Here are a few things that will drive you nuts:
- For Entourage to import Outlook Express mail from OS 9, you need to have a machine with Classic or OS 9 on it, as well as Outlook Express in order to make the conversion, so make sure to have something capable of this when doing the conversion. Otherwise, for the most part, the conversion works great and all you have to re-enter is the mail account password.
- Watch out for your InDesign & InCopy filenames. This is part of the reason that we had to switch to SAMBA because AppleTalk can't see a file that is more than 30 characters long (this includes the file extension.) So, there is the first big problem of files not showing up when someone using AppleTalk tries to find them. There is also the problem of people working in InCopy because a lock file is created. That lock filename will toss in about eight extra characters in to the actual name of the file. When the user checks the file back in, InCopy will not be able to find the locked file and thus it won't get deleted IF the user is using AppleTalk. The net result will be a file that appears to be locked no matter who is looking at it and you have to manually that file from the server.
- Some of your users will be mystified as to why some of their files won't open and this is usually due to them leaving off file extensions. Obviously a foreign concept to most old school Mac users, it's something they're going to have to get used to. For a quick workaround, they can drag and drop the file on the application that should open it.
- The Little Blue Triangle. I have no idea why this isn't on by default, but when people start to try to save their files, they'll get very frustrated because they can't see anything in the file browsing menu. There is a little blue triangle at the top of that window that needs to be clicked. This one even got some of my very experienced users, so beware.
- Word can crash at inopportune moments. I have yet to figure this one out, but it only happens on machines that have Font Reserve installed and the only way to deal with it is to reboot the machine. Usually it occurs after a weekend where the machine has been left on. Having your users shut everything down on a Friday might alleviate some pain in this department as well as making sure that the Office Font Cache isn't corrupted.