Stop should-ing yourself

You see, I believe that should is one of the most damaging words in our language. Every time we use should, we are, in effect, saying “wrong.” Either we are wrong or we were wrong or we are going to be wrong. I don’t think we need more wrong in our life. — Louise Hay, quoted by Jim Hughes

When we go to make organizing decisions, we often know, deep down, what’s right for us. But then sometimes we listen to the “shoulds” — from other people or from ourselves — and veer away from those right-for-us decisions.

I need to keep these books because I should read them

Unless you’re in school, you can probably let go of this “should.” If you have absolutely no interest in reading some of the classics, you can give the books away; you really don’t have to read them. You only have so much reading time available in your life, so why not use that time to read the things you truly want to read?

I should convert from my paper planner, address book, or to-do list to a digital system

Digital tools certainly have their advantages — but if paper works for you, there’s really no need to change. You may want to look at how you could back up these physical copies just in case they get lost or damaged, but there’s no reason you need to switch from what’s working well.

I should keep this sentimental thing

Well, perhaps you should keep it. Is it actually sentimental to you or is it the kind of thing most people find sentimental? I got rid of all but a few pages of my high school yearbook because I just didn’t care about it, even thought this act would horrify other people.

Alison Hodgson wrote about the collection of love letters from her husband that she held onto because, when she asked her siblings for their advice, two of the three said she should. Here’s what came next:

I tucked the letters back into their box, and there they remained, untouched, until the day they burned in a house fire. And I have never given them a second thought.

Looking back I can see I really wanted to get rid of them but didn’t think I ought to — that was the tension. It wasn’t that I didn’t know what I wanted to do, it was that what I wished to do conflicted with what I thought I should.

I should never check email in the morning; that’s what Julie Morgenstern says

That’s advice that works for many people, but not for everyone. If you give it a try and it’s interfering with your workflow or just doesn’t suit your personality, it’s fine to ignore this suggestion. The same goes for the advice from any organizing expert. What is most important is finding the productivity system that works best for you.

So take a minute to ponder: Are you holding onto something or making any other organizing decision just because it’s what you think you should do? If so, maybe it’s time to reconsider.

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