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The Strategy Digest / Roger Martin (Substack)

PTW/PI All-Stars Book Club – Chapter Twenty

Roger Martin (Substack) · Article · 7 Sept 2026 · Practitioner insight · Editor's rating: ★ Noted

The inseparability of Where-to-Play and How-to-Win is the sharpest structural insight in Playing to Win—most strategic failures trace to choosing one without the other, or treating them as independent levers rather than a single integrated choice.

Summary

Martin revisits Playing to Win central structural insight: where-to-play and how-to-win are not sequential decisions but a single integrated choice. Specifying an attractive market without a corresponding winning formula produces strategic indeterminacy, a list of markets with no theory of how to win in them. He illustrates this with companies that entered adjacent markets without adapting their how-to-win logic, discovering their advantage was context-specific rather than portable.

Editor's opinion

A core Playing to Win tenet that is often overlooked in practice: where-to-play and how-to-win must be chosen jointly, not sequentially.

Key concepts

Playing to Win · where-to-play and how-to-win inseparability · strategic choice · competitive positioning

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