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How to shrink an ever-growing to-do list.

I am also very horrible with to-do lists that haunted me forever, but here I am trying to take a stab at what is already working for me, what doesn't work for me (but might work for someone else), and ideas of what I'd like to try out.

How to shrink an ever-growing to-do list.
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    1. Works: Daily to-dos on a post-it.

    Somehow, with this method, I will get most of the items done. When it's not done, I will do it on the next day. Also, it's very easy to realize if it's just something that I kept neglecting... the old post-it is then there on my desk. Time to let the task go, or really do it now.

    2. Doesn't work: To-do list on a phone app.

    I am probably terrible at organizing them, because this one has something from months/years ago that I simply just forgot (luckily not something crucial like taxes, but some follow-up email I actually want and need to do).

    My issue is that I don't see it often enough. And there's this tendency that if I don't really want to do something, it's too easy to avoid seeing it altogether.

    3. Works: Deadlines with a proper punishment.

    If there's a fine for missing it, I will never miss it. With courses that I need to pay monthly, it's more motivation to finish it before the month ends. Cleaning the house before a friend is visiting, also works.

    4. Doesn't work: Just deadlines on the calendar.

    Although still better than no deadlines at all, it's too easy to push it to later.

    5. Working on it: Divide the to-do into categories.

    I'm an entrepreneur who always has too many things on my plate and (sometimes) no boss. So I'm dividing my to-do lists into categories like home, self, work1, work2, etc. A tool like trello works best so far.

    6. Working on it: Implement the 5/25 rule for productivity.

    Aka the Warren Buffet rule. I need to implement this in my life. Perhaps for me it should even be 3/25.

    7. Ideas: Time estimates on the to-dos.

    Time needed to finish a to-do isn't the same. "Make an appointment with the dentist" takes 5 minutes tops, while "Write an essay" could take the whole days or even a few days. The items on the list should be based on time / complexity. Need to break down the tasks better for to-do lists.

    8. Not for me: Daily Planner

    Planning my day by the minutes when it's unnecessary, just suffocates me. I like to have rough schedules and goals of what I need to do for the day. But I also want to be rewarded when I can finish them well before the day ends.

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