Wednesday, October 28, 2026

The Pentagon Has Learned From 1928. What Can It Learn From 1917?

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In "Learning to Fly Again," I described how the United States entered World War One three years behind in the air, and how it caug...

Learning to Fly Again: Arming for a War You Are Not Fighting

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Russia invaded Ukraine on 24 February 2022, 1,707 days ago at the time of writing. This war has already lasted 140 days longer than World Wa...
Monday, August 31, 2026

Same Angel Investor, Different Advice: Changes From Pre-Seed To Series A

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The last piece was about how an angel’s posture changes from an informal relationship in the SAFE-and-no-board years to a more formal, reneg...

Your Angel Mandate Has an Expiration Date. Here's How to Renegotiate It

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Z oom out from any single company, and an angel's career follows a fairly consistent shape in three time-bound phases for any invested c...

The Three Postures of an Angel Investor

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There's a version of angel investing that looks like this: write the check, read the quarterly update, vote yes on the board resolution,...

What Four Investments Taught Me About Defense Tech Before I Knew I Was Learning It

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Last week I was asked to co-chair the Defense, Intelligence and Aerospace Special Interest Group at the Band of Angels, alongside Rick Lu of...
Thursday, August 13, 2026

The Long Middle of the Founder’s Journey: Board Alignment, Trade-Offs, and Realism

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Nobody talks about the long middle of the founder's journey. The years after conviction, but before clarity. It is the time where most s...