Has anyone updated to 10.5.3 yet?

Have you done it? Frankly, I'm terrified. I've had so much trouble getting the darn thing to work that i don't want to mess it up! I rely on that thing for ichat, radius auth, dns, and a couple other things.
though, i never did get ical server working. i hope this update fixes that!

This is a fairly standard "production server upgrade" discussion...
No need for terror. You're not running transactions worth a billion dollars through your server every day; now that's terror. What's the worst that can happen here, after all? You're down. How do you recover? Work your way through the sequence to back out any problems, and follow it.
If the system is sufficiently critical, some funding for either an additional box or funding for sufficient temporary and archival storage, or both, will be required.
Acquire a spare server for "practice" and testing (and for redundancy), and practice and test your deployment over there. That's the best way. Both because production stays up, and because you have a replicated server should there be problems with a production box. Full redundancy gets into some expense around storage, too, as Apple tends to use SAN storage for shared data. This is typical of a production environment.
If redundancy is not feasible (for any of various reasons, including insufficient finances), acquire enough storage to make a disk image, and take the box off-line and image it, then load 10.5.3 and test it. This trades off the cost of the spare you don't have with the down-time you will have.
This also gets into having some tests for your environment, too. Stuff that you know you need to have operational. Which often gets into a cookbook of previous bugs and problems. Site-local testing and qualification.
And not intending to add to your terror, just because I and dozens of others might have 10.5.3 working does not imply 10.5.3 will work for you. You may well have some package or tool or setting or hardware that I (and others) don't have. You might have a lurking bad block on your disk; these disk-level errors are surprisingly common based on some Google and CMU data, and RAID-1 or RAID-10 or such is accordingly becoming increasingly central to correct storage operations, too.
Barring replicated deployments, computer systems are all somewhat unique.
And in any case, make and verify a backup before you upgrade.
Then follow your plan for testing.

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