Ramblin' yet?

Wind, waves, and good conversation.

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.