Synchronization Failed Please try again technical details: unspecified error

I keep getting this error when I try to sync my blackberry bold with outlook.  It happens about 90% of the time.
What can I do to fix this if it doesn't specify the error ?

Hi and Welcome to the forums!
Yikes...that is very little diagnostic information indeed. Therefore, I suggest starting over using the following steps (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/download_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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