Unsupervised Learning

101 episodes listed below

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Security, AI, and strategy in motion.

The gist

Unsupervised Learning follows the places where AI, security, infrastructure, and human judgment collide. Its standard episodes move through current signals and personal working notes, while conversation episodes linger on system design, security leadership, and applied AI.

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About Unsupervised Learning

Unsupervised Learning is a cybersecurity and technology analysis show with AI as its recurring pressure point. It is not only about tools. The show keeps asking what changes when AI becomes part of hacking, software work, research, prediction, security operations, and personal productivity. The standard episodes have a rapid, notebook-like rhythm. They move across security headlines, platform news, infrastructure risk, and the speaker’s own experiments with coding agents, newsletters, essays, videos, and workflows. That loose surface still has a clear center. The show is interested in leverage: where a new model, chip plant, exploit pattern, or automation loop changes what people can do. Recent material points repeatedly to AI malware, AI-assisted hacking, SaaS as an attack vector, a Chrome 0-day, critical infrastructure attacks, and the question of whether AI skepticism is missing something important. National-security concerns sit close to the technical ones. Taiwan, TSMC, Arizona semiconductor manufacturing, undersea cable drones, Ukraine’s asymmetrical attack, and Iranian critical infrastructure attacks all appear inside the same field of view. The show also makes room for arguments about meaning and self-management. Stoicism, relationships, sleep experiments, productivity bursts, prediction markets, and the phrase “post-AI world” are not side decorations; they are part of how the show frames readiness. Conversation episodes give the feed another shape. Michael Brown discusses AI and machine-learning security research, Buttercup, and the AI Cyber Challenge. Christine Gadsby from BlackBerry talks through AI in cybersecurity, security leadership pressure, outsourcing, boards, incident response, and threat hunting. Marcus Hutchins appears as a reference point in an AI debate, especially around skepticism, hype, scams, and malware research. The tone can be blunt and informal, but the show’s core appeal is analytical rather than theatrical. It suits a listener who wants technical signal mixed with strategic speculation and personal operating principles. It is especially useful for someone tracking AI’s effect on security work, software practice, and the wider systems that technology depends on.

Made for: Suits a listener who follows cybersecurity and AI closely and wants technical signals connected to infrastructure, national security, and practical adaptation. Best for someone comfortable with fast shifts between news, tools, arguments, and personal operating models.

What sets it apart: The show links hands-on AI and security concerns with wider strategic systems, from semiconductor manufacturing to prediction markets and critical infrastructure. Its edge comes from treating readiness as both a technical and human problem.

In their own words

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.

Why you'd press play

A suspicious political image gets its shadows checked, then your trust in visual evidence gets checked too.

Press play if you want

  • Daniel Miesler to ask a security leader where AI is useful before you buy the hype
  • an AI worker judged by how much cleanup you would still have to do
Read the full recommendation in PlayNext →
AI in cybersecurityAI malware and hackingnational security and infrastructuresemiconductor supply chainssecurity leadership pressureprediction marketsAI productivity workflowsstoicism and personal readiness

Talks about

Best episodes of Unsupervised Learning

Short reviews from the PlayNext desk, based on the episodes we processed.

UL NO. 465 | The SaaS Attack Vector, Project Stargate, and Undersea Cable DronesJan 26, 2025

A thoughtful, wide-ranging episode on TSMC, Taiwan risk, and the habits that help make uncertainty feel manageable.

Episode 465 brings big technology questions back to human scale, moving from a rebuilt personal website and a podcast recommendation to the host's decision to buy more TSMC stock.

A Conversation with Rob Allen from ThreatLocker

Rob Allen turns zero trust into a practical discussion of application, data, and network controls.

Rob Allen makes zero trust feel less like a slogan and more like an operating model. He walks through ThreatLocker's denied-by-default approach to endpoint protection, with attention to which applications can run, what those programs are permitted to do, how sensitive files are…

UL NO. 440: RAID (Real World AI Definitions)

A grounded way to tell when AI labor savings vanish into human cleanup.

Unsupervised Learning treats AI job replacement as a workplace problem, not a race over model size or technical bragging rights. Daniel Miesler lays out levels of AI workers based on how they hold up inside everyday messy systems: awkward interfaces, prompt-style instructions,…

UL NO. 454: The First AI Breaches

A clear tour of AI-enabled scams, election influence, intelligence gathering, and privacy risks around everyday technology.

Unsupervised Learning frames early AI breaches as a broader security story, moving from pig-butchering scams and exploited lawful-request backdoors to foreign operations using AI to shape political opinion and interfere in elections.

UL NO. 446: AI Ecosystem Components, MS 0-Days, Iranian Campaign Hacks…

Convincing AI images turn into a question of evidence once crime, politics, and escalation enter the frame.

AI's most unsettling frontier is framed as a problem of evidence. The host starts with synthetic images persuasive enough to fool almost anyone, then follows the concern into criminal investigations, politics, and the possibility that a fabricated threat could trigger real-world…

UL NO. 442: Crowdstrike Analysis, Cannabis=Soma?, NK Github SE, AI Weaponry

A security-minded tour through CrowdStrike, tech policy, merit, and the arguments underneath current events.

Unsupervised Learning uses the CrowdStrike incident to open a wider technology conversation, with Lee Honeywell's point about a bad software update being hard to distinguish from a cyber attack giving the episode its cleanest frame.

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Episodes

  1. 1

    UL NO. 484: STANDARD EDITION: OpenAI's Malicious AI Report, Disappointed with WWDC, AI's First Actual Science Breakthrough, and more...

    The host discusses tech trends, including Google I/O and Apple WWDC, and shares personal experiments with noise-canceling earbuds for sleep.

    ·44m
  2. 2

    Why I Believe in SOTA Models Over Custom Ones

    ·2m
  3. 3

    AI Quality Inversion

    ·1m
  4. 4

    The Great Transition

    ·1h 24m
  5. 5

    Starting 2026

    ·25m
  6. 6

    Judge AI based on Output, Not Mechanism

    ·7m
  7. 7

    Humans Need Entropy

    ·4m
  8. 8

    Why I Think Karpathy is Wrong on the AGI Timeline

    ·10m
  9. 9

    Novelty Exploration vs. Pattern Exploitation

    ·4m
  10. 10

    Magnifying Time

    ·7m
  11. 11

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

    ·35m
  12. 12

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

    ·22m
  13. 13

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

    ·37m
  14. 14

    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...

    ·1h 3m
  15. 15

    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...

    ·1h 38m
  16. 16

    A Conversation With Sarit Tager from Prisma Cloud

    ·26m
  17. 17

    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...

    ·30m
  18. 18

    An AI Debate with Marcus Hutchins

    ·2h
  19. 19

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

    ·37m
  20. 20

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

    Daniel Miesler debates Marcus Hutchins about the value and hype of AI in cybersecurity.

    ·55m
  21. 21

    The Future of Hacking is Context

    ·34m
  22. 22

    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...

    ·32m
  23. 23

    Unified Entity Context

    ·30m
  24. 24

    Reviewing RSA 2025 with Jason Haddix

    ·1h 21m
  25. 25

    A Conversation with Bar-El Tayouri from Mend.io

    ·46m
  26. 26

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

    ·27m
  27. 27

    Using the Smartest AI to Rate Other AI

    ·10m
  28. 28

    A Conversation with Patrick Duffy from Material Security

    ·27m
  29. 29

    AICAD: Artificial Intelligence Capabilities For Attack & Defense

    ·43m
  30. 30

    A Possible Path to ASI

    ·11m
  31. 31

    A Conversation With Matt Muller From Tines

    ·40m
  32. 32

    UL NO. 474 | Signal OPSEC, White-box Red-teaming LLMs, Unified Company Context (UCC), New Book Recommendations, Single Apple Note Technique, and much more...

    ·18m
  33. 33

    A Conversation With Slava Konstantinov From ThreatLocker

    ·34m
  34. 34

    UL NO. 472 | STANDARD EDITION: 28 Open Cyber Jobs, Real-world AI Propaganda Poisoning, MCP Explained, Cline vs. Windsurf, and more...

    ·40m
  35. 35

    Raycast is a Must in 2025 - Action at the Speed of Thought

    ·46m
  36. 36

    UL NO. 471 | STANDARD EDITION: Cyber Standing Down, China's Innovation Burst, PC vs. NPC, Why AI Can't Understand, and more...

    ·26m
  37. 37

    UL NO. 470 | Attacking Signal, Blogging Getting MORE Important, AI's Final Form, Claude 3.7 vs. World, Censorship as a Service, and more...

    ·41m
  38. 38

    UL NO. 468 | TELOS Patterns, Apple 0-Day, Gumroad Replaces Developers with AI

    ·49m
  39. 39

    UL NO. 467 | Why You Should Care About AGI (And a Definition)

    ·26m
  40. 40

    Writing Fiction With AI

    ·30m
  41. 41

    A Conversation with Alastair Paterson from Harmonic Security

    ·30m
  42. 42

    UL NO. 466 | My Analysis and Prediction on the Deepseek Situation

    ·33m
  43. 43

    A Conversation with Faisal Khan from Vanta

    ·39m
  44. 44

    UL NO. 465 | The SaaS Attack Vector, Project Stargate, and Undersea Cable Drones

    ·21m
  45. 45

    UL NO. 464 | AI Phishing Matches Humans, Under Sea Cable Cutter Patents, and Siri is About to Not Suck

    ·28m
  46. 46

    UL NO. 463 | Launching 2025, US Soldier Data Leak, AI Agents Emerge, China's Global Spy Network, Robotaxis Now Safer Than Humans

    ·45m
  47. 47

    UL NO. 462: Full-Face Mask Deceptions, VS Code Tunnel Hacks, Quiet AI Emergence at Apple, and Tokyo’s Three-Day Weekend Gamble

    ·28m
  48. 48

    How Much AI Do We Need? - My AI Industry Prediction

    ·28m
  49. 49

    UL NO. 459: New Active 0-day Exploitation, AI That Sees Your Open Apps, The RebootAI Project

    ·24m
  50. 50

    UL NO. 458: Ollama Vulnerabilities, Rating AI Using AI, The Mantis Hack-back Framework

    ·33m
  51. 51

    A Conversation with Jason Haddix from Flare

    ·30m
  52. 52

    How My Projects Fit Together (Substrate, Fabric, Telos, Daemon, and Human 3.0)

    ·1h 1m
  53. 53

    Human 3.0—The Skills & Mental Frames Required To Thrive In An AI World

    ·30m
  54. 54

    UL NO. 452: The New Hotness: NotebookLM

    ·50m
  55. 55

    NotebookLM Podcast: David Deutsch, Understanding, and AI

    ·13m
  56. 56

    Venture Capitalists Favor Risk-Takers: The Rise of Self-Made Billionaires and Tech Innovators

    ·5m
  57. 57

    AI Comedians by 2026? The Future of Comedy and the Turing Test for Laughter

    ·4m
  58. 58

    The Alarming Power of Deepfakes

    ·6m
  59. 59

    UL NO. 451: Altman Says ASI in "Thousands of Days"

    ·31m
  60. 60

    Russia Is Paying Right Wing Influencers?

    ·7m
  61. 61

    This Is The Future Career For Creators - Virtual Realities, Economies, and Meaning

    ·9m
  62. 62

    My First Thoughts on New OpenAI Strawberry Model ( OpenAI o1-preview)

    ·22m
  63. 63

    UL NO. 450: Thoughts on o1-preview and the Path to AGI

    ·24m
  64. 64

    A Conversation with Shiladitya Sircar from BlackBerry on DeepFake Threats

    ·45m
  65. 65

    UL NO. 449: China Hits US ISPs, NIST CSF 2.0, Russian Intel Attacks, Stagnant Companies...

    ·54m
  66. 66

    North Korea Strategy to “Infiltrate” Foreign Companies

    ·3m
  67. 67

    How To Find Great People to Work With - UBI & Talent Distribution

    ·10m
  68. 68

    Ambition & UBI - Why People Are Working Less

    ·7m
  69. 69

    UL NO. 448: TSA SQLi, NYT Github, NK RPM, NVIDIA Mystery...

    ·22m
  70. 70

    Google Current State A Waste of Money & Talent

    ·3m
  71. 71

    How China is Winning The Energy War

    ·2m
  72. 72

    AI The Creative Workflow & The Dangers of Groupthink

    ·6m
  73. 73

    UL NO. 447: Sam Curry on Bug Bounty Careers, Slack Data Exfil, The Work Lie

    ·33m
  74. 74

    Don’t Judge Yourself Based On What Companies Think of Your Skills

    ·5m
  75. 75

    Microsoft Fires DEI Team & The Correct Approach To Diversity

    ·3m
  76. 76

    Introducing Substrate—An Open-source Framework for Human Understanding, Meaning, and Progress

    ·42m
  77. 77

    UL NO. 444: Pizza Meter Intelligence, China Bypasses Bans, Securing AWS Secrets…

    ·25m
  78. 78

    Scaling Misinformation With AI

    ·6m
  79. 79

    UL NO. 443: North Korean Co-workers, UBI Failure?, AI-Groupthink, GPS Spoofing…

    ·33m
  80. 80

    UL NO. 441: Substrate, OpenAIs AGI Levels, US Literacy Rates

    ·24m
  81. 81

    UL NO. 438: Confusion is a Muse

    ·37m
  82. 82

    UL NO. 437: My List of Hard-won Life Lessons

    ·28m
  83. 83

    UL NO. 436: Thoughts on the Future of AI & Societal Stability

    ·54m
  84. 84

    A Conversation with Abhishek Agrawal from Material Security

    ·54m
  85. 85

    UL NO. 435: Making New Things is Post-AI Safety

    ·25m
  86. 86

    UL NO. 434: Can You Articulate Yourself in 50 Words?

    ·28m
  87. 87

    UL NO. 433: China's Flawed Strategy

    ·10m
  88. 88

    A Conversation with Mike Privette from Return on Security

    ·46m
  89. 89

    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...

    Daniel Miesler describes using Claude Code across five repositories to repair thousands of blog posts, migrate images to Cloudflare, and automate work he estimates would have cost thousands of dollars.

    ·42m·2 clips
  90. 90

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

    Hidden gem

    Daniel Misour reviews toolchain changes involving WhisperFlow, Zyte, and the Firefox-based Zen browser, including privacy tradeoffs and workflow consolidation.

    ·22m·1 clip
  91. 91

    UL NO. 442: Crowdstrike Analysis, Cannabis=Soma?, NK Github SE, AI Weaponry

    Hidden gem

    Daniel Miesler analyzes the CrowdStrike outage, arguing that a bad software update can look indistinguishable from a cyber attack and criticizing the company's initial public-relations response.

    ·32m·2 clips
  92. 92

    A Conversation with Rob Allen from ThreatLocker

    Hidden gem

    Rob Allen, Chief Product Officer at ThreatLocker, explains why the company uses zero trust to block everything unless it is explicitly allowed.

    ·32m·2 clips
  93. 93

    Why AI Will Replace Knowledge Workers

    ·1h 16m
  94. 94

    A Conversation with Christine Gadsby from BlackBerry

    Hidden gem

    Christine Gadsby of BlackBerry argues that AI is already useful for incident response, threat hunting, indicators of compromise, and automated security decisions.

    ·42m·3 clips
  95. 95

    UL NO. 439: Humans vs. AI in Prediction Markets

    ·18m
  96. 96

    UL NO. 454: The First AI Breaches

    Hidden gem

    Unsupervised Learning’s “The First AI Breaches” centers on the moe?AI database breach, where chat history, user accounts, and personal addresses were exposed.

    ·35m·1 clip
  97. 97

    UL NO. 446: AI Ecosystem Components, MS 0-Days, Iranian Campaign Hacks…

    Hidden gem

    Daniel Miesler argues that AI model winners will be decided by four pieces — the model, post-training, internal tooling, and agents — not by parameter count alone.

    ·42m·3 clips
  98. 98

    UL NO. 440: RAID (Real World AI Definitions)

    Hidden gem

    Daniel’s RAID framework, short for “Real World AI Definitions,” turns terms like AI, RAG, agent, AGI, and ASI into plain-language thresholds tied to work, data, and capability.

    ·36m·2 clips
  99. 99

    A Conversation with Michael Brown About Designing AI Systems

    An interview with Michael Brown about using AI and machine learning to solve cybersecurity problems and his team's success in the AI Cyber Challenge.

    ·50m
  100. 100

    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...

    The host discusses changes to the podcast format to speed up content delivery and introduces a new video on the future of hacking.

    ·32m
  101. 101

    UL NO. 465 | The SaaS Attack Vector, Project Stargate, and Undersea Cable Drones

    Hidden gem

    Daniel opens UL No.

    Jan 26, 2025·21m·1 clip