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    Ubuntu breaking itself with updates while still being less secure than openbsd is what made me switch to Openbsd stable on my laptop. Everything just works, even months later, and was surprisingly easy to setup (Openbsd was a breeze for me compared to arch linux).

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      Going from ubuntu to openbsd! What a jump haha How was the transition? I always imagine it very hard to make.

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        I have been all over the place … something like ubuntu -> arch -> fedora -> debian -> ubuntu -> debian -> ubuntu -> openbsd.

        I just practised installing openBSD once in a VM to make sure I could get i3 working and after that there was no problem. The older I get, the more I appreciate things that don’t change under your feet.

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          The older I get, the more I appreciate things that don’t change under your feet.

          So, there’s this OS called “Debian”… :-)

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            I tried updating a Debian stable machine that I had not touched for six months. it blew up in my face. I’ve never had that happen with OpenBSD.

            ever

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              As a counterpoint, I’ve had Debian machines that have gone through 10+ years of upgrades without problem. For example, i’m currently in the process of retiring a VPS that was first installed in 2005 (it’s only being retired as it’s still running a 32-bit userland, has become too much of a snowflake and needs to be rebuilt using configuration management tools).

              That said, I’ve never had a problem with the OpenBSD upgrade procedure either :)

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                Agreed, debian stable is ok if you stick in the same stable version. Upgrading between stable releases can be… problematic.

                With openbsd its mostly just a matter of reading release notes to see what config files need to be looked at. I’ve never had a linux distro be as straight forward as openbsd in this regard. And that is why it runs all my routing duties.

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                  Regular security or point release upgrades never break, so I imagine you’re talking of an upgrade to a new major release. Do you remember which version you’ve tried to upgrade to and what went wrong exactly?

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          I myself will probably really consider the switch once VMM can run Windows (quite likely) or Wine gets ported. (probably not)

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            A unikernel version of wine would be interesting.

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              I myself will probably really consider the switch once VMM can run Windows (quite likely) or [..]

              Where have you seen indications vmm will support Windows?

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                It probably already does, for all I know, as you can install Windows without a framebuffer and just service via RDP. It’s a bit of a pain to set it up like that though.