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The Strategic Bravery Letter

The Strategic Bravery Letter

The Strategic Bravery Letter is a bold, weekly newsletter for leaders, entrepreneurs, veterans, and teams who refuse to play small. It’s a sharp, no-fluff dispatch designed to stop you mid-scroll, make you rethink what you thought you knew, and push you

Platform
Substack
PricingFreemiumPublishesTwice weekly
Issues57SubscribersRead thestrategicbraveryletter.substack....

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Latest Issues

Recent posts by this newsletter. Browse the email archive.

The Boardroom Isn’t Big Enough for Global Cowardice

In 2016, a Fortune 100 CEO walked away from a joint venture in Southeast Asia. The numbers made sense. The partner was solid. But in the final hour, the CEO pulled out. Not because of data. Because of fear. Fear of political instability. Fe...

2 months ago
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Strategic Bravery Letter #7: How Generative AI Is Reshaping Agile Delivery and Who’s Really Leading

The Jira board was spotless. Burn down chart on track. The standup short and tidy. But something didn’t feel right.

2 months ago
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Stop Pretending Your Agile Team Has the Answers

The room got quiet fast.

3 months ago
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