Category

Strategy.

From career choices to business decisions, strategy is applied probability. Learn decision frameworks like expected value analysis, scenario planning, pre-mortems, and Kelly criterion sizing. These practical guides help you structure complex decisions and make consistently better choices when the stakes are high.

9 posts in Strategy

Probability Calibration: Predict Like a Superforecaster

calibration

Probability Calibration: Predict Like a Superforecaster

Learn probability calibration like a superforecaster - Brier scores, drills, and free tools to sharpen your forecasts. Based on Philip Tetlock's research.
Rob Griffiths11 June 2026
Thinking in Bets: Decisions Like a Poker Pro

thinking in bets

Thinking in Bets: Decisions Like a Poker Pro

Annie Duke's Thinking in Bets reframes every decision as a bet under uncertainty. The ideas of resulting, calibration, and decision groups.
Rob Griffiths11 June 2026
Black Swan Events: How to Prepare for the Unpredictable

Nassim Taleb

Black Swan Events: How to Prepare for the Unpredictable

Black swan events explained: Taleb's definition, examples (2008, COVID, AI surge), and the barbell strategy + antifragility approach.
Rob Griffiths11 June 2026
Decision Trees: A Visual Framework for Complex Choices

decision-making

Decision Trees: A Visual Framework for Complex Choices

Decision trees turn tangled choices into a diagram you can actually solve. Build one in five steps, work through three examples, and avoid common traps.
Rob Griffiths11 June 2026
Fractional Kelly: Why Half Kelly Is the Smart Default

kelly criterion

Fractional Kelly: Why Half Kelly Is the Smart Default

Full Kelly is mathematically optimal but emotionally brutal. Why half Kelly is the practical default, when to scale up or down, and how the pros use it.
Rob Griffiths6 June 2026
A Probabilistic Framework for Career Decisions

strategy

A Probabilistic Framework for Career Decisions

Use expected value, scenario planning and Kelly-style sizing to evaluate job offers, career pivots and salary negotiations honestly.
Rob Griffiths6 June 2026
Expected Value in Poker: Pot Odds, EV & Decisions

expected value

Expected Value in Poker: Pot Odds, EV & Decisions

Expected value in poker - pot odds, implied odds, EV of bluffs and folds. Worked hand examples showing how the maths translates into better decisions.
Rob Griffiths6 June 2026
The Pre-Mortem - Imagine Your Decision Already Failed

pre-mortem

The Pre-Mortem - Imagine Your Decision Already Failed

The pre-mortem flips the post-mortem on its head: imagine the decision has already failed, then work backwards to find what optimism hides.
Rob Griffiths6 June 2026
Decision Journals: Track Your Thinking to Improve It

decision making

Decision Journals: Track Your Thinking to Improve It

A decision journal is the only honest record of how well you actually think. What to record, when to review, and the mistakes that ruin the practice.
Rob Griffiths1 June 2026