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Warning: Syncing with Entourage 2008

You can sync your Entourage data to mostly anything you want. Entourage>Preferences>SyncServices allows you to enable syncing to SyncServices. Thanks to that, your contacts, calendar events and notes will sync with the same repository used by the System Address Book, iCal, and then iSync, iTunes and .Mac syncing.
In theory, this setup allows you to sync your Entourage data to a regular cell phone, iPhone, iPod, .Mac, and with the help of products like The Missing Sync, to a Palm pilot or Blackberry for instance.

As of Office 2008, this is actually the only official way to sync to these devices.

There are some limitations: Contact pictures and categories will not sync for instance, but in theory it's a pretty solid setup... in theory...

In theory only unfortunately:

Since Office 2008 came out, there has been a myriad of reports of SyncServices issues. Some seem to be caused by the System itself (iCal not displaying the Entourage calendar), but many others *seem* to come from Entourage itself.
Amongst these issues:

  • contact duplications (there is a command in the System Address Book to clean this mess up)
  • all-day event duplication (long standing bug that could be caused by the SyncServices themselves (there are scripts on the Internet helping you clean event duplication)
  • complete reinitialization of all contacts and events

Considering all these issues and the risk of data loss, we came to the conclusion that for the time being it was safer to turn SyncService syncing off until a solution is provided by the MacBU (I don't doubt that they are working like crazy to fix these issues).

Of note: Paul's Berkowitz Sync Entourage scripts (shareware: for the Address Book and iCal) still work perfectly with Entourage 2008 (and Leopard) and do not affected by all these issues.


Now if you decide to still go foward and sync, here are a few tips:

  • make backups of all your contacts and events
  • if you are running Leopard, you can install the Developer tools (aka XCode). After doing so, in /Developer/Applications/Utilities you will find an application called Syncrospector. This applciation can help you visualize what syncs with what, force sync, troubleshoot etc.
  • make backups of all your contacts and events
  • The Console (/Applications/Utilities/Console.app) is your friend! You can look for errors and synchronization problems in there.
  • make backups of all your contacts and events

Comments (15)

Unfortunately, I don't think these bugs are new in Entourage 2008. We've gotten reports from several customers of Entourage 2004 corrupting its own database when syncing using Sync Services.

We were hopeful that Entourage 2008 would address the problem, but your post leads me to believe that it doesn't.

Regards,
Charlie

Julian Solomons:

After ten days of heartache and experimentation, I can now Sync almost perfectly between Entourage 2008 under 10.5 and my Palm Treo 650.

The only exception is any changes to contacts made on the Treo make it back to Address Book but not to Entourage.
In all other cases, any new or altered event syncs perfectly between the platforms, and any new or altered contact made in Entourage syncs to the Palm.

Here’s what you have to do, and don’t leave anything out. You need to get “Missing Sync” from Mark/Space.
You need to start with a clean Entourage database. So, spend as long as it takes to remove all the duplicate events, etc. and then back up the database so you don’t have to go through the mess again!

Next step is to remove all the Palm Desktop OS files, trash them, and reboot. You will be syncing using Mark/Space conduits entirely, therefore Palm is irrelevant, and in fact, as it works in the background, slows down the CPU. Do not trash any Palm Document files. (you might be able to, but I didn’t want to risk losing backups, etc)

Set up Missing Sync so that only the Mark/Space Contacts and Events conduits are checked “on”. Don’t check any other contacts, calendar, Date Book etc. conduits. Also check any conduits that are specific to you. You can also check the Call Log and SMS conduits if you like. This way you will have a copy of your Treo call log on your Mac.

Open iSycn ONCE only, and ensure that you do NOT have the “Enable Palm Syncing” option checked. You will not be using iSync to sync to your Palm – you will be using the Missing Sync. (iSync will be doing the work of syncing between Entourage and iCal and Address Book only)

Open Entourage preferences, and uncheck in Sync Services all three boxes.

Reboot.
Open Entourage/Prefernces/Sync Services again, check the boxes this time, then check the option to over write iCal and Address Book with Entourage data.

Within a minute or maybe less, all your data from Entourage is now accurately in iCal and Address Book.

Do NOT delete or uncheck any of the probably four calendars in iCal at the moment. The only one that is relevant is “Entourage”, and when you enter a new event on your Palm, you must categorize it as “Entourage”. If you don’t get into that habit, it will be synced to the “unfiled” calendar in iCal and never make it back to Entourage. (I suspect that is also the issue with contacts going back to Entourage, they don’t make it passed Address Book).

You are ready for your first sync to the Palm.
In the Missing Sync, just choose the Mark/Space Contacts conduit. Highlight the Contacts conduit, then choose the settings, and select “Overwrite handheld with desktop data”.
Start the sync from your Treo – best to use a cable. You could use Bluetooth, but it’s slower.

After the sync, (keep your fingers, eyes and legs crossed during the process) everything should be perfect.
Then try the Mark/Space Events conduit. Same thing, Overwrite Handheld with desktop data.
It should be fine.

Now do a complete sync. Only check the Mark/Space conduits that you need, and any special conduits relevant to your situation, such as “AA Flights”, Zagat Guide, etc. etc.

Experiment.
Enter new contacts or events in Entourage and Address Book and iCal. You will see that they all sync back and worth very quickly.

Sync to the Palm. They will all be there.
Enter a new event or alter an event in Palm. New event, ensure it is categorized as “Entourage”.
Sync – it will be in Entourage. Once again, the only issue is a new or altered contact does not make it back to Entourage.

Hopefully either Apple or Microsoft will address this issue within the next couple of weeks.

Hope this works for you!

davidw:

I am running Entourage2008 on my home PowerBook 12"/1.5ghz as a test, before I roll it out at work. English version on a Danish keyboard. Mac OSX 10.4.11.

I use Sync Services on the home Entourage2008 and sync with my dotmac account and Apples Address Book and iCal. At work, I have a Palm m515, Sony Ericsson K700i and my Macbook Pro that I iSync together and also sync with the same dotmac account that my home computer syncs to. All contacts and calendar items sync fine with Entourage2008. Changes are reflected locally on the home computer instantly. BUT... as soon as I sync with DOTMAC, something weird happens: The dotmac preferencepane looks fine. Apples own Address Book looks fine. BUT... when I open Entourage2008, duplicate addresses of ALL addresses gives double the amount of addresses: normally there are around 2500. But after a couple of minutes, there are 5000 !!! If I look at Apples Address Book, I am still at the normal count of 2500. I then uncheck sync services in Entourage2008 for the address book, save, and then go back and check/activate sync servcies for address book. Entourage askes if I want to have Apple's Address book overwrite Entourage2008. I do and after around 10 minutes, I am back to the 2500 addresses. If I sync with dotmac again 10 minutes later on the same Mac, I have to go through the whole "Entourage2008 reset" procedure again!! My conclusion is that Entourage2008 thinks that there are 2500 NEW addresses every time I sync with dotmac! I also conclude that Entourage2008 does not work with dotmac!! Very, very sad! Hope this gets a fix/update FAST! Else I can't roll out the new product at work! We use iSync to sync with mobiles and many employees have dotmac accounts...

[See previous articles on problems with Sync Services. It's a combination of Apple and Microsoft problems] Diane Ross

Keith Symmers:

I just upgraded to Mac OS 10.5.2. I sync between Entourage 2008 and iCal, so I can use Mark/Space Missing Sync for BlackBerry. It appears that the broken recurring tasks now work.

At first, I ran into lots of trouble, not really understanding how Entourage, iCal, Address Book, and the BlackBerry can work together. After upgrading to Office 2008 in January, my BlackBerry wouldn't work with PocketMac (in many ways a preferred application, since you can add BB apps with it, and you didn't have to use Sync Services with Entourage and iCal/Address Book). Their tech support confirmed an update would be required, but no date was given.

So I upgraded to Missing Sync. You can't add apps, and you have to use Sync Services, but it is more stable and predictable than what I experienced with PocketMac.

If you follow my route, completely removing PocketMac as recommended. Then enable sync services via Entourage. Give it a couple of hours to ensure everything syncs. Check iCal and Address Book to ensure no duplicates have been created.

Once you install Missing Sync, set up each type of sync (contacts, calendar, etc.) to overwrite the BB on the first sync, then synchronize thereafter. This avoids duplicate items, and precludes having to determine which record is "correct" when it does a comparison.

The biggest pain is the current version of Missing Sync for BlackBerry (1.0.3) doesn't handle carriage returns in contact notes. If you have just a few contacts, review the notes and remove the line breaks. If that's just not reasonable, wait for the next sync, and Missing Sync will identify which records have differences. Jot down the contact names and go through and clean them up.

But again, I used to have the recurring tasks break soon after entry into Entourage, but since upgrading to Mac 10.5.2, this has yet to happen.

Donna Bohling:

I too have been having A LOT of difficulty getting Entourage 2008 to sync with my Treo 680. THANK YOU Julian for the detailed instructions.

But, I am still having a problem. I am using Missing Sync. I can get events (with a category of Entourage) from the Treo to ical but they just never make it to the Entourage calendar. They are on the iCal Entourage calendar, they are on the Treo with a category of Entourage but they don't move to Entourage.

I've been working on this for over a month, with some assistance from Mark/Space, but still, it won't complete this last step of the sync. However, events from Entourage make it to iCal and then these do arrive on the Treo calendar.

I've tried everything! Any more suggestions?

Also - does anyone know if there is a way to set the Treo to default event categories to Entourage instead of Unfiled??

Thanks for any help and suggestions.

John:

I got it working in Missing Sync.. BUT it takes about an hour to sync... and about 30 minutes WITH THE CABLE!

It seems to rewrite every time it sychs..

>Julian Solomons:
>After ten days of heartache and experimentation, I can now Sync >almost perfectly between Entourage 2008 under 10.5 and my Palm >Treo 650.

Julian, I followed your instructions above (and with some additional tinkering) was able to sync my Treo 755p with Entourage! Thanks so much! It seems that the word is not out on making this work since I read more recent posts on other sites that reveal most people are not able to do this.

I had to do a few things you did not mention, like "enable sync service on this mac." I did not use Sync in the past so I had to do that. Also, I was in another time zone when working on this so when I did you sync it put in a lot of extra time zone info (and that was with the "Enable Time Zone Support" option in iCal Advanced Preferences unchecked. So, I set my Treo to stay on the same time zone as my computer and it worked!

Now, I tried to add an event my Treo and sync again, and all of the sudden I had double of every all day event in iCal and my Treo. (Entoruage was unaffected.)

So, eventually the Entourage to iCal sync cleaned up iCal so I just did another desktop overwrites handheld and it is all clean and perfect! For now, I am just going to add events to my laptop and then sync. For me, it is a small inconvenience to be able to use Office 08 and keep my Treo.

Thanks for the great post!

Paul Hixson:

I have been having a terrible time synchronizing Entourage 2008 on my desktop machine at work with my dot.mac account and two other computers (a laptop and my home desktop machine) plus an iPhone.

I'm running 10.5.2 on my work desktop; 10.5.2 on the laptop and 10.4.11 on the home desktop. The iPhone is running 1.1.4 (4A102)

I have synching for address book and calendars set for "on" in the preferences of Entourage on the work desktop machine (only). The synching prefs in Entourage on the other machines is turned off. All 3 computers and the iphone are set up to synch thru the dot.mac account.

Here's what is working:
- If I enter a new calendar event on the office desktop machine in either Entourage or iCal, it will fairly quickly show up in the other. When I synch the office desktop with dot.mac, the new appointment is added to the Truth; and then when either of the other two computers is synched to dot.mac, the appointment that originated on the desktop will show up on the other computer's ical.

- pretty much the same behavior is true when I create a new calendar event on one of the other two computers. If I created the event in the "Entourage" calendar within iCal, then it will synch back thru dot.mac and populate on the other computers. That save is true if I crate a new event on the iPhone and synch it back to my home computer; then synch that computer back thru dot.mac and on to the others.

Here's what doesn't work (at least not consistently): If, on either my home computer or laptop, I make an edit to an existing event that has been populated onto all of the computers -- and by change, that could either be editing the content or deleting the event altogether, by the time it is synched back to the work desktop, that change gets updated on iCal on my work computer fine at first. Then, it seems to take forever for that change to synch over to Entourage. And, the next thing I know, the edit (either changed content or deletion) has been overwritten on iCal on my desktop machine. It's as though it never happened. And if that situation is not quickly noticed, the next time the work desktop synchs with dot.mac, the "lazarus" event is resurrected back on the machine where the original edit took place. That makes the system unreliable, and almost forces you to make all changes in Exchange on the office desktop and then let those changes flow down to other computers --- not very handy or practical.

I should also add that if I were to initiate the change on the iCal side of the work desktop, then that seems to work pretty well. The problems occur when the changes come in from either my laptop, my home machine, or my iphone.

Last observation is that with Entourage 2004, I noticed that if you simply highlighted a the "Entourage" calendar within Entourage (the application), that you could select a menu item under "calendar" for "synchronize now". That was handy if you needed to force a synch between ical and entourage. Now in Entourage 2008, that "synchronize now" selection is always grayed out when you woul d want t be using it. Why is that? Is there someway to get access to that tool? It could prove handy in trying to work around this problem.

Thanks in advance for any ideas. This surely ought to be fixed (and documented better).

Paul

brian:

Donna Asked

"Also - does anyone know if there is a way to set the Treo to default event categories to Entourage instead of Unfiled??"

this links explains how to set the default category as Entourage

https://support.markspace.com/index.php?_m=knowledgebase&_a=viewarticle&kbarticleid=210

steve :

I know it's been identified in the past but.... has anyone found a way to synch sent and received e-mail between two macs (I use a macbook pro for travel and have an iMac at the office)? I use an IMAP account with a Microsoft Exchange backend. I was able to synch when I used Mac Mail but now with Entourage, only the Incoming mail synch's and not the Sent mail.

Any ideas?

thanks,

Steve

Luis Moran:

I just do not believe that we ALL fall for getting the latest from APPLE LEOPARD and then from MICROSOFT and their Office 2008 to learn that their supporters are left in the air by NOT providing solutions to VERY IMPORTANT issues as proper synchronization of our DAILY life tools that made us use their products.. CAN ANYBODY in these two companies look into these issues????


David Selby:

Thank you to all for the detailed posts. i was ready to pour gasoline on my BB AND macbook pro i was so frustrated with not being able to synch. i haven't had a chance to try these out but will be shortly.

david

Syncing Entourage and Palm Treo 700p in Leopard (Mac OS 10.5) has been vexing.

Let's say it's working, but it's tediously slow, and I hold my breath every time. I use the Missing Sync from Mark/Space as my conduit. In order to make it work consistently:

I've had to remove all categories from my contacts, they are all set to "none." I did have them all nicely sorted!

I have had to completely wipe my phone clean, and start from scratch.

If the conduit stops pulling events from the phone, the phone needs reset. On the Treo 700, it requires removing the battery, wait a minute, and reinsert the battery. Then I resent the isync history, and I'm good to go.

I have found it necessary to choose Entourage when iSync notifies me of changes to contacts, not Address book or iCal.

I have found that remembering these things helps me troubleshoot:
1. Enabling sync services in Entourage syncs events with their stand-alone Mac counterparts (iCal, Address book).
2. Sync history needs reset from time to time if syncing doesn't work
3. If events don't transfer from Treo to Entourage, reset the phone. Make certain I reset iSync history
4. Set default for new events to Entourage
5. Make certain events conduit in Missing Sync has Entourage selected.
6. I there is an upgrade to Missing Sync: check all conduits, reset sync history, and reset phone
7. Always choose entourage as master item to resolve sync discrepancies

brian:

As a follow up to my last post:

I've had continuing issues with Missing Sync not pulling dates from Treo 700 into Entourage. I've reset the Treo, and resent iSync History. But what seems to be working consistently without need for resetting phone is to ensure that new events entered into the phone use time zones.

Weird, eh? It's a setting in the preferences in calendar mode. So far, events with time zones (and of course assigned as Entourage events) have synced successfully.

Douglas Tourtelot:

I just followed Charlie Wood's very detailed instructions for syncing my Macbook, Entourage 2008 and my Palm Z22. Worked perfectly! And I have no problems syncing back (at least the contact the I changed) from the Z22 to Entourage.

Thanks, and boy was it worth $35 in Missing Sync to get this to work!

Pound!

D.

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