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The Quiet Upgrade

Weekly frameworks, habit systems, and AI tools for people who want to become more self-aware, more intentional, and aligned with their highest values — one quiet upgrade at a time.

Newsletter · By Self and Software · Official site

Indexed issues, last 90 days
4
Latest publication
Sep 9, 2026
Audience
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Earliest in this view
Jul 10, 2026

Latest issues

  1. Issue · Sep 9, 2026

    Time-Tested Principles From A to Z (opens the original)

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    A few weeks ago, I started reading The Intelligent Investor, as I wanted to build knowledge of stock picking and value investing.While the book does cover these aspects, it talks more about investor psychology than investment techniques.One line in particular made me stop and think:“With every new wave of optimism or pessimism, we are ready to abandon history and time-tested principles, but we cling tenaciously and unquestioningly to our prejudices.”Here, the author isn’t describing bad investor

  2. Issue · Aug 11, 2026

    Be the Source of What You Think You Need (opens the original)

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    When I walk to work in the morning, I usually spot one or two homeless people asking for spare change or food.Occasionally, I give them some money when I happen to have enough cash on me. Once, I gave someone a loaf of bread.“If only I were a multi-millionaire, I would donate a million to charity,” I would think.Except, I don’t really know that for sure. The fraction of wealth that a person would part with to help those less fortunate depends on many factors.Being generous with your time is some

  3. Issue · Jul 28, 2026

    Do You Leave Things Better Than You Found Them? (opens the original)

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    You walk into your local supermarket to buy some milk and bread.As you walk up to the bread aisle, you notice two loaves of bread on the floor. You shrug, grab the loaf you want off the aisle and make your way to the milk aisle. There, you pick up a milk bottle, go to the checkout, pay, and go home.You never give a thought to those two loaves on the floor.Is this you?Or are you the one who would have picked up those loaves and placed them on the shelf?Or are you the one who not only placed those

  4. Issue · Jul 10, 2026

    Progressive Disclosure - In Humans and AI (opens the original)

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    No one needs to know everything all the time.Sometimes the timing isn’t right, and the context isn’t there. Handing someone a piece of information before they’re ready for it doesn’t help.Progressive disclosure is a principle that shows up in human behaviour, in the difficult conversations we have with people we care about, and, increasingly, in the way AI is used. And when you see how these things connect, it changes how you think about all of them.When AI agents are given access to too many to

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