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I do wonder what would happen should happen if either of them left the company, I feel like there's a lot of trust on HN (and other places) that's heavily attached to them as individuals and their track record of good communication.

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Good communicators generally foster that environment. And their customers appreciate it, so there is an external expectation now too. Everything ends some day, but I think this will be regarded as a valuable attribute for awhile.

This is deeply, deeply embedded in Cloudflare culture.

Devil's advocate, you could get taken over or end up with a different board. I wouldn't like to see it but someone's got to compete with you or we'll have to send in the FTC! :)

It could be good or bad; I suspect they've thought about it and have worked on succession (I hope!) and have like-minded people in the wings.

But once it happens things will change and, to be honest, likely for the worse.

edit> fix typo

> secession

Succession?

Eep yes, auto spell check on macOS is usually good but sometimes it causes a civil war.

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