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Out of My Head · Lesson 18 of 33

Decision types recur predictably

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Capture your judgment: the part only you could do

Decision types recur predictably

Jay WestOut of My Head · 2 min read

By the end: Five days of decisions logged, and the types that keep recurring named from the data.

The idea

Most decisions you face are variations of types you have encountered before.

You face decisions every day that feel new. A hiring choice you have not encountered before. A strategic pivot you have never considered. A conflict with a colleague that seems to require fresh thinking. The surface details are always different — different names, different numbers, different stakes — and this surface variation creates the persistent illusion that each decision requires original analysis.

An example

You are deciding whether to accept a new project at work. It feels unique — different client, different scope, different timeline. But strip away the surface details and you recognize the underlying type: a resource allocation decision under uncertainty. You have made this type of decision dozens of times. The variables are the same: available capacity, opportunity cost, estimated return, confidence in the estimate, and reversibility. You do not need to reason from first principles. You need to recognize the type and apply the framework you have already built for resource allocation decisions. The experienced manager does this automatically. The junior employee treats every project decision as novel and exhausts themselves re-deriving the same logic each time.

Where it goes wrong

Treating every decision as unique. When you fail to recognize recurring types, you approach each decision from scratch — re-gathering information, re-weighing criteria, re-deliberating tradeoffs that you have already resolved in structurally identical situations. This is not thoroughness. It is cognitive waste. The failure is perceptual, not analytical: you see surface differences (different people, different stakes, different context) and miss structural similarity (same decision type, same relevant variables, same optimal process). The antidote is classification — training yourself to look past the skin of a decision to its skeleton.

Make it stick

This lesson reveals the leverage point: most of those expensive operations are structurally redundant. You are paying the full cost of novel deliberation for decisions that are actually recurring types in different clothing. Recognizing the type lets you amortize the design cost of a decision process across every future instance.

Your downloads

The log needs nothing but a spreadsheet or a pen. The vault opens in Obsidian, which is free; it is easiest on a laptop.

Do this now

Over the next five days, keep a decision log. Every time you face a decision — large or small — write down what it is, then classify it by type. Do not invent categories in advance. Let them emerge from the data. By the end of five days, count how many distinct types you have logged and how many decisions fell into each type. Most people discover that 80-90% of their decisions cluster into fewer than ten recurring types. For your top three most frequent types, write a one-sentence description of the pattern: what varies between instances, and what stays the same.

This step is drawn from one lesson of the full curriculum. Read the full lesson on howtothink.ai (L-0442)

Lesson 18 of 33

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