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Better Humaning

Overthinking Everything So You Don’t Have To

A how-to listicle for aspiring overthinkers

I have a confession to make: I’m an Overthinker.

I think I’ve always been this way, but my condition has worsened with age. And my chosen profession didn’t help.

I overthink as a matter of work, often. And I always overthink my work. Not just the things I make themselves, but how to describe what I do, and what unites it all.

Lately, I’ve come to think that the best way to describe my job is “overthinking everything so you don’t have to.” That’s no surprise, I’m sure, if you’ve popped around this site, or read my books, or seen anything else I’ve made.

But, ironically, I’m also driven, fundamentally, to empower people to not need me, via my work. I always endeavor to remove myself from the picture. Making myself irrelevant is one of my primary goals in everything I make, and it’s often the question that leads to the improvements or further work: “How can I create something that is freely available to prevent a person from needing to hire me to do it?”

That’s why, for example, I released my copyright on my work back in 2013: I didn’t want people to have to keep asking me to use it, license it, or reprint it. I removed myself from the middle.

So this creates a bit of a conundrum. No surprise: me finding a conundrum. That’s Overthinking 101.

Recently, I’ve been [over-]thinking about that conundrum a lot. And I’ve felt a growing urge to reconcile it, which brings us here. To the how-to I never suspected I would write: A list of ways that I overthink everything, for those of you who want to DIY (OIY?).

Following is the process I generally follow as I overthink everything in my life and work.

I apply it to everything I create, to the social justice and human rights advocacy I engage in, to how I organize and operate on a “business” level, and even to how I do things in my “personal” life (relationships, puppy training, cooking, etc.).

This is the not-so-secret sauce.

But I suggest you proceed with caution. Overthinking is addictive. I wonder why that is.

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