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Unsupervised Learning

Unsupervised Learning

Exploring the fascinating intersection of security, technology, and humans.

Daniel Miessler

541 episodesEN-USExplicit

Show overview

Unsupervised Learning has been publishing since 2015, and across the 11 years since has built a catalogue of 541 episodes. That works out to roughly 210 hours of audio in total. Releases follow a weekly cadence.

Episodes typically run twenty to thirty-five minutes — most land between 14 min and 30 min — though episode length varies meaningfully from one episode to the next. It is catalogued as a EN-US-language Technology show.

The show is actively publishing — the most recent episode landed 1 months ago, with 7 episodes already out so far this year. The busiest year was 2024, with 72 episodes published. Published by Daniel Miessler.

Episodes
541
Running
2015–2026 · 11y
Median length
22 min
Cadence
Weekly

From the publisher

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.

Latest Episodes

View all 541 episodes

Most Companies Aren't Anywhere Near Ready for AI

May 3, 20265 min

We're All Building a Single Digital Assistant

Apr 15, 202632 min

Why AI Will Replace Knowledge Workers

A longer form discussion on exactly how and why AI will replace knowledge workers.Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Mar 21, 20261h 16m

Why I Believe in SOTA Models Over Custom Ones

I think the future is cheaper and Open Source SOTA models combined with context, not custom, narrow models.Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Mar 11, 20261 min

AI Quality Inversion

A troubling thought about what we will think about high-quality content in the future. Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Mar 6, 20261 min

The Great Transition

There are a bunch of different transitions happening right now—all at the same time, all (I think) heading in the same direction. Here is a long-form exploration of the various pieces.Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Feb 28, 20261h 24m

Starting 2026

A welcome back and early entry into 2026.  Sponsored by: Knocknoc!Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Jan 30, 202625 min

Judge AI based on Output, Not Mechanism

How we can use an output-based system to judge whether or not different kinds of technology achieve understanding or intelligence. Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Nov 22, 20256 min

Humans Need Entropy

How humans and AI models both share the weakness of deterioration without novel inputs. Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Nov 16, 20254 min

Why I Think Karpathy is Wrong on the AGI Timeline

Karpathy is confusing LLM limitations with AI system limitations, and that makes all the difference. Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Oct 20, 20259 min

Novelty Exploration vs. Pattern Exploitation

How going from exploration to exploitation can help you as both a consumer and creator of everything.Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Oct 15, 20253 min

Magnifying Time

Some thoughts on how novelty and attention magnify the time that we have. Become a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Oct 14, 20256 min

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 ManagementWhy 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 VelocityHow 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 SecurityWhy 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 FirstHow 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 MinutesWhy 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. 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 – Welcome and Harry’s Background01:07 – The Real Problem: Remediation vs. Prioritization04:31 – Breaking Down Vulnerability Context and Threat Intel05:46 – Connecting Vulnerabilities to Developers and Workflows08:01 – Why Traditional Vulnerability Management Fails10:29 – Startup Lessons and The State of AI Agents13:26 – DARPA’s AI Cybersecurity Competition14:29 – System Design: Deterministic Code vs. AI16:05 – How the Product Works and Data Sources18:01 – AI as “Extra Eyes and Hands” in Security20:20 – Breaking Barriers: Rethinking Scale with AI23:22 – Building World Models for Defense (and Attack)25:22 – Attackers Move Faster: Why Context Matters27:04 – Phishing at Scale with AI Agents31:24 – Shrinking Windows of Vulnerability: From Days to Minutes32:47 – What’s Next for Harry’s Work34:13 – Closing ThoughtsBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Sep 22, 202535 min

A Conversation With Grant Lee CO-Founder & CEO At Gamma

➡ Upgrade your presentations with Gamma, the best AI presentation maker: https://gamma.app In this conversation, I speak with Grant, co-founder of Gamma, about how their platform is transforming presentations and idea-sharing. Instead of starting with slides, Gamma helps you focus on the story first—then builds the visuals, structure, and delivery around it using AI. We talk about: From Slides to StoriesWhy presentations should begin with narrative flow and core ideas, not pre-existing slide templates. Gamma enables creators to design around the message rather than being trapped by the format. AI as Your Presentation PartnerHow Gamma acts like a personal design expert—adjusting layouts, visuals, and style in real time—similar to having a world-class presentation coach and designer by your side. Idea Propagation Beyond SlidesWhy Gamma isn’t just about “slides,” but about propagating ideas in the right medium: presentations, video overlays, mobile-first content, or even context-based imagery and clips. The Future of GammaWhere the platform is headed in the next few years, and how AI-driven storytelling will redefine the way we share ideas across industries. Subscribe to the newsletter:https://danielmiessler.com/subscribe Join the UL community:https://danielmiessler.com/upgrade Follow on X:https://x.com/danielmiessler Follow on LinkedIn:https://www.linkedin.com/in/danielmiessler Chapters: 00:00 – Introduction to Unsupervised Learning00:17 – Welcome Grant and Gamma’s Background01:31 – AI Trends Driving Presentation Innovation03:20 – Story First: Rethinking Workflow Beyond Slides04:29 – Building Narrative Flow Before Design07:42 – Gamma as an AI Presentation Partner09:43 – What Gamma Does Differently from Other Tools12:27 – Idea Propagation: Matching Message, Medium, and Audience13:23 – Enhancing Presentations with Images, Clips, and Context15:15 – Current Graphics and Animation Options17:03 – Most Popular and Favorite Features in Gamma18:05 – What’s Coming Soon in Gamma19:08 – The Future of Idea Propagation with AI20:46 – Where to Learn More About Gamma21:21 – Closing ThoughtsBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Sep 18, 202521 min

UL NO. 497: STANDARD EDITION | More NPM Shenanigans, I Open Sourced Kai, Blood Work Results, Finding Vulns in a 10-line Prompt, and more...

UL NO. 497: STANDARD EDITION | More NPM Shenanigans, I Open Sourced Kai, Blood Work Results, Finding Vulns in a 10-line Prompt, and more... Read this episode online: https://newsletter.danielmiessler.com/p/ul-497 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.

Sep 10, 202537 min

UL NO. 496: STANDARD EDITION | New Video on Building my Personal AI System, Anthropic Reveals One-person Hacking Company using Claude, Pentagon Says China Keeps Penetrating, and more...

UL NO. 496: STANDARD EDITION | New Video on Building my Personal AI System, Anthropic Reveals One-person Hacking Company using Claude, Pentagon Says China Keeps Penetrating, and more... Read this episode online: https://newsletter.danielmiessler.com/p/ul-496 Personal AI Video I'm so excited about 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.

Sep 5, 20251h 2m

A Conversation with Michael Brown About Designing AI Systems

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. 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.

Aug 22, 202550 min

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...

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 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.

Aug 21, 20251h 38m

A Conversation With Sarit Tager from Prisma Cloud

➡ 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 DevOpsHow 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.   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 – Sarit’s Background and the Goal of Unifying Security Context01:50 – Building a Single Data Lake for Cloud, SOC, and AppSec04:28 – From Noise to Clarity: Fixing the Prioritization Problem in AppSec06:47 – Using Business Context to Drive Risk-Based Decisions10:18 – True App Ownership, Developer Velocity, and Aligning with Business Impact13:12 – Continuous Discovery and Bringing External Signals Into One View15:25 – Why App Grouping and Context-Rich Policies Increase Velocity17:58 – How Attackers Are Already Building Their Own Unified Context (UEC)20:45 – Prisma’s Control Points: IDE, PR, CI/CD, Image, Admission Control21:56 – Bringing In Data From External Scanners and Enriching Coverage24:23 – Ecosystem Signals, Query Language, and Intelligent Workflow Automation25:05 – Closing Thoughts: Security and Developers Working TogetherBecome a Member: https://danielmiessler.com/upgradeSee omnystudio.com/listener for privacy information.

Jul 29, 202525 min

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. 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 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.

Jul 17, 202522 min
2026 Daniel Miessler