A Conversation With Harry Wetherald CO-Founder & CEO At Maze

A Conversation With Harry Wetherald CO-Founder & CEO At Maze

➡ Stay Ahead of Cyber Threats with AI-Driven Vulnerability Management with Maze:
https://mazehq.com/

In this conversation, I speak with Harry about how AI is transforming vulnerability management and application security. We explore how modern approaches can move beyond endless reports and generic fixes, toward real context-aware workflows that actually empower developers and security teams.

We talk about:

The Real Problem in Vulnerability Management
Why remediation—not just prioritization—remains the toughest challenge, and how AI can help bridge the gap between vulnerabilities and the developers who need to fix them.

Context, Ownership, and Velocity
How linking vulnerabilities to the right applications and teams inside their daily tools (like GitHub) reduces friction, speeds up patching, and improves security without slowing developers down.

AI Agents and the Future of Security
Why we should think of AI agents as “extra eyes and hands,” and how they’re reshaping everything from threat detection to system design, phishing campaigns, and organizational defense models.

Attackers Move First
How attackers are already building unified world models of their targets using AI, and why defenders need to match (or exceed) this intelligence to stay ahead.

From Days to Minutes
Why the tolerance for vulnerability windows is shrinking fast, and how automation and AI are pushing us toward a future where hours—or even minutes—make the difference.

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Chapters:

00:00 – Welcome and Harry’s Background
01:07 – The Real Problem: Remediation vs. Prioritization
04:31 – Breaking Down Vulnerability Context and Threat Intel
05:46 – Connecting Vulnerabilities to Developers and Workflows
08:01 – Why Traditional Vulnerability Management Fails
10:29 – Startup Lessons and The State of AI Agents
13:26 – DARPA’s AI Cybersecurity Competition
14:29 – System Design: Deterministic Code vs. AI
16:05 – How the Product Works and Data Sources
18:01 – AI as “Extra Eyes and Hands” in Security
20:20 – Breaking Barriers: Rethinking Scale with AI
23:22 – Building World Models for Defense (and Attack)
25:22 – Attackers Move Faster: Why Context Matters
27:04 – Phishing at Scale with AI Agents
31:24 – Shrinking Windows of Vulnerability: From Days to Minutes
32:47 – What’s Next for Harry’s Work
34:13 – Closing Thoughts

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Episoder(531)

UL NO. 483 | STANDARD EDITION: A Chrome 0-Day, Meta Automates Security Assessments, New Essays, My New Video on Hacking with AI, Ukraine's Asymmetrical Attack, Thoughts on My AI Skeptical Friends, The Dangers of Winning the Wrong Game, and more...

UL NO. 483 | STANDARD EDITION: A Chrome 0-Day, Meta Automates Security Assessments, New Essays, My New Video on Hacking with AI, Ukraine's Asymmetrical Attack, Thoughts on My AI Skeptical Friends, The Dangers of Winning the Wrong Game, and more...

A Chrome 0-Day, Meta Automates Security Assessments, New Essays, My New Video on Hacking with AI, Ukraine's Asymmetrical Attack, Thoughts on My AI Skeptical Friends, The Dangers of Winning the Wrong Game, and more... You are currently listening to the Standard version of the podcast, consider upgrading and becoming a member to unlock the full version and many other exclusive benefits here: https://newsletter.danielmiessler.com/upgrade Read this episode online: https://newsletter.danielmiessler.com/p/ul-483 Subscribe to the newsletter at:https://danielmiessler.com/subscribe Join the UL community at:https://danielmiessler.com/upgrade Follow on X:https://x.com/danielmiessler Follow on LinkedIn:https://www.linkedin.com/in/danielmiesslerBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

5 Jun 31min

The Future of Hacking is Context

The Future of Hacking is Context

Sponsored by Vanta. Vanta takes the busywork out of GRC so you can focus on what actually matters—improving your security, not chasing compliance. https://ul.live/vanta This isn’t just another AI podcast. It’s about the deeper shift that’s happening in cybersecurity—away from individual tools and dashboards, and toward real-time, comprehensive world models of what we’re trying to protect or attack. I'll walk through how I came to this idea, what it means for security assessments, red teaming, vuln management, and beyond—and why context, not AI, is the actual revolution. 📽️Check out the full video here: https://youtu.be/UwTTcka1Wd8 Topics covered: Why the core problem in security is organizational knowledge Unified Entity Context (UEC) as the future architecture Modular, AI-augmented security stacks Why every attacker and defender will soon be running one How this flips the AI conversation on its head If you care about where hacking, automation, and AI are headed—this is the blueprint. 📬Subscribe for updates about trends and ideas in Cybersecurity, National Security, AI, Technology, and Society👇🏼 https://newsletter.danielmiessler.com/ 👉🏻 X (Twitter): https://ul.live/x 👉🏻 Instagram: https://ul.live/ig 👉🏻 BlueSky: https://ul.live/bluesky 👉🏻 LinkedIn: https://ul.live/liBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

3 Jun 33min

UL NO. 482 | STANDARD EDITION: AI Finds an 0-Day!, Postman Leaking Secrets, High Agency Mental Model, My Unified Entity Context Video, Github MCP Leaks Private Repos, Google vs. OpenAI vs. Apple on AI Vision, and more...

UL NO. 482 | STANDARD EDITION: AI Finds an 0-Day!, Postman Leaking Secrets, High Agency Mental Model, My Unified Entity Context Video, Github MCP Leaks Private Repos, Google vs. OpenAI vs. Apple on AI Vision, and more...

AI Finds an 0-Day!, Postman Leaking Secrets, High Agency Mental Model, My Unified Entity Context Video, Github MCP Leaks Private Repos, Google vs. OpenAI vs. Apple on AI Vision, and more... You are currently listening to the Standard version of the podcast, consider upgrading and becoming a member to unlock the full version and many other exclusive benefits here: https://newsletter.danielmiessler.com/upgrade Read this episode online: https://newsletter.danielmiessler.com/p/ul-482 Subscribe to the newsletter at:https://danielmiessler.com/subscribe Join the UL community at:https://danielmiessler.com/upgrade Follow on X:https://x.com/danielmiessler Follow on LinkedIn:https://www.linkedin.com/in/danielmiesslerBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

30 Mai 31min

Unified Entity Context

Unified Entity Context

🔹 Thanks to ProjectDiscovery for sponsoring today’s video. I've been using their tools like Nuclei and Subfinder for years, and now they’ve brought that power to the cloud with a full vulnerability management platform. ➡ Try it yourself at https://ul.live/PD1 For over a decade, I've been exploring how AI and context intersect—and I believe Unified Entity Context (UEC) is the key to unlocking what comes next. In this podcast, I walk through my journey—from security assessments and AI-powered tools to building real-world demos like Alma and Threshold. The core idea? That most hard decisions are only hard because we lack the necessary context. With rich, accurate, and fresh context, even complex decisions become simple. If you're building in security, investing in AI, or just trying to understand where things are heading, this concept might reframe everything. Check out the full video here: https://youtu.be/IHUqk90ch7IBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

15 Mai 30min

Reviewing RSA 2025 with Jason Haddix

Reviewing RSA 2025 with Jason Haddix

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.comBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

8 Mai 1h 21min

A Conversation with Bar-El Tayouri from Mend.io

A Conversation with Bar-El Tayouri from Mend.io

➡ 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 GovernanceWhy 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. Subscribe to the newsletter at:https://danielmiessler.com/subscribe Join the UL community at:https://danielmiessler.com/upgrade Follow on X:https://x.com/danielmiessler Follow on LinkedIn:https://www.linkedin.com/in/danielmiessler Chapters: 00:00 - From Game Hacking to AI Security: Barel’s Tech Journey03:51 - Why Application Security Is Still the Most Exciting Challenge04:39 - The Real AppSec Bottleneck: Prioritization, Not Detection06:25 - Explosive Growth of AI Components Inside Applications12:48 - Why MCP Servers Are a Massive Blind Spot in AI Security15:02 - Guardrails Aren’t Keeping Up With Agent Power16:15 - Why AI Security Is Maturing Faster Than Previous Tech Waves20:59 - Traditional AppSec Tools Can’t Handle AI Risk Detection26:01 - How Mend Maps, Discovers, and Simulates AI Threats34:02 - What Ideal Customers Ask For When Securing AI38:01 - Beyond Guardrails: Mend’s Guide Rails for In-Code Mitigation41:49 - Multi-Agent Systems Are the Next Security Nightmare45:47 - Final Advice for CISOs: Enable, Don’t Disable DevelopersBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

6 Mai 45min

The 4 AAAAs of the AI ECOSYSTEM: Assistants, APIs, Agents, and Augmented Reality

The 4 AAAAs of the AI ECOSYSTEM: Assistants, APIs, Agents, and Augmented Reality

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 LifeYour 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 ThingsEverything 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 TogetherAgents 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. Subscribe to the newsletter at:https://danielmiessler.com/subscribe Join the UL community at:https://danielmiessler.com/upgrade Follow on X:https://x.com/danielmiessler Follow on LinkedIn:https://www.linkedin.com/in/danielmiessler See you in the next one! Chapters: 00:00 - The AI Ecosystem We’re Building Without Realizing It01:33 - Assistant: Your Most Powerful Digital Companion03:08 - APIs: How DAs Interact with the World07:54 - Agents: The Step Beyond Automation11:00 - Augmented Reality: The Interface Layer of the AI Ecosystem14:20 - Combining APIs, Agents, and UI for Real-Time Situational Awareness17:17 - Summary: A Unified Ecosystem Driven by the Four A’s23:36 - Industry Trends: How Companies Like OpenAI, Apple, and Meta Fit In25:11 - Final Thoughts on Timelines, Winners, and Interpreting AI NewsBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

22 Apr 27min

Using the Smartest AI to Rate Other AI

Using the Smartest AI to Rate Other AI

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 AnotherThe 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 SystemModels 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 EvaluationThe 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. Subscribe to the newsletter at:https://danielmiessler.com/subscribe Join the UL community at:https://danielmiessler.com/upgrade Follow on X:https://x.com/danielmiessler Follow on LinkedIn:https://www.linkedin.com/in/danielmiessler See you in the next one!Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

19 Apr 9min

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