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    Simon Willison

    simonw.substack.com · Personal blog · on HN since 2023

    Simon Willison writes about AI tools, LLM agents, Claude and ChatGPT, and prompt injection risks, mirrored from his main blog.

    Visit blogHN submissions
    AI & Machine LearningSecurityProgramming
    What HN says

    Commenters call him a prolific, helpful writer on AI; HN also cites his 'lethal trifecta' framing for agent security risks.

    Stats for nerds
    27HN people shared it
    22linked in comments
    92story points
    Aug 2026last shared
    2023people per year2026

    Top posts on HN

    1. 1
      GPT-5 Thinking in ChatGPT (a.k.a. Research Goblin) is shockingly good at search
      1 person · 52 points · first shared 2025 · 13 comments on HN
    2. 2
      Claude Opus 4.5, and why evaluating new LLMs is increasingly difficult
      1 person · 5 points · first shared 2025 · 1 comments on HN
    3. 3
      The lethal trifecta for AI agents
      5 people · 4 points · first shared 2025 · Discussion on HN
    4. 4
      Feed a video to a vision LLM as a sequence of JPEG frames on the CLI
      1 person · 4 points · first shared 2025 · Discussion on HN
    5. 5
      Image segmentation using Gemini 2.5
      1 person · 4 points · first shared 2025 · Discussion on HN
    6. 6
      Embracing the parallel coding agent lifestyle
      2 people · 3 points · first shared 2025 · Discussion on HN
    7. 7
      First impressions of Claude Cowork, Anthropic's general agent
      2 people · 3 points · first shared 2026 · Discussion on HN
    8. 8
      First impressions of the new Amazon Nova LLMs
      1 person · 2 points · first shared 2024 · Discussion on HN
    9. 9
      Building software on top of Large Language Models
      1 person · 2 points · first shared 2025 · Discussion on HN
    10. 10
      Multi-modal prompt injection image attacks against GPT-4V
      1 person · 2 points · first shared 2023 · Discussion on HN

    What HN people wrote when they linked it

    • medi8rFeb 2026

      Also agents cannot trust any data whatsoever they add to their context.

      This puts reading email for example as a risk.

      Probably not impossible to create a worm that convinces a claw to forward it to every email address in that inbox.

      And then exfiltrate all the emails.

      Then do a bunch of password resets.

      Then get root access to your claw.

      But not just email. Github issues, wikipedia, HN etc. may be poisoned.

      See https://simonw.substack.com/p/the-lethal-trifecta-for-ai-agents but there may be more trifectas than that in a claw driven future.

    • simonwNov 2023

      My approach is to publish to my own blog at https://simonwillison.net and then copy and paste content from that into a Substack newsletter at https://simonw.substack.com a few times a month.

      It's been working really well.

      Substack don't have an API, but they do support copy and paste - so I built myself a tool that assembles my blog content into rich text I can copy and paste straight into the Substack editor.

      I wrote about how that works here: https://simonwillison.net/2023/Apr/4/substack-observable/

    • hahahaaAug 2026

      > The victim uploads a file to Rovo that contains a hidden prompt injection

      Yeah this attack is possible on all modern agentic systems.

      * Access to your private data

      * Exposure to untrusted content

      * The ability to externally communicate in a way that could be used to steal your data

      (https://simonw.substack.com/p/the-lethal-trifecta-for-ai-agents)

      And blocking it wholesale reduces usefulness of the agent so it is a tradeoff.

    • CharlesWDec 2024

      One tip: Every Substack has a feed, which is a nice alternative to having everything dropped in your email in-box. You just append "/feed" to the end of a newsletter URL, e.g. https://simonw.substack.com/feed.

    • mellosoulsSep 2025

      Original @simonw article here:

      https://simonw.substack.com/p/the-lethal-trifecta-for-ai-agents

      https://simonwillison.net/2025/Aug/9/bay-area-ai/

      Discussed:

      https://news.ycombinator.com/item?id=44846922

    • bs7280Jan 2026

      Simon Willison just posted about using claude in fly.io's dev sandboxes. I have not tried it yet but it looks promising.

      https://simonw.substack.com/p/first-impressions-of-claude-cowork

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