Upgrading v4.0.4

[SiteDiscovery]

Ok. Upgrading scares the hell outta me. I know that I should upgrade to at least 4.5, but I'm worried about problems.

As with any upgrade, there are ALWAYS issues. I have ZCS 4.0.4 running on one server so there is not a possibility of doing a trial run. Should I just build a new server, install 4.5 or 5.0 from scratch and migrate from the old one or is upgrading a viable option? If I do an in-place upgrade, what should I look for. If I migrate, what pitfalls should I be aware of.

Looking for opinions here.

I know this is kinda open ended, but I really just want to get some opinions.

Thanks!!

[mmorse]

Upgrading is an option, yes you will have to go through 4.5.x to get to 5.0.x
Step 1: Get comfortable in your backups Open Source Edition Backup Procedure - Zimbra :: Wiki
(plenty of other methods of course, disk images etc work fine too)