. Hayslip outlines alternative paths like field CISO, data center security leadership, and VC/PE operating partner roles, and shares practical ways organizations used AI to speed legal review and automate security reporting while highlighting cost, risk, and workforce concerns.

In this special episode of CISO Tradecraft, host G Mark Hardy welcomes Chris Inglis, former National Cyber Director and career public servant, to delve into a wide-ranging conversation about cybersecurity leadership, public service, and life lessons. Chris shares his career journey from the Air Force Academy to piloting planes and serving at the NSA, providing unique insights along the way. They discuss the importance of integrating technology with business strategy, handling insider threats, and the future of AI in cybersecurity. Plus, enjoy some heartwarming stories about the power of culture and the joys of being grandparents.

Third-party risk management has become a time-consuming, frustrating exercise. Security teams and vendors alike are buried under long, repetitive TPRM questionnaires that often miss what actually matters. Buyers struggle to assess real risk, while vendors waste countless hours answering low-value questions, slowing deals and draining resources.These bloated questionnaires don’t just waste time, they actively weaken security programs. Important risks get lost in the noise, assessments become checkbox exercises, and both sides grow cynical about the process. As supply chain attacks increase, relying on outdated, one-size-fits-all approaches leaves organizations exposed and ill-prepared to respond.In this episode of CISO Tradecraft, G Mark Hardy sits down with Nate Lee to explore smarter, more effective approaches to TPRM. Drawing on his experience as a CISO and entrepreneur, Nate shares practical strategies for automating assessments, asking more meaningful security questions, and using AI to reduce friction while improving insight. The conversation offers actionable guidance for buyers and vendors to streamline TPRM, focus on real risk, and build stronger, more scalable security programs.Nate Lee - https://www.linkedin.com/in/natetrustmind/Nate Lee - nate@trustmind.com

You’re working longer hours than ever… yet somehow getting less done. Sound familiar? In this episode of CISO Tradecraft, we break down why busy has become the enemy of effectiveness and why “Busy is the New Stupid.” This isn’t about working harder or faster. It’s about understanding how your time gets attacked, how distractions persist, and how even high-performing leaders fall into productivity traps. We introduce a practical framework inspired by MITRE ATT&CK to show: How meetings, emails, and interruptions gain initial access to your day Why multitasking and constant context-switching kill execution How “always-on” culture and people-pleasing create persistence What effective CISOs do to defend their time and focus on impact, not noise If you’re a CISO, security leader, or executive who feels constantly busy but strategically behind, this episode will challenge how you think about productivity—and give you a better way forward. 👉 Grab the Busy Is the New Stupid template for free https://www.cisotradecraft.com/bitns 👉 Share what’s missing and help us evolve the framework 👉 Follow CISO Tradecraft for more insights on leadership, strategy, and security Because being busy isn’t the goal. Being effective is.

In this episode of CISO Tradecraft, hosts G Mark Hardy and Ross Young discuss the extensive redesign at CISO Tradecraft and introduce a series of free cybersecurity tools and templates available on their website. The tools, created with the help of AI, range from a Cybersecurity Budget Template and Gen AI Risk Assessment to a Personal Values Exercise and Process Improvement exercise. They also cover topics such as AI coding, CMMC Compliance, Cloud Security Alliance’s AI Control Matrix, and the Cyber Six Pack for improving vulnerability management. Additionally, they share insights on tools rationalization exercises, such as the cybersecurity murder board, and the importance of aligning tasks with personal values. Tune in for detailed walkthroughs of these innovative resources designed to enhance your cybersecurity strategies without breaking the bank. Templates can be found here: https://www.cisotradecraft.com/freetemplates