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8.10AdvancedModule 08 · Decide with Confidence

Expected Value Framework

You are choosing between options that each have uncertain outcomes. Your gut says one

The prompt

Copy & paste ready
8.10Expected Value Framework
Act as a decision science consultant using Expected Value analysis. Decision : [DESCRIBE THE CHOICE] Options : [LIST YOUR 2–3 ALTERNATIVES] For each option, define all possible outcomes: OUTCOME : What could happen PROBABILITY : Estimated likelihood (must sum to 100%) VALUE: Financial, time, or strategic worth Calculate Expected Value for each option: EV = Sum of (Probability × Value) across all outcomes Then analyse: 1.Which option has the highest EV? 2.Which has the best downside protection? 3.What probability estimate am I most uncertain about? 4.How does the ranking change if that estimate shifts by +/- 20%? 5.If I could run this decision 100 times, which option wins most often? Calculating Expected Value Outcome A Probability of Outcome A multiplied by its value. Outcome B Probability of Outcome B multiplied by its value. Expected Value
LabelsReplace theseSwap the role below

LabelsReplace theseSwap the role below

Pro tip, from the book

The '100 times' question at the end is the most clarifying. EV is a long-run average, it tells you which option wins if you could repeat the decision many times. For irreversible, once- in-a-career decisions, EV is necessary but not sufficient. Pair it with worst-case analysis: can you survive the worst outcome of the highest-EV option? If yes, take it. If no, reconsider.

Who should run this prompt

Module role profile

Who should stress-test your most important decisions? Most bad decisions were not obviously bad at the time — they had a good first-order case and a hidden second-order cost. The roles on this page are designed to surface what you cannot see from inside your own reasoning. Some will challenge your logic. Some will challenge your assumptions. One will challenge whether you are even asking the right question.

Choose any role to drop it into the prompt above. Only the highlighted opening clause changes — the rest of the prompt stays exactly as printed.

Internal rolesThink from inside the organisation
Outside perspectivesChallenge your blind spots

◆◆◆◆◆ → ◆ seniority, board level down to specialist outside the organisation

How to make any role sharper

  1. Add years of experience: "...with 15 years in enterprise SaaS" produces different depth than just the title.
  2. Add what they care most about: "You care most about [X]" shapes every word of the output.
  3. Add their communication style: "Be direct. Flag risks first. No jargon." changes the tone entirely.
See also: 1.3 Role Prompting - The Expert Chair

Use this when

The problem it solves

thing, the numbers might say another. You want to make the call on evidence, not instinct alone but you're not sure how to quantify a decision that has multiple possible outcomes.

How the framework works

From the printed page

Expected Value (EV) is a core concept from probability theory and decision science. EV = the sum of (probability of each outcome × value of each outcome). A decision with a 30% chance of gaining 1,000 and a 70% chance of gaining 100 has an EV of 370. The power of EV is that it forces you to explicitly state your probability estimates and outcome values making implicit assumptions explicit and comparable. Combined with Decision Trees (8.9), EV becomes the mathematical backbone of structured decision- making under uncertainty.

The method, in four moves

Do these in order
1

List all possible outcomes for each option, not just the best and worst case.

2

Assign probabilities that sum to 100% across all outcomes for each option.

3

Include non-financial values by converting them to a common unit (time, reputation points, strategic value score).

4

EV is a long-run average, for one-time irreversible decisions, also consider the worst case explicitly. Make decisions with the math, not just the feeling A high expected value means nothing if the downside bankrupts you. EV is a long-run average for a one-time irreversible bet, the worst case matters more than the math. EV Ignores Ruin

Where the framework comes from

Probability theory — Expected Value applied to business decisions

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Framework8.10 of 108
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Prompt extracted18 Sept 2026
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