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David R. MacIver

Personal blog · drmaciver.substack.comphilosophyproductivity

David R. MacIver writes Overthinking Everything, a personal blog at drmaciver.substack.com about philosophy and productivity. Since 2020, 20 different Hacker News readers have linked it 34 times, most often “How to think about task estimation”. It is still writing: the last post was on 2026-02-24, and you can follow it by feed.

Visit the blog
34mentions?
20HN people?
2020–2026first – last linked?
Links on Hacker News per year · peak 9 in 2022

Miscellaneous thoughts as I figure out life. Click to read Overthinking Everything, by David R. MacIver, a Substack publication with thousands of subscribers.

Most-linked posts?

  1. How to think about task estimation
    3 people · 3 mentions · first linked 2022-07-20
  2. Using a list to manage executive function
    3 people · 3 mentions · first linked 2024-07-10
  3. Two Types of Work
    3 people · 3 mentions · first linked 2023-09-04
  4. This is important
    2 people · 2 mentions · first linked 2024-06-25
  5. Looking for Dragons Drives Progress
    2 people · 2 mentions · first linked 2022-03-17
  6. The hard problem with hard problems (Getting Claude to write a solar system SIM)
    2 people · 2 mentions · first linked 2026-02-13
  7. You Can't “Solve” Procrastination
    2 people · 2 mentions · first linked 2023-07-17

What Hacker News says?

  1. This reminds me somewhat of a system by David MacIver: https://drmaciver.substack.com/p/using-a-list-to-manage-exec... He builds his list from scratch every morning. The list is flat, so as you go about your day and subtasks occur to you, they are added to the list without explicit links to the main task. I thought it might be risky to start with a blank list, because something important might be forgotten. But it t…

    Comment linking /p/using-a-list-to-manage-executive

    on “A receipt printer cured my procrastination”
  2. Submitted People don't work as much as they say as a story · 492 points

    HN discussion
  3. https://en.wikipedia.org/wiki/Delphi_method > https://news.ycombinator.com/item?id=26368011 https://blog.pragmaticengineer.com/yes-you-should-estimate/ > https://news.ycombinator.com/item?id=27006853 https://josephmate.github.io/PowersOf2/ Complexity Estimator https://earthly.dev/blog/thought-leaders/ > https://news.ycombinator.com/item?id=27467999 https://jacobian.org/2021/may/20/estimation/ > https://news.ycombina…

    Comment linking /p/task-estimation-101

    on “Estimates are difficult for developers and product owners”
  4. Submitted Using a list to manage executive function as a story · 263 points

    HN discussion
  5. For me, it depends on the type of problem I'm trying to solve. Specifically, I ask is it hard work or a difficult problem? (see also [1], [2], and HN commentary at [3] from a short time ago). Hard work is something that a big corp can solve by throwing bodies at the problem. A proprietary data format or protocol but with an available, thorough specification (eg. a giant PDF from an international standard, an industr…

    Comment linking /p/difficult-problems-and-hard-weeks?s=r

    on “Ask HN: Do you trust solo entrepreneurs?”
  6. Submitted How to think about task estimation as a story · 85 points

    HN discussion
  7. Someone may enjoy this article on advice in "Overthinking Everything" blog as well: https://drmaciver.substack.com/p/how-to-give-good-advice

    Comment linking /p/how-to-give-good-advice

    on “The Advice Gap”
  8. Submitted In Defence of Half-Arsing as a story · 79 points

    HN discussion
  9. Submitted Looking for Dragons Drives Progress as a story · 6 points

    HN discussion
  10. Submitted How to Do Everything as a story · 6 points

    HN discussion
  11. Submitted The hard problem with hard problems as a story · 2 points

    HN discussion
  12. Submitted The hard problem with hard problems (Getting Claude to write a solar system SIM) as a story · 2 points

    HN discussion
  13. Submitted This is important as a story · 2 points

    HN discussion
  14. Submitted Two Types of Work as a story · 2 points

    HN discussion
  15. Submitted Two Types of Work as a story · 2 points

    HN discussion
  16. Submitted You Can't “Solve” Procrastination as a story · 2 points

    HN discussion
  17. Submitted You Can't “Solve” Procrastination as a story · 2 points

    HN discussion
  18. Submitted How to pick a number for any purpose as a story · 2 points

    HN discussion
  19. Submitted How to think about task estimation as a story · 2 points

    HN discussion
  20. Submitted Looking for Dragons Drives Progress as a story · 2 points

    HN discussion
  21. Submitted Distributing Blame as a story · 2 points

    HN discussion
  22. Submitted How Pen Caps Work as a story · 1 points

    HN discussion
  23. Submitted Behaving as if you were trying to succeed as a story · 1 points

    HN discussion
  24. Submitted Larger Selves as a story · 1 points

    HN discussion
  25. Submitted Using a list to manage executive function as a story · 1 points

    HN discussion
  26. Submitted This is Important as a story · 1 points

    HN discussion
  27. Submitted Two types of work: crunchy and squishy as a story · 1 points

    HN discussion
  28. Submitted Ubj gb ernq EBG13 (How to read ROT13) as a story · 1 points

    HN discussion
  29. Submitted The problem shows you how to solve the problem as a story · 1 points

    HN discussion
  30. Submitted Cohering and Decohering as a story · 1 points

    HN discussion

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