Episodios

  • Reviewing RSA 2025 with Jason Haddix
    May 8 2025

    What really happened at RSA 2024?

    Daniel Miessler and Jason Haddix break it down.

    Fresh off a whirlwind RSA week, Daniel sits down with Jason Haddix (Arcanum Information Security) to talk about what mattered—beyond the show floor noise. From off-site innovation summits to real-world AI implementation, this deep dive covers:

    -Where the real innovation happened (hint: not on the show floor)
    -Key takeaways from the OpenAI and Airbnb AI Security events
    -Jason’s talk on AI pentesting methodology and the Prompt Injection Taxonomy
    -The future of cybersecurity moats and the risk of AI-native disruption
    -Why agents aren’t the main character—data is -DARPA's AIxCC competition and the rise of Cyber Reasoning Systems
    -Challenges with evals, autonomous security workflows, and VDP backlash -Behind the scenes at RSA: puppies, parties, burnout, and brutal honesty

    They also explore content creation, the future of platform-native context, and why being opinionated (with receipts) matters more than ever in security and tech.

    Jason's Company https://arcanum-sec.com

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    1 h y 22 m
  • A Conversation with Bar-El Tayouri from Mend.io
    May 6 2025

    ➡ Get full visibility, risk insights, red teaming, and governance for your AI models, AI agents, RAGs, and more—so you can securely deploy AI powered applications with ul.live/mend

    In this episode, I speak with Bar-El Tayouri, Head of AI Security at Mend.io, about the rapidly evolving landscape of application and AI security—especially as multi-agent systems and fuzzy interfaces redefine the attack surface.

    We talk about:

    • Modern AppSec Meets AI Agents
    How traditional AppSec falls short when it comes to AI-era components like agents, MCP servers, system prompts, and model artifacts—and why security now depends on mapping, monitoring, and understanding this entire stack.

    • Threat Discovery, Simulation, and Mitigation
    How Mend’s AI security suite identifies unknown AI usage across an org, simulates dynamic attacks (like prompt injection via PDFs), and provides developers with precise, in-code guidance to reduce risk without slowing innovation.

    • Why We’re Rethinking Identity, Risk, and Governance
    Why securing AI systems isn’t just about new threats—it’s about re-implementing old lessons: identity access, separation of duties, and system modeling. And why every CISO needs to integrate security into the dev workflow instead of relying on blunt-force blocking.

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    Chapters:

    00:00 - From Game Hacking to AI Security: Barel’s Tech Journey
    03:51 - Why Application Security Is Still the Most Exciting Challenge
    04:39 - The Real AppSec Bottleneck: Prioritization, Not Detection
    06:25 - Explosive Growth of AI Components Inside Applications
    12:48 - Why MCP Servers Are a Massive Blind Spot in AI Security
    15:02 - Guardrails Aren’t Keeping Up With Agent Power
    16:15 - Why AI Security Is Maturing Faster Than Previous Tech Waves
    20:59 - Traditional AppSec Tools Can’t Handle AI Risk Detection
    26:01 - How Mend Maps, Discovers, and Simulates AI Threats
    34:02 - What Ideal Customers Ask For When Securing AI
    38:01 - Beyond Guardrails: Mend’s Guide Rails for In-Code Mitigation
    41:49 - Multi-Agent Systems Are the Next Security Nightmare
    45:47 - Final Advice for CISOs: Enable, Don’t Disable Developers

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    46 m
  • The 4 AAAAs of the AI ECOSYSTEM: Assistants, APIs, Agents, and Augmented Reality
    Apr 22 2025

    In this episode, I break down what I believe is the emerging structure of the AI-powered world we're all building—consciously or not. I call it the “Four A’s”: Assistants, APIs, Agents, and Augmented Reality. This framework helps make sense of recent developments and where it’s all headed.

    I talk about:

    1. Digital Assistants That Understand and Optimize Your Life
    Your DA (like “Kai”) will know your goals, preferences, health, schedule, and context—and proactively optimize your day, from filtering messages to planning meals or surfacing relevant information in real time.

    2. APIs and the Real Internet of Things
    Everything becomes an API—from businesses to people to physical objects. Your assistant interacts with these APIs to act on your behalf, turning the world into a navigable ecosystem of services, tools, and resources.

    3. Agents and AR Bringing It All Together
    Agents act autonomously to complete multi-step goals, and AR glasses will display their outputs contextually as you move through the world.

    These systems will collaborate, search, and act—quietly transforming how we live, work, and perceive reality.

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    See you in the next one!

    Chapters:

    00:00 - The AI Ecosystem We’re Building Without Realizing It
    01:33 - Assistant: Your Most Powerful Digital Companion
    03:08 - APIs: How DAs Interact with the World
    07:54 - Agents: The Step Beyond Automation
    11:00 - Augmented Reality: The Interface Layer of the AI Ecosystem
    14:20 - Combining APIs, Agents, and UI for Real-Time Situational Awareness
    17:17 - Summary: A Unified Ecosystem Driven by the Four A’s
    23:36 - Industry Trends: How Companies Like OpenAI, Apple, and Meta Fit In
    25:11 - Final Thoughts on Timelines, Winners, and Interpreting AI News

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    27 m
  • Using the Smartest AI to Rate Other AI
    Apr 19 2025

    In this episode, I walk through a Fabric Pattern that assesses how well a given model does on a task relative to humans. This system uses your smartest AI model to evaluate the performance of other AIs—by scoring them across a range of tasks and comparing them to human intelligence levels.

    I talk about:

    1. Using One AI to Evaluate Another
    The core idea is simple: use your most capable model (like Claude 3 Opus or GPT-4) to judge the outputs of another model (like GPT-3.5 or Haiku) against a task and input. This gives you a way to benchmark quality without manual review.

    2. A Human-Centric Grading System
    Models are scored on a human scale—from “uneducated” and “high school” up to “PhD” and “world-class human.” Stronger models consistently rate higher, while weaker ones rank lower—just as expected.

    3. Custom Prompts That Push for Deeper Evaluation
    The rating prompt includes instructions to emulate a 16,000+ dimensional scoring system, using expert-level heuristics and attention to nuance. The system also asks the evaluator to describe what would have been required to score higher, making this a meta-feedback loop for improving future performance.

    Note: This episode was recorded a few months ago, so the AI models mentioned may not be the latest—but the framework and methodology still work perfectly with current models.

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    10 m
  • A Conversation with Patrick Duffy from Material Security
    Apr 15 2025

    ➡ Secure what your business is made of with Martial Security:
    https://material.security/

    In this episode, I speak with Patrick Duffy from Material Security about modern approaches to email and cloud workspace security—especially how to prevent and contain attacks across platforms like Google Workspace and Microsoft 365.

    We talk about:

    • Proactive Security for Email and Cloud Platforms
    How Material goes beyond traditional detection by locking down high-risk documents and inboxes preemptively—using signals like time, access patterns, content sensitivity, and anomalous user behavior.

    • Real-World Threats and Lateral Movement
    What the team is seeing in the wild—from phishing and brute-force attacks to internal data oversharing—and how attackers are increasingly moving laterally through cloud ecosystems using a single set of compromised credentials.

    • Customizable, Context-Aware Response Workflows
    How Material helps teams right-size their responses based on risk appetite, enabling fine-grained actions like MFA prompts, access revocation, or full session shutdowns—triggered by dynamic, multi-signal rule sets.

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    Chapters:

    00:00 - Welcome & High-Level Overview of Material Security
    02:04 - Common Threats: Phishing and Lateral Movement in Cloud Office
    05:30 - Access Control in Collaborative Workspaces (2FA, Just-in-Time, Aging Content)
    08:43 - Connecting Signals: From Login to Exfiltration via Rule Automation
    12:25 - Real-World Scenario: Suspicious Login and Automated Response
    15:08 - Rules, Templates, and Customer Customization at Onboarding
    18:46 - Accidental Risk: Sensitive Document Sharing and Exposure
    21:04 - Security Misconfigurations and Internal Abuse Cases
    23:43 - Full Control Points: IP, Behavior, Classification, Sharing Patterns
    27:50 - Integrations, Notifications, and Real-Time Security Team Coordination
    31:13 - Lateral Movement: How Attacks Spread Across the Workspace
    34:25 - Use Cases Involving Google Gemini and AI Exposure Risks
    36:36 - Upcoming Features: Deeper Remediation and Contextual Integration
    39:30 - Closing Thoughts and Where to Learn More

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    27 m
  • AICAD: Artificial Intelligence Capabilities For Attack & Defense
    Apr 12 2025

    AI is changing cybersecurity at a fundamental level—but how do we decide what to build, and when? In this episode, I outline a structured way to think about AI for security: from foundational ideas to a future-proof system that can scale with emerging threats.

    Rethinking Human Workflows as Intelligence Pipelines
    By mapping tasks into visual workflows, we can pinpoint exactly where human intelligence is still required—and where AI agents are most likely to replace or enhance us.

    Using AI to Understand and Manage Organizational State
    I introduce the concept of AI state management: building systems that track your current and desired security posture in real time, and using AI to bridge the gap—automating insights, decisions, and even actions across your environment.

    Building a Cyber Defense Program Inspired by Attacker Playbooks
    Instead of waiting for threats, I propose a new framework based on attacker capabilities—what they wish they could do now and in the near future—and how to proactively prepare by building a continuously adapting AI-powered defense system.

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    Chapters:
    00:00 - Framing the Future: Two Key Questions on AI and Cybersecurity
    01:28 - Intelligence Pipelines: Visualizing Human Work as Replaceable Workflow
    06:10 - Theory of Constraints: How Attackers Are Bottlenecked by Human Labor
    10:42 - Defining Agents: What Makes AI Different From Traditional Automation
    12:08 - AI State Management: The Universal Use Case for Automated Intelligence
    16:53 - Real-World Demo: Unified Context AI for Security Program Management
    26:30 - Advanced Uses: Reassigning Projects, Updating KPIs, and Security Reports
    34:58 - Automating Security Questionnaires With AI Context Awareness
    38:43 - ACAD Framework: Predicting and Preparing for Future Attacker Capabilities
    47:40 - Defender Response: Building AI-Driven Red Teams and Internal UCCs
    52:25 - Final Answers: How Software and Security Change With AI Agents

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    43 m
  • A Possible Path to ASI
    Apr 8 2025

    The conversation around AGI and ASI is louder than ever—but the definitions are often abstract, technical, and disconnected from what actually matters. In this episode, I break down a human-centered way of thinking about these terms, why they’re important, and a system that could help us get there.

    I talk about:

    • A Better Definition of AGI and ASI
    Instead of technical abstractions, AGI is defined as the ability to perform most cognitive tasks as well as a 2022 U.S.-based knowledge worker. ASI is intelligence that surpasses that level. Framing it this way helps us immediately understand why it matters—and what it threatens.

    • Invention as the Core Output of Intelligence
    The real value of AGI and ASI is their ability to generate novel solutions. Drawing inspiration from the Enlightenment, we explore how humans innovate—and how we can replicate that process using AI, automation, and structured experimentation.

    • Scaling the Scientific Method with AI
    By building systems that automate idea generation, recombination, and real-world testing, we can massively scale the rate of innovation. This framework—automated scientific iteration—could be the bridge from human intelligence to AGI and beyond.

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    Chapters:

    00:00 - Why AGI and ASI Definitions Should Be Human-Centric
    01:55 - Defining AGI as a 2022-Era US Knowledge Worker
    03:04 - Defining ASI and Why It’s Harder to Conceptualize
    04:04 - The Real Reason to Care: AGI and ASI Enable Invention
    05:04 - How Human Innovation Happens: Idea Collisions and Enlightenment Lessons
    06:56 - Building a System That Mimics Human Idea Generation at Scale
    09:00 - The Challenge of Testing: From A/B Tests to Biotech Labs
    10:52 - Creating an Automated, Scalable Scientific Method With AI
    12:50 - A Timeline to AGI and ASI: Predictions for 2027–2030

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    11 m
  • A Conversation With Matt Muller From Tines
    Apr 1 2025

    ➡ Build, run, and monitor workflows with Tines at: tines.com

    In this episode, I speak with Matt Muller, Field CSCO at Tines, about how automation and AI are transforming security operations at scale.

    We talk about:

    • Tines' Mission to Eliminate Manual Security Work Through Automation
    How Tines helps security teams streamline incident response and workflow automation without needing to write code, saving time and reducing burnout.

    • Applying AI to Security Operations and Analyst Workflows
    How AI is used in phishing analysis, threat intel reporting, and data transformation—integrated safely into workflows using tools like Workbench with private LLMs.

    • Tines Workbench and the Future of Agentic AI
    How Workbench combines chat with deterministic automation to help analysts take action securely, and how Tines is exploring agentic AI to take automation even further.

    Chapters:

    00:00 - How Tines Automates Security to Solve SOC Burnout
    07:19 - The AI Arms Race: How Attackers and Defenders Are Evolving
    09:08 - Why Security Still Comes Down to Workflow, Logging, and Action
    13:41 - How CISOs Are Balancing AI Adoption and Enterprise Risk
    17:36 - Using AI in Tines to Transform and Automate Security Workflows
    20:40 - How AI Detects Business Email Compromise Better Than Rules
    25:26 - From Security to Data Pipelines: Tines as Workflow Orchestration
    28:59 - Inside Workbench: Secure AI-Powered Chat for Analysts
    36:00 - Automating Phishing Investigations with Trusted Tool Integrations
    39:19 - Where to Learn More and Try Tines for Free

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    40 m
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