Re: ISO file signatures: the
actual "blessed method" involving getting install media is actually to order a CD-ROM set. IIRC, the ISOs don't actually include the SHA256.sig file necessary to verify the installation tarballs; this is only present on the official CD-ROMs.
Re: package signing: yes, this was a strange oversight, and I'm glad they sign their packages now.
> Then there is limited choice of packages
It's not that limited, at least on i386 and AMD64 (other platforms are a bit more limited). Are there particular packages that are missing that you'd prefer to be available?
> and I don't trust randomers maintaining them.
So compile them yourself, with or without ports. OpenBSD ships with GCC, binutils, etc. Besides, I'm pretty sure this is the same situation as with Gentoo, Arch, etc. (and know for a fact that it's the same situation as Slackware's SlackBuilds.org).
> In practice OpenBSD is good only for servers where you are willing to put some effort in maintaining them
I run multiple OpenBSD servers. I can personally attest that the effort required to maintain them is minimal.
The only situation where OpenBSD maintenance is less than dead simple is when it comes to upgrading a machine where you don't have console access (such as a server in a remote datacenter), since now you have to do the installer's job yourself. When you do have console access, however, OpenBSD's installer makes it dead-simple to upgrade. Plus, it does so safely; no more total breakages like you'd get in, say, Ubuntu.
I will say, however, that it would be very nice to be able to track the stable branch without having to pretty much build OpenBSD from source. I think there are some folks that maintain stable-following ISOs, but this is really something that could and should be supported as a first-party feature.
> but it isn't prepackaged solution like Ubuntu is.
I'm pretty sure Ubuntu uses AppArmor - not grsecurity - so I'm not really sure how that's relevant in this particular discussion. Unless, of course, you happen to install grsecurity on Ubuntu, at which point I highly doubt OpenBSD not being an Ubuntu-like "prepackaged solution" is really as much of a problem as you make it out to be :)
Regardless, OpenBSD has as of late been progressing toward such a prepackaged solution. Boot the CD-ROM, mash the Enter key a few times (interrupted by entering some usernames and passwords), and you have a complete server operating system ready-to-go; a webserver or mailserver or fileserver or DNS server or timeserver or what have you is just an edit of /etc/rc.conf.local away. Maybe not a prepackaged desktop solution, there are plenty of other operating systems for that.
With that said, I'm not sure if the OpenBSD folks want to be comparable to Ubuntu. Canonical's demonstrated a willingness to compromise security and privacy for the sake of convenience (see: shopping lens), that's (hopefully) not something de Raadt and friends would want to emulate.
> companies like Verisign aren't likely to burn their CA business for anyone
Not voluntarily. You're inherently trusting some random company to be up to snuff on their security.