OpenBSD is about that easy. Download the new version install image, boot into it, select Upgrade, and let it go. I typically upgrade a couple of months after a

OpenBSD is about that easy. Download the new version install image, boot into it, select Upgrade, and let it go. I typically upgrade a couple of months after a new release comes out. That way there's been time for any post-release issues to be shaken out and patched. (There rarely are any, but I'm usually not waiting on any new features, and prefer to be a little conservative). The project supports the current release, and the prior release, so you're not at risk of missing any critical updates with that strategy.