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Felipe Bovolon's avatar

Roger, this piece feels like the internal mirror image of your argument that playing to win is positive-sum. There, the enemy is wasteful overlap across competitors. Here, the enemy is wasteful overlap inside the firm: the high-energy core forced to subsidize a proliferation of lower-energy adjacencies. In both cases, the pathology is the same: diffusion of a distinctive WTP/HTW into similarity.

What your entropy framing sharpens is the right test: not “can we sell this too?” but “does this clearly intensify our HTW, or is it merely monetizing spare capacity while quietly draining the core?” That is a much harder rule than most leadership teams impose, and probably the right one.

One complement I’d add: strategic entropy usually starts before the numbers make it obvious. It begins in language, attention, and governance. Once leaders stop repeating the few strategic choices and trade-offs that define the business, every extra SKU, segment, feature, or vertical move can be rationalized locally. In many cases the leader gets bored with "the strategy message" long before the organization has actually internalized it; then the core starts funding its own dilution, one sensible exception at a time.

So the antidote is crisis-era pruning and also disciplined anti-entropy leadership: repeated restatement of what business we are in, what business we are not in, and which trade-offs will not be relaxed. That is why the best leaders sound, on essentials, almost “relentlessly boring.” Not because they lack imagination, but because repetition is how a strategy survives organizational drift.

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