Predictive Planning Institute
A discipline for the AI-native era

The strategy that goes with the prediction-market era.

Predictive planning is the continuous discipline of converting weak signals into strategic decisions — using AI to decide faster than your operating environment changes.

Five minutes. Where does your organization actually stand on the four phases of the Loop?

Market-implied
Live
Will the price of oil reach $150 before the end of 2026?
prediction market
13%
Will the California billionaire wealth tax pass?
prediction market
27%
Macro · FRED
Fed Funds Rate
3.75%
10Y–2Y Spread
0.33%
WTI Crude
$101.91
Updated 2026-10-15 · FRED + prediction markets · the same library the Loop runs on

Not a forecast — a live read

The Discipline

A four-phase loop. Continuous. Never closed.

The Predictive Planning Loop is the operating cadence of the discipline. Five principles anchor every phase.

Scan — What's emerging? Build a live signal layer from inside and outside the organization.

Story — What could it mean? Translate signals into a small set of pressure-tested scenarios.

Stake — What will we commit? Resource decisions under uncertainty, sized to scenario, hedged where the cost of being wrong is structural.

Steer — What do we adjust? Continuous correction as scenarios converge or collapse.

Read the full discipline →

Five Principles
  1. 01Continuous beats episodic
  2. 02Decisions, not decks
  3. 03Range, not point
  4. 04Judgment over machine
  5. 05Reversibility is currency
The Book · Out Now

Predictive Planning: How AI and Scenario Planning Made Strategy Continuous.

The discipline, in full — fourteen chapters, Woodring’s Loop, the named instruments, and the installation manual. Foreword by Thomas Chermack. Published June 2026 by Colloquial Media.

Kindle $9.99 · Paperback $19.99 · Hardcover $29.99 · Free on Kindle Unlimited

Start here

Where does your organization actually stand?

The Maturity Read is a five-minute executive diagnostic — twenty questions across Scan, Story, Stake, and Steer. It tells you which phases of the Loop are running as a discipline and which are still an annual event, and what to fix first. The instrument from the book, made interactive.

Or — the field guide

The four phases of Woodring’s Loop on a single sheet — built to print and run a planning team against. We’ll email it to you.

The newsletter

Long-form essays on the discipline. Roughly weekly. Reply anytime.