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Large Language ModelsFortune AIPublished: Oct 16, 2026, 22:01 JST

AI generated 156 items on his to-do list, and more work than it finished

AI generated 156 items on his to-do list, and more work than it finished

3 Key Points

  1. What happened

    A writer and entrepreneur opened his daily to-do list and found 156 items, and concluded that an AI assistant can generate work faster than it can finish it.

  2. Why it matters

    Plans, checklists and reminders can look like progress while the email still needs sending and the client still needs the finished file, so help can turn into a second job.

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Context & Analysis

The piece is a first-person commentary, and its starting point is a practical shock: a daily list that had grown to 156 items. The author is clear that he remains a big believer in AI and uses it to organize ideas and get thoughts onto a page. His complaint is narrower and more operational — an assistant can produce a plan, then a checklist, then subcommittees for the checklist, and each item can sound reasonable on its own.

What follows is a set of self-imposed rules aimed at the gap between activity and completion. He wants a daily list that reflects available capacity, related work grouped under one clear execution item, and proof attached to completion, such as a live link for something published or a delivery record for a file. He also wants blockers stated specifically and wants the system to count outcomes — how many pitches went out, which replies need an answer, what reached the client.

He acknowledges the changes require judgment, since some days have more real deadlines and some tasks take minutes while others need uninterrupted hours. Underlying it all is a simple test he now applies: what would "done" look like to the person who asked for this?

FAQ
What is the author's daily list limit?
He is aiming for roughly 25 meaningful entries on a weekday for assistant execution, while preserving real deadlines and necessary daily operations. He calls it a working limit for his system, not a productivity prescription for everyone.
What proof does he want attached to completed work?
If an assistant says an email was sent, he wants to see it; if something was published, he wants the live link; if a file was delivered, he wants the usable file and the delivery record. That also helps prevent duplicate work.
What counts as a useful blocker message?
He wants specifics such as "The form requires an answer only you can provide" or "This browser session cannot access the account" instead of a vague "Unable to complete." He also asks whether other parts of a project can move forward.

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