Ramblin' yet?

Wind, waves... and good conversation.

[LATEST DRIFTING THOUGHT]

The Strategic Importance of Boat Snacks

THOUGHT #004 | Noted on March 12, 2026

At some point every sailing conversation quietly reorganizes itself around snacks. It may begin with navigation, wind angles, or an ambitious discussion about startup strategy, but sooner or later someone opens a small bag of something—pretzels, almonds, mysterious crackers from a marina store—and the entire tone of the expedition shifts.

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A Small Note from the Department of Intergenerational Curiosity.

THOUGHT #002 | Noted on March 10, 2026

Not all grandmas spend the afternoon sailing. Some do crossword puzzles. Some knit. Some keep a careful watch on the weather channel. And occasionally, one appears on a small boat in the Bay, leaning slightly into the wind like an engineer testing a prototype...

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Interesting people rarely stay on topic.

THOUGHT #002 | Noted on March 10, 2026

Someone starts by asking a perfectly reasonable question about how many people a sailboat like this can carry. That somehow leads to a story about the first time someone tried to raise venture money and accidentally pitched the wrong deck to the wrong investor...

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If you want to understand startups - try steering a sailboat.

THOUGHT #002 | Noted on March 10, 2026

At first it looks simple. Turn the wheel. Adjust the sail. Move forward. But very quickly you discover something strange: the boat rarely goes exactly where you point it. The wind shifts. The current pushes sideways. The sail that worked a minute ago suddenly doesn’t...

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Curious where we’ve drifted before?

Explore a breadcrumb trail of ports, countries, marinas we’ve boldly wandered.