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Thinking in Bets

Helps make explicit bets and evaluate decisions on process, not results. The Thinking in Bets framework (from Annie Duke) applies poker strategy to business and life decisions.

Name: thinking-in-bets

Use when asked to "thinking in bets", "make decisions under uncertainty", "think probabilistically", "avoid resulting", "separate decision quality from outcomes", or "reduce bias in decisions". Helps make explicit bets and evaluate decisions on process, not results. The Thinking in Bets framework (from Annie Duke) applies poker strategy to business and life decisions.

What It Is

Thinking in Bets is a framework for improving decision quality by separating decisions from outcomes. The core insight: a good decision can have a bad outcome, and a bad decision can have a good outcomeβ€”luck is always involved.

Most people judge decisions by their outcomes (called "resulting"). This is backwards. You can only control the quality of your decision, not the outcome.

The key shifts:

  • Move from "Was I right?" to "Was my thinking process good?"
  • Move from "What happened?" to "What did I know at the time?"
  • Move from implicit assumptions to explicit, testable beliefs

When to Use It

Use Thinking in Bets when you need to:

  • Evaluate past decisions without outcome bias clouding judgment
  • Make decisions under uncertainty where luck will influence results
  • Improve team decision-making in meetings and planning
  • Set up pre-mortems and kill criteria for projects
  • Shorten feedback loops on decisions with delayed outcomes
  • Reduce cognitive biases like overconfidence, hindsight bias, and sunk cost
  • Run better meetings that surface true opinions, not groupthink

When Not to Use It

  • The decision is trivial with low stakes
  • You have perfect information (rare)
  • You're looking for permission to take a risk you've already decided on

Resources

Books:

  • Thinking in Bets by Annie Duke
  • Quit: The Power of Knowing When to Walk Away by Annie Duke
  • Thinking, Fast and Slow by Daniel Kahneman

Quick Install

Add this skill to your AI assistant in 3 simple steps. No coding required!

1

Create the skill file

Run this command to create the directory and SKILL.md file:

mkdir -p .claude/skills/thinking-in-bets && touch .claude/skills/thinking-in-bets/SKILL.md

This creates the directory and an empty SKILL.md file.

2

Open the skill file

Open the SKILL.md file in your favorite editor:

nano .claude/skills/thinking-in-bets/SKILL.md

Or use code .claude/skills/thinking-in-bets/SKILL.md for VS Code

3

Add the content

Copy the skill content and paste it into the SKILL.md file:

Then save the file. Now you can use the skill by typing /thinking-in-bets in your AI assistant, or it will automatically use it when relevant.

Using a different AI assistant?

Claude Code: .claude/skills/
OpenCode: .opencode/skills/

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