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You could use `host match exec` instead of `ProxyCommand`. I believe it will run before you end up checking for files on disk.

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Hey, thanks for that! I didn't come across that back then. Looks intriguing.

I’ve played a bit with this, but iirc, I ran into limitations with some of the clients that needed to be supported. But if all you need is OpenSSH, you should be set.

Good call out. One of the advantages of ProxyCommand was that it is supported by Chrome's Secure Shell extension, meaning you could use it on Chromebooks: https://chromewebstore.google.com/detail/secure-shell/iodiha...

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