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Anonymous
OpenBSD is not really an ideal OS for people who like to keep their software up-to-date regularly.
The OpenBSD folks are great at quickly fixing bugs in the base OS and providing patches. But when there are bugs in external apps ("ports" in the BSD world), they are not as quick to respond with updates.
Besides that, when a new port is available, it usually means you will have to recompile the application to update it, because they only provide binary packages for releases (twice a year only), not updates. Say a security bug gets fixed in KDE for example. Enjoy recompiling it for the next 2 hours.
Plus they don't provide a simple way to pick out only the port updates that fix security holes. When you run cvsup on ports and run out-of-date, you might find a lot of stuff to update, and no way to pick out only the security-related ones without having to read all the changelogs.
Most Linux distros do better than this.
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