Have a Blackberry Curve and use the calendar in MS Outlook. Phone worked fine in the past with sync, but now OCCASIONALY when I go to sync, it will transfer from the desktop to the phone, but will enter things a second time that are already on the handheld. Worst part is it does not transfer items from the handheld to the desktop which is a huge issue! It is my bosses phone and I have to know what is going on during the day to remind him of certain things, things he might put in the handheld while away from the office but I don't know them because they never transfered. The phone is only a couple months old and other than this issue we are totally pleased. I have checked the settings and all are set for the device and desktop to sync. What could the issue be? I have one pissed boss who has missed meetings beacuse I don't remind him and/or the device has "lost" his info and I am clueless with Blackberry!!! I am used to the Palm software but the Palm will not work with his Lincoln handsfree system in the car!!! ERRR!!!!! And I've called the Blackberry support and get no where!!!

I know exactly what you are talking about! I had the same problem and it is "fixable". Basically somehow a name or profile gets setup under either your blackberry or MS Outlook and it identifies it as a "new" calendar. Go to your Blackberry Calendar -> press your Menu button -> Scroll down to "Options". You will see either the "Default Calendar" or more calendars. You can delete the other calendar profiles forcing it to sync everything with JUST the default one.

I've only had to do it once and it has worked fine since then. Make sure when you sync though that you don't allow the blackberry devise to erase or overwrite your Outlook though for the next sync. (just as a precaution)