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If you lead a business and people are counting on you to get the next call right, each Thursday brings you one clear read on the news that touches your work, followed by one strategy from a business book I've put to work in my own companies and a short exercise you can finish that same week.
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All Upside is the calm, usable read on the week's news, and The Playbook is the book strategy you can run before the next issue lands.
A new standard for AI agents just landed, and it makes a 1981 book on positioning more useful than ever.
A $3.9 billion insider buyback, your pharmacy counter, and a play to run on your own books.
A record tape, a cracked jobs report, and the position I am staking my name on.
Free tool
The AI Playbook Engine asks you two questions about the part of your business that's on your mind, and then gives you a playbook drawn from more than 300 business classics that's ready to run in Claude or ChatGPT. It's built on the same books I lean on when a decision lands on my desk, and it's free.
Open the AI Playbook EngineStrategy packs
Packs gather a single strategy into a guided set of lessons, worksheets and templates, so you can work through it with your team at your own pace instead of piecing it together from issues. The first packs are in preparation, and subscribers will hear about them first.
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If you run a company, or a big piece of one, and your team, your customers and your family are all counting on you to make the right call, this letter is written for you, and you'll leave each issue knowing what a headline means for your business and with one thing you can do about it that week.
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The founders
Chief Strategist is led by co-founders Evelio Silvera and Jon Yapo, who between them have spent decades in the rooms where business and policy decisions get made, and who are still building companies today.
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