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The Strategy Trap Newsletter

Strategy fails when execution is an afterthought. This newsletter helps leaders close the gap with practical tips, operator insight, and occasionally a little fun.

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Alignment is Overrated

The mindset that actually gets a strategy executed

Best Buy's strategy just failed. (It hasn't happened yet.)

A premortem on Best Buy, why "priority" should've stayed singular, and the riff a sister almost killed.

The Guessing Game Your Team Plays With Your Instructions

Where AI can actually help, beyond the obvious stuff

Just Say No

Saying no, deciding anyway, and other things leaders avoid.

The Conventional Business Wisdom Trap

Why the standard approach to strategy execution keeps producing the same predictable failures

The Ivory Tower Trap

Why setting direction and coaching people through it are different jobs

Why hitting every function's target doesn't guarantee the strategy works

Why hitting every function's goals doesn't guarantee the strategy works

You have to say it way more than feels necessary

Why you have to say it way more than feels necessary

The Overcommitment Trap

Too many priorities, too little capacity, and one very good barnacle metaphor

Is your team in the 5%?

Clarity, purpose, and whether your gut feelings are memories from the future.