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Daniel Miessler

Unsupervised Learning is about ideas and trends in Cybersecurity, National Security, AI, Technology, and Culture—and how best to upgrade ourselves to be ready for what's coming.

Unsupervised Learning

In this episode of Unsupervised Learning, I sit down with Michael Brown, Principal Security Engineer at Trail of Bits, to dive deep into the design and lessons learned from the AI Cyber Challenge (AIxCC). Michael led the team behind Buttercup, an AI-driven system that secured 2nd place overall.
 
We discuss:
 
-The design philosophy behind Buttercup and how it blended deterministic systems with AI/ML 
-Why modular architectures and “best of both worlds” approaches outperform pure LLM-heavy -designs 
-How large language models performed in patch generation and fuzzing support 
-The risks of compounding errors in AI pipelines — and how to avoid them 
-Broader lessons for applying AI in cybersecurity and beyond 

If you’re interested in AI, security engineering, or system design at scale, this conversation breaks down what worked, what didn’t, and where the field is heading.
 
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A Conversation with Michael Brown About Designing AI Systems

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-494
 
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UL NO. 494: STANDARD EDITION | AI Finds a P1, I Missed Chartbeat So I Made My Own, XBow Open-Sources Their AI Bot, and more...

➡ Prevent Risk At The Source with Cortex Cloud: https://www.paloaltonetworks.com/cortex/cloud/application-security
 
In this sponsored conversation, I speak with Sarit Tager, VP of Product Management at Palo Alto Networks, about how Prisma Cloud and their new ASPM solution are transforming cloud and application security by unifying data and deeply integrating business context into AppSec workflows.
 
We talk about:
 
Unifying AppSec, Cloud, and SOC into One Data Lake
 How Palo Alto merged their products into a single system that consolidates runtime, code, identity, cloud, and SOC data, allowing for true context-aware risk prioritization and faster response times across the board.
 
From Detection to Dynamic Prevention
 Why the future of application security isn’t just about discovering vulnerabilities, but enforcing smart, context-based guardrails during development, CI/CD, and build processes to prevent issues before they reach production.
 
AI-Powered Insight and the Future of Secure DevOps
How their system uses AI to analyze the full security posture, enrich findings, simulate attack paths, and recommend precise mitigations. The platform even helps guide security and engineering teams through better workflows, boosting velocity, and not blocking it.
 
 
 
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Chapters:
 
00:00 – Sarit’s Background and the Goal of Unifying Security Context
01:50 – Building a Single Data Lake for Cloud, SOC, and AppSec
04:28 – From Noise to Clarity: Fixing the Prioritization Problem in AppSec
06:47 – Using Business Context to Drive Risk-Based Decisions
10:18 – True App Ownership, Developer Velocity, and Aligning with Business Impact
13:12 – Continuous Discovery and Bringing External Signals Into One View
15:25 – Why App Grouping and Context-Rich Policies Increase Velocity
17:58 – How Attackers Are Already Building Their Own Unified Context (UEC)
20:45 – Prisma’s Control Points: IDE, PR, CI/CD, Image, Admission Control
21:56 – Bringing In Data From External Scanners and Enriching Coverage
24:23 – Ecosystem Signals, Query Language, and Intelligent Workflow Automation
25:05 – Closing Thoughts: Security and Developers Working Together

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A Conversation With Sarit Tager from Prisma Cloud

UL NO. 489: STANDARD EDITION | My personal toolchain updates, Google tracking through DuckDuckGo, Anthropic’s Pentagon Deal, Grok4 NSFW, Substack Crushes WSJ, 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-489
 
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See omnystudio.com/listener for privacy information.

UL NO. 489: STANDARD EDITION | My personal toolchain updates, Google tracking through DuckDuckGo, Anthropic’s Pentagon Deal, Grok4 NSFW, Substack Crushes WSJ, and more...

UL NO. 488: STANDARD EDITION | Google Granting Confusing Access to Gemini, A New Favorite Creator, Russia's new Autonomous Drones, Claude Code Madness and Neovim Config, 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-488
 
Subscribe to the newsletter at:
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Join the UL community at:
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See omnystudio.com/listener for privacy information.

UL NO. 488: STANDARD EDITION | Google Granting Confusing Access to Gemini, A New Favorite Creator, Russia's new Autonomous Drones, Claude Code Madness and Neovim Config, and more...

UL NO. 487: STANDARD EDITION: Iranian Critical Infra Attacks, Insane Recent Productivity, A Chinese Mosquito Drone, Marcus's Response to Our AI Debate, "Context Engineering" Ain't It, 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-487
 
Subscribe to the newsletter at:
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Join the UL community at:
https://danielmiessler.com/upgrade
 
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Follow on LinkedIn:
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Become a Member: https://danielmiessler.com/upgrade

See omnystudio.com/listener for privacy information.

UL NO. 487: STANDARD EDITION: Iranian Critical Infra Attacks, Insane Recent Productivity, A Chinese Mosquito Drone, Marcus's Response to Our AI Debate, "Context Engineering" Ain't It, and more...

Marcus and I debate AIs capabilities from nearly polar opposite ends. He thinks it's basically autocomplete, and I think it's the most important tech we've ever built as humans.
 
It was a fantastic, and very civil conversation, so thanks to Marcus for that, and we're already planning on Part 2.
 
This two-hour discussion covers:
 
🧠 The real risks of AI vs. the imagined ones
🔐 How security researchers view AI's capabilities
🤖 The blurry line between useful and dangerous automation 
⚖️ Bias, alignment, and who gets to control intelligence 
📉 Whether AI might ultimately collapse under its own complexity
 
Marcus Hutchins is best known for stopping the WannaCry ransomware attack and brings a sharp, skeptical perspective to AI.
 
Marcus' Website: https://marcushutchins.com
 
Watch the interview on YouTube: https://youtu.be/I9-iD_rLRjA
 
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https://www.linkedin.com/in/malwaretech/

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An AI Debate with Marcus Hutchins

UL NO. 486: STANDARD EDITION: Fully Automated AI Malware (Binary and Web), My Debate with Marcus Hutchins on AI, The 'Did You Notice?' Psyop, The METR AI Metric for Longterm Tasks, 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-486
 
Subscribe to the newsletter at:
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See omnystudio.com/listener for privacy information.

UL NO. 486 STANDARD EDITION: Fully Automated AI Malware (Binary and Web), My Debate with Marcus Hutchins on AI and more

STANDARD EDITION: Netflix RCE, My Current AI Stack, All-in on Claude Code, 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-485
 
Subscribe to the newsletter at:
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Join the UL community at:
https://danielmiessler.com/upgrade
 
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Follow on LinkedIn:
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Become a Member: https://danielmiessler.com/upgrade

See omnystudio.com/listener for privacy information.

UL NO. 485: STANDARD EDITION: Netflix RCE, My Current AI Stack, All-in on Claude Code, and more...

UL NO. 484: STANDARD EDITION: OpenAI's Malicious AI Report, Disappointed with WWDC, AI's First Actual Science Breakthrough, 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-484
 
Subscribe to the newsletter at:
https://danielmiessler.com/subscribe
 
Join the UL community at:
https://danielmiessler.com/upgrade
 
Follow on X:
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Follow on LinkedIn:
https://www.linkedin.com/in/danielmiessler

Become a Member: https://danielmiessler.com/upgrade

See omnystudio.com/listener for privacy information.

UL NO. 489: STANDARD EDITION | My personal toolchain updates, Google tracking through DuckDuckGo, Anthropic’s Pentagon Deal, Grok4 NSFW, Substack Crushes WSJ, and more...

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