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Why have security awareness training programs failed? Maybe we need to understand human psychology. Humans don't like tricks, or to be shamed, or negative emotions. Humans want to be rewarded, but yet our training and phishing programs are not built for reward. Maybe it's time to rethink cyber literacy. Craig Taylor, CEO and Co-founder at CyberHoot, joins Business Security Weekly to discuss why we need to shift our Cyber Literacy industry from shame and punishment towards gamification, positive reinforcement, and small rewards. If we truly aspire to change behaviors, then we need a different approach. Craig will discuss how a multi-disciplinary approach rooted in science is the future of training and phishing programs. Segment Resources: Individual Registration (Free Personal Training for Life): https://cyberhoot.com/individuals/ Newsletter Registration: https://cyberhoot.com/newsletters/ Blog Articles: https://cyberhoot.com/blog/ Cybrary (Library of 1000+ Cybersecurity Terms in non-technical language): https://cyberhoot.com/cybrary/ Special Podcast Offer: 20% off CyberHoot for 1 year using the podcast's unique coupon code: "Business Security Weekly" From Reactive to Autonomous: Real-Time Endpoint Intelligence in the Age of AI As organizations experiment with agentic AI and autonomous security operations, many are discovering a difficult reality: AI is only as effective as the data and visibility behind it. Yet most enterprises still struggle to answer basic questions about their endpoints in real time. In this conversation, we'll explore how IT and security teams are evolving from reactive operations toward proactive, preventative, and ultimately autonomous models. The journey begins with real-time endpoint intelligence—the ability to see, understand, and act across every endpoint in seconds. This segment is sponsored by Tanium. Visit https://securityweekly.com/taniumrsac to learn more about them! Hard Truths: The Lies We Keep Buying in Cybersecurity Cybersecurity isn't broken because of a lack of technology—it's broken because the industry avoids hard truths. Fear still drives budgets. AI is oversold as a cure‑all while foundations remain weak, and CISOs are held accountable without the authority to change outcomes. In this conversation, Illumio CEO and founder Andrew Rubin breaks down what must change to build real resilience—because the next breach won't just impact the business, it could end a career. For more information about Illumio, please visit: https://securityweekly.com/illumiorsac Show Notes: https://securityweekly.com/bsw-444

So you want to be a CISO? Do you know what that role entails? It depends on a number of factors, including industry, country location, technical vs. business, and more. Each position is more different than you think. Joanna Chen, Chief Information Security Officer at Dashlane, joins Business Security Weekly to discuss why not all CISO gigs are created equal. As a "technical" CISO in a foreign country, Joanna realized that not all of her peers came from a technical background, like herself. It's a broad world and the CISO role varies a lot. Joanna will discuss how to understand the various CISO roles and discuss the skills that are makers and breakers. Managing Cyber Risk as Financially Motivated Attacks Grow The ransomware and eCrime landscape continue to evolve at a rapid pace. ESET's global research team has been closely following ransomware gang disruptions and their use of EDR Killers to disable cybersecurity tools. In this interview, Tony Anscombe will take a look into recent research, and explore how the industry and businesses are responding to combat financial risk and mitigate threats. This segment is sponsored by ESET. Visit https://securityweekly.com/esetrsac to learn more about them! Attack Surface Just Got a Copilot AI adoption is accelerating faster than most organizations can secure it — and the consequences are showing up in email inboxes, collaboration platforms, and the shadow tools employees use every day. According to Mimecast's State of Human Risk 2026, 80% of organizations are concerned about sensitive data exposure through generative AI tools, yet 60% still lack strategies to address AI-driven threats. The result is a growing gap between the security investments organizations are making and the protection they're actually getting. In this conversation, Rob Juncker will explore why human behavior has become the defining variable in enterprise cybersecurity, how shadow AI is creating new data exposure and insider risk vectors, and what it takes for security architectures to adapt in real time — without slowing down the business. This segment is sponsored by Mimecast. Visit https://securityweekly.com/mimecastrsac to learn more about them! Show Notes: https://securityweekly.com/bsw-443

Autonomous AI agents are creating a new attack surface for enterprise security teams, particularly as organizations deploy agents for operational tasks such as customer support automation, data analysis, and incident response. How can we align our Zero Trust initiatives to also address the emerging Agentic AI risks? John Bruggeman, Consulting CISO at CBTS, joins Business Security Weekly to discuss how your Zero Trust readiness can also prepare you for Agentic AI deployments. Organizations are granting agents access to sensitive systems without the security controls typically required for other Zero Trust initiatives. John will help educate CISOs on what they should be doing now to get ahead of the risk, including: Agent inventory Data security controls, including data model poisoning Agent identity controls, including authorization and access levels Infrastructure security controls, including MCP servers Why More Technology Hasn't Made Us More Secure Despite massive investment in cybersecurity tools, organizations remain vulnerable because their existing technologies are often misconfigured, poorly integrated, and disconnected from real operational risk. This keynote argues that complexity, human decision‑making, and gaps in execution—not a lack of products—are what truly empower attackers, especially as modern environments like cloud and SaaS expand the attack surface. Real security comes from simplifying, aligning, and expertly orchestrating what organizations already own, shifting the focus from buying tools to achieving disciplined, resilient outcomes grounded in breach reality. This segment is sponsored by Fenix24. Visit https://securityweekly.com/fenix24rsac to learn more about them! Downtime: The New Economic Threat Downtime is costing global enterprises hundreds of billions of dollars in losses annually. Caused by cyber incidents and software failures, enterprise CISOs are searching for strategies and solutions that will accelerate recovery and restoration of business operations after cyber disruptions render systems inoperable. This segment is sponsored by Absolute Security. Visit https://securityweekly.com/absolutersac to join The Resilient CISO Inner Circle! Show Notes: https://securityweekly.com/bsw-442

Most organizations don't fail because of technology. They fail because decision authority is unclear in the first critical minutes. "Being careful" is often interpreted as waiting for certainty, but that delay creates exposure. How should executives make decisions under pressure? Ann Marie van den Hurk, Founder at Mind The Gap Advisory, joins Business Security Weekly to discuss how executive paralysis leads to business damage. Ann Marie will discuss: Where Paralysis Actually Comes From What "Being Careful" Looks Like in Practice Why the First 20 Minutes Matter How Paralysis Becomes Business Damage Why Existing Plans Don't Hold What Actually Fixes It Then, we rebroadcast two interviews from RSAC 2026. Autonomous Intelligence and the Future of Digital Trust AI agents are no longer experimental tools — they are becoming autonomous participants in enterprise infrastructure. Acting independently, making decisions at machine speed, and interacting directly with sensitive systems, these agents fundamentally reshape the trust model that underpins modern organizations. As AI becomes embedded across operations, security must evolve from perimeter defense to continuous, identity-driven trust. This conversation explores what it means to build a resilient trust architecture for autonomous systems — one that ensures verifiable identity, constrained authority, accountability, and governance at scale. We'll examine how enterprises can balance innovation with control, prevent misuse or spoofed agents, and prepare for a future defined by machine-to-machine interactions. At stake is not just cybersecurity, but the integrity of digital trust itself. This segment is sponsored by DigiCert. Visit https://securityweekly.com/digicertrsac to learn more about them! Know Your AI Agents Through Visibility, Control, and Accountability AI agents are rapidly embedding into core enterprise workflows with broad access to sensitive systems and the ability to act autonomously, creating new challenges for security leaders tasked with enabling innovation while maintaining control. In this interview, Matt Immler will discuss why organizations must know about every agent operating in their environment and how to bring those agents under governance. This segment is sponsored by Okta. Visit https://securityweekly.com/oktarsac to learn more about them! Show Notes: https://securityweekly.com/bsw-441

With Q-day getting closer, regulatory guidance pushing firms to migrate to quantum security in the next five years, and an extensive remediation backlog waiting to be discovered, security leaders must start their quantum security migration today. Easier said than done. In this Say Easy, Do Hard segment, we discuss the quantum-safe journey using a framework for crypto-agility. In part 1, we define cryptographic agility, or crypto-agility for short, and why it's important. Crypto-agility is not just about transitioning to quantum-safe cryptography in the nimblest way possible, and it's not something that can be achieved merely by updating encryption algorithms and protocols. Instead, you need to adapt your organization's cryptographic architecture, automation, and governance to allow for greater control and flexibility. In part 2, we discuss a framework for discovery, prioritization, and remediation while keeping crypto-agility in mind. A quantum-safe journey requires: Inventory of Systems With Non-Quantum-Safe Algorithms And Protocols System Prioritization, Leading To A Migration Roadmap Remediation, Including Vendors And Partners Once a distant possibility, Q-Day is quickly approaching. Are you ready for 2030? Segment Resources: https://pqcc.org/wp-content/uploads/2025/05/PQC-Migration-Roadmap-PQCC-2.pdf https://pqcc.org/wp-content/uploads/2025/06/PQCC-Inventory-Workbook.xlsx https://qramm.org/learn/cryptoscan-guide.html https://research.ibm.com/blog/quantum-safe-cbomkit Show Notes: https://securityweekly.com/bsw-440

Security metrics often fail because they measure activity rather than actual risk, often failing to connect with business impact, making them difficult to explain to boards and executives. How do you build efffective metrics that are actionable, contextual, and valuable? Ben Wilcox, CTO & CISO at ProArch, joins Business Security Weekly to help us speak the language of the board. Ben will cover how to develop measurable, strategic, and AI-ready security metrics. In the leadership and communications segment, Only 30 minutes per quarter on cyber risk: Why CISO-board conversations are falling short, When the Team Gets the Recognition, Your Leadership Is Working, The communication lesson that changed my career, and more! Show Notes: https://securityweekly.com/bsw-439

AI has created a dilemma for security teams. Attackers are using AI to develop exploits to newly disclosed vulnerabilities faster than security teams can patch them. Security teams have not fully leveraged the capabilities of AI to autonomously prevent these attacks. Without a radical change in approach, organizations will be exposed to an exponentially increasing attack surface. How long can your organization tolerate being exploitable? Myke Lyons, CISO at Cribl, joins Business Security Weekly to discuss why organizations need to embrace AI to understand the behavior of attacks to effectively prevent them. For decades, we've focused on the Indicators of Compromise (IoCs) and have played whack-a-mole to try and patch them. Instead, we should focus on the Tactics, Techniques, and Procedures (TTPs) and leverage LLMs to understand the behavior of the attack. Once we understand the behaviors, we can implement preventative controls to minimize exposure. And yes, AI can also help us automate patching, when we're ready to trust it. In the leadership and communications segment, Your Risk Tolerance Has Changed. Does Your Leadership Team Know That? , The New Leadership Structures that Unblock Innovation, How CISOs can build a resilient workforce, and more! Show Notes: https://securityweekly.com/bsw-438

With the introduction of Agentic AI, autonomous "everything" is all the rage. But we've been burned by automation in the past. Remember the days of Intrusion Prevention Systems and why we never put them into blocking mode? Automation may be the future of security and IT operations, but the path to autonomous "everything" must be earned. How do you build autonomous capabilities with confidence and trust? Tim Morris, Financial Services Strategist at Tanium, joins Business Security Weekly to discuss how teams can introduce autonomous capabilities in a crawl-walk-run progression that builds trust over time. Automation is not about laying off employees, it's about efficiency and speed. Tim will guide us on a journey to build automation we can trust that allow us to reduce repetitive work and minimize human error without creating fear of "machine mistakes." This segment is sponsored by Tanium. Visit https://securityweekly.com/tanium to learn more about them! In the leadership and communications segment, Boards don't need cyber metrics — they need risk signals, Why Cybersecurity Is Now a Business Strategy, Not Just IT?, Where Senior Leaders Are Struggling with AI Adoption, According to Research, and more! Show Notes: https://securityweekly.com/bsw-437

Most organizations view security as a cost center, a "check-the-box" expense rather than a strategic investment. This mindset leads to chronic underfunding, reactive, panic-driven decision-making, and high staff turnover. It also hampers innovation, strategic initiatives, and customer trust. What if security was viewed as a business enabler, not a cost center? Elyse Gunn, CISO at Nasuni, joins Business Security Weekly to discuss how to make security a business enabler, turning security from a cost center into a profit center. Elyse discusses why aligning security initiatives to business drivers is the key to addressing trust, both internally and externally, and how it solves the biggest security priorities for organizations, including: Data Privacy AI Security, and Nth Party Risk In the leadership and communications segment, With CISOs stretched thin, re-envisioning enterprise risk may be the only fix, To Lead Through Uncertainty, Unlearn Your Assumptions, Leaders, Consider Pausing Before Acting on Employee Feedback, and more! Show Notes: https://securityweekly.com/bsw-436

The Security Weekly 25 index and the NASDAQ diverge. Funding and acquisitions continue shift to AI. Are security stocks out of favor? Netskope enters the index, but does not replace CyberArk, as Thoma Bravo buys Verint. We'll dig into all of this and more! The index is now made up of the following 25 stocks: SAIL Sailpoint Inc PANW Palo Alto Networks Inc CHKP Check Point Software Technologies Ltd RBRK Rubrik Inc GEN Gen Digital Inc FTNT Fortinet Inc AKAM Akamai Technologies Inc FFIV F5 Inc ZS Zscaler Inc OSPN Onespan Inc LDOS Leidos Holdings Inc QLYS Qualys Inc NTSK Netskope Inc CYBR Cyberark Software Ltd TENB Tenable Holdings Inc OKTA Okta Inc S SentinelOne Inc NET Cloudflare Inc CRWD Crowdstrike Holdings Inc NTCT NetScout Systems Inc VRNS Varonis Systems Inc RPD Rapid7 Inc FSLY Fastly Inc RDWR Radware Ltd ATEN A10 Networks Inc Show Notes: https://securityweekly.com/bsw-435

Quantum security has gone from being a theoretical idea filed away for some unknown future date to an urgent requirement driven by quantum computing advances and government and industry guidance. The thought of nation-state adversaries with a quantum computer that can conduct harvest-now-decrypt later attacks and forge digital signatures makes the threat more real than ever to executives, who have started to ask security leaders, "Are we quantum safe?" With Q-day estimates now within 10 years and moving ever closer — and with NIST deprecating existing asymmetric algorithm support in 2030 (and disallowing it entirely by 2035), as well as the increasing nation-state threat — what should security leaders be doing now? Sandy Carielli, VP, Principal Analyst at Forrester Research, joins Business Security Weekly to discuss why technology leaders must work together to prepare for Q-Day. Addressing quantum security requirements is not just a job for the security team. Security, infrastructure, development, emerging tech, risk, and procurement have roles to play in executing a holistic quantum security strategy. Sandy will cover their report, which security leaders should use, to gain executive buy-in and build and execute a quantum security migration plan with stakeholders across the organization. Segment Resources: https://www.forrester.com/report/technology-leaders-must-work-together-to-prepare-for-q-day/RES191420 https://www.forrester.com/blogs/create-a-cross-functional-q-day-team-or-suffer-a-hard-days-night/ In the leadership and communications segment, The Cybersecurity Reckoning: How CISOs Are Preparing for an Era of AI-Driven Threats and Quantum Disruption, Should I stay or should I go?, Are Legacy Metrics Derailing Your Transformation?, and more! Show Notes: https://securityweekly.com/bsw-434

For decades, leadership was judged by outputs such as profit, speed, and results. But the real competitive advantage now lies beneath the surface of your P&L: Your culture, trust, and psychology driving every decision, including cybersecurity. Hacia Atherton, the author of The Billion Dollar Blind$pot, joins Business Security Weekly to discuss the invisible human costs — fear, burnout, disengagement — quietly draining performance. She will discuss the silent costs of outdated leadership and gives you a playbook to fix them for good, including: Self Leadership Psychological Success with Emotional Mastery Co-designing a Culture to Thrive Leaders need to turn emotional intelligence into a measurable business strategy. Because emotional intelligence isn't optional anymore, it's operational. Segment Resources: https://www.haciaatherton.com/ https://www.haciaatherton.com/billion-dollar-blindspot https://www.instagram.com/hacia.atherton/ In the leadership and communications segment, CEOs and CISOs differ on AI's security value and risks, How to strategically balance cybersecurity investments, Succeeding as an Outsider in a Legacy Culture, and more! Show Notes: https://securityweekly.com/bsw-433

The top social engineering attacks involve manipulating human psychology to gain access to sensitive information or systems. The most prevalent methods include various forms of phishing, pretexting, and baiting, which are often used as initial entry points for more complex attacks like business email compromise (BEC) and ransomware deployment. How do you control what users click on? Even with integrated email solutions, like Microsoft 365, you can't control what they click on. They see a convincing email, are in a rush, or are simply distracted. Next thing you know, they enter their credentials, approve the MFA prompt—and just like that, the cybercriminals get in with full access to users' accounts. Is there anyway to stop this? Rob Allen, Chief Product Officer at ThreatLocker, joins Business Security Weekly to discuss how ThreatLocker Cloud Control leverages built-in intelligence to assess whether a connection from a protected device originates from a trusted network. By only allowing users from IP addresses and networks deemed trusted by ThreatLocker to get in—phishing and token theft attacks are rendered useless. So, no matter how successful cybercriminals are with their phishing attacks and token thefts—all their efforts are useless now. This segment is sponsored by ThreatLocker. Visit https://securityweekly.com/threatlocker to learn more about them! In the leadership and communications segment, Finance and security leaders are at odds over cyber priorities, and it's harming enterprises, The Importance of Strong Leadership in IT and Cybersecurity Teams, How CIOs [and CISOs] can retain talent as pay growth slows, and more! Show Notes: https://securityweekly.com/bsw-432

Key emerging risks include cybersecurity (41%) and Generative AI (Gen AI) (35%), both of which present challenges in skill development and retention. The growing reliance on external providers reflects these gaps. In two years, strategic risk has fallen 10% as technological advancements have shifted auditors' attention away from strategy. So what are the top concerns? Tim Lietz, National Practice Leader Internal Audit Risk & Compliance at Jefferson Wells, joins Business Security Weekly to discuss the shifting priorities for internal audit leaders, with technology, business transformation and digitization remaining central amid rising economic uncertainty. This reflects the broader economic challenges and uncertainties that organizations are facing in the current environment. Tim will discuss the need for enhanced skills inAI, cybersecurity and digital transformation and why Internal Audit is increasingly seen as a strategic partner in navigating transformation within their organizations. Segment Resources: - https://www.jeffersonwells.com/en/internal-audit-report-2025 In the leadership and communications segment, Conventional Cybersecurity Won't Protect Your AI, Will Cybersecurity Budgets Increase in 2026?, To Execute a Unified Strategy, Leaders Need to Shadow Each Other, and more! Show Notes: https://securityweekly.com/bsw-431

The three proactive security principles of visibility, prioritization, and remediation have always been the foundation of vulnerability management teams. But these teams face continuous challenges. How do you address these challenges? Erik Nost, Senior Analyst at Forrester, joins Business Security Weekly to break down the six questions that need to be answered for each proactive security principle: who, what, when, where, why, and how. The introduction of generative AI (genAI) into proactive security promises to provide a broader and speedier ability to answer these questions, providing further opportunities for the proactive security market to grow. In the leadership and communications segment, What the CEO and C-Suite Must Ask Before Building an AI Enabled Enterprise, Don't Underestimate the Value of Professional Friendships, What Kevin Bacon Can Teach You About Cybersecurity Career, and more! Show Notes: https://securityweekly.com/bsw-430