Outlook Calendar sync failure after upgrade to DM 5.0

I just updated the Desktop Manager to 5.0 (from 4.3 I think). After updating DM it wanted to upgrade the Blackberry software to 4.5 which I agreed to.
Now when I sync I get no errors but items from the Blackberry are not being added to Outlook. I tried going back to DM 4.7, and the backup of the Blackberry made before the installs but it has not helped. I’ve cleared the folder in appdata\research in motion several times and tried syncing again. I also tried doing a one-way sync from device to Outlook. This resulted in a test event (only in Outlook) being deleted from Outlook but still no new events from the Blackberry being added to Outlook.
Any help would be appreciated

Hi and Welcome to the Forums!
I suggest the following steps to completely start over cleanly (insert plenty of reboots of your PC...not just restarts, but full power down reboots). Also, it is advised that you be logged into the PC on an account with full admin rights. Further, under Vista, use the "Run As Administrator" option for everything.
1) Remove your device OS update package from your PC (add/remove programs)
2) Cleanly uninstall the RIM DTM software:
KB02206 How to perform a clean uninstall of BlackBerry Desktop Software
3) Get a fresh download of the RIM DTM software:
http://na.blackberry.com/eng/services/desktop/
Choose the version that is newest and (if applicable) compatible with your PIM (if you are synchornizing via USB):
KB12268 Applications supported by BlackBerry Desktop Manager for synchronization
4) Download (to your PC) a fresh copy of your device OS package from your carrier:
http://na.blackberry.com/eng/support/downloads/dow​nload_sites.jsp
5) Install DTM to your PC
6) Install (also to your PC), the device OS package
7) Start the organizer configuration over:
KB17022 How to configure organizer applications for synchronization using BlackBerry Desktop Manager
Hopefully that will get things going again.
Good luck and let us know!
Occam's Razor nearly always applies when troubleshooting technology issues!
If anyone has been helpful to you, please show your appreciation by clicking the button inside of their post. Please click here and read, along with the threads to which it links, for helpful information to guide you as you proceed. I always recommend that you treat your BlackBerry like any other computing device, including using a regular backup schedule...click here for an article with instructions.
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    First instinct was  that the last calendar entry in the trace was the culprit, so I deleted that calendar entry, ran again, the sync went up to the previous entry, and threw the exception. This gives me two theories: Either the sync was processing the next entry – which wasn’t printed in the trace yet – and failed, or the sync was going back to previous records – like reviewing the buffer. In either case, the trace wasn’t helping and it was all theories.
    Now what? What has everyone been saying? Issues with recurrence. And in the trace, as you see above as an example, “0 recurrence exceptions”, “reading the extended exception info (i.e. Unicode data)”.
    Now, I have no clue what that means. My initial guess was that recurrence exceptions (I had non-zeros on some) was an error. But further research I realized what it could mean was that these were situations where there were recurrence exceptions. What is a recurrence exception? Suppose I want to schedule a meeting on the 4th day of the month, for every month of the year. Well, except maybe July 4th, because it is a holiday and the office is closed. I would send the meeting invite, and then a cancellation for the July 4th. (I hear there is no simple way to do this). I now have an exception because I broke the recurrence chain. Other forms of exceptions is if I keep changing the location, or the body of the invite – e.g. every month I update the agenda, but only for one recurrence, not the entire series.
    So, keep in mind,  that if the issue is conversion to a UTF-8 character, and it is failing, then uninstall/reinstall of anything is not going to help if the real issue at hand is the data in Outlook and is not a coding or configuration issue. Now, sometimes it is an issue, but you need to see why the syncserver tasks are failing, and may fail due to other reasons including other data issues.
    So, what did I do? Well IO have 15K calendar entries, which, was taking an hour or two to slow sync (I call it a slow dance) and I was,spending days (maybe a couple of weeks) trying to fix this – and frustration was on the high end.
    I removed some of my older recurrences, and changed others from never expire to like 25 maximum occurrences. No idea which one worked, or even if it was a coincidence. However, the UTF-8 error went away, and then I moved to the next issue.
    Now, before we get there, with outlook 2007 finding recurrences is not difficult. Go into the calendar, and select appointment or list view (Outlook 2013 list view works ok). You can then sort on the recurrence column and see which (if any) items gave a recurrence pattern. Now maybe someone can figure out specific BAD calendar items that are throwing the exception to give us a better idea of what to look for and then report it so we can do further research.
    Now, once we can get the issue out of the way, stop iTunes from throwing an exception, we are not 100% done yet. By this time what is in Outlook and on the iDevice is out of sync. We need to get that message to popup asking us if we want to merge the data between the iDevice and Outlook. This can be important if you don’t want to lose data. My issue is that with iTunes 11.2.2 for some reason won’t do it, i.e. when I select “reset sync history” it doesn’t work. At that point I was forced to rename my iTunesprefs, the syncserver folder, and a few other folders. In this case, for Windows 7 and later, the folders in “Apple Computer” of both the local and roaming paths, and I had to cancel running tasks that had those folders open. One way or another, you want the iTunes message asking if you want to merge the folders.
    What can you do to help?
    Report success or failures using the information above
    Report if you are getting the same UTF-8 message, or if you are seeing other exceptions
    Report specific cases of calendar entries that you find that you have isolated to be throwing an exception
    Report any other logging/tracing parameters that you may find. It looks like you can turn on “ShouldLog” using the defaults.exe command for other tasks that iTunes runs.
    This syncing issue has been going on for years, under different iTunes versions, there has to be something going on and an easier way to troubleshoot this problem. I wish I had the time, but right now I fixed the problem I had and was able to resync my Outlook with my two iPads and iPhone.
    The only issue I have left at the moment is the message “the ipad xxx cannot be synced. An unknown error occurred (-54). – despite this error message, I am syncing, but the message is distracting and annoying.

    Yes - both have time zone support and are set to London/GMT
    The most recent of these aberrations was not even crossing a DST change - just a simple recurring event (which I've manually changed to single events by copy/paste).
    I just tried a new one which goes back 1 hr 27 Oct - when UK clocks go back. As it's a dummy apt I'll leave it and see if if goes back to the correct time on 27 Oct! In the meantime, I can't afford for my appts to get screwed up so will continue to do them manually!
    Thanks for your input.

  • Strange Calendar sync problem after migrating to iOS5

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    BTW: I haven't activated iCloud for the calendar/mail/contacts (yet) ...

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