I just got my new iPhone 4. New devices always prompt me to examine my
disorganization. I use Entourage EWS for mail, contacts, and calendar. I
sync my local Entourage contacts and calendar to Address Book and iCal,
respectively (which unfortunately lumps all my "categorized" events into a
single "Entourage" calendar in iCal). The Entourage preference pane
indicates that both Contacts and Calendar data are also synced to MobileMe.

Recently, I've set up an Exchange Server at my business. Entourage Web
Services would allow me to sync my Exchange Contacts INSTEAD of my local
contacts, but apparently not both. Similarly, Entourage would allow me to
Sync either my personal or a shared (Public Folder) calendar from the
Exchange Server to iCal and MobileMe, but apparently not more than one of
these three.

Because I'm using Entourage Preferences to control calendar and contacts
synchronization, I DON'T sync contacts and calendars using MobileMe, and I
sync my iPhone to one computer with the Contacts and Calendar sync managed
by iTunes (I assume, using Sync Services), not MobileMe.

So, here are my questions:

1. Is MobileMe now reliable enough so that I could use IT to do the contacts
and calendar synchronization to my iPhone rather than iTunes?

2. Since Entourage syncs contacts and calendar data to MobileMe even though
I don't use MobileMe itself to sync calendar and contact data between my two
Macs or with my iPhone, do I still have a MobileMe contacts/calendar
database somewhere "in the cloud?"

3. Is there some way I could get Entourage to sync BOTH my local Entourage
calendar AND my Exchange (Public Folder) calendar to my iPhone and to iCal?

4. Failing that, is there another way to get my Exchange (contacts and
public Folder calendar) data onto my iPhone?

5. What would happen if I turned on MobileMe synchronization of Contacts and
Calendar data? If Entourage is doing it, and MobileMe is doing it too,
wouldn't I end up with a horrible mess? IF I used MobileMe for automatic
synchronization of contacts and calendar data, I ASSUME I'd NOT use sync
services in iTunes for that purpose as well. Is that correct?

6. As I've mentioned on this forum many times before, I keep my
contacts/calendar in Sync between my desktop and laptop Mac using a third
party program (Synchronize! Pro X) to move the entire Entourage "Database"
file from the most recently used Mac to the one that's not been in use.
***IF*** I converted all my mail accounts to IMAP, and ***IF*** MobileMe
were now reliable enough to do the synchronization of Contacts/Calendar
among my devices, perhaps I could dispense with Synchronize! Pro X. Then,
I'd no longer need to worry about Microsoft's Office Mac file structure that
triggers the "modification" flag (or whatever it should be called) for the
entire "Database" file if I launch ANY Office application.

Here's an example of how my current routine can go horribly wrong: Let's say
I receive a PowerPoint slide show file as an email attachment and move the
attachment to my home computer's desktop. Many days later, I come home from
work with a bunch of new email on the laptop. Stupidly, I peek at the
PowerPoint slideshow file on my home Mac before running Synchronize! Pro X.
Then, when I run my sync routine, the sync program tells me that the newest
copy of the MS Office "Database" file is on my home computer, not my laptop.
It warns me that BOTH copies of the "Database" file have changed, so USUALLY
I manage not to lose bunches of POP email, but there's always the risk.

Sorry to be so long winded, but I bet I'm not the only one struggling with
these dilemmas.

Replies on/off list all appreciated, as well as pointers to helpful
discussions elsewhere (I can't find any books about iOS 4 yet, but I don't
know if the MobileMe engine has been made more robust as part of the iOS 4
release.

(Colombo "one more thing" mode on): What do other listas who are wedded to
Entourage's and Outlook's "categories" do about the absence of these in
Apple's programs (I'm forced to use Apple's programs for some things that
integrate directly with them, for example the Dymo address book and the fax
address book for my HP all-in-one).

Jim Robertson
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