BB Desktop Manager crashes trying to sync BB 8900 T-Mobile

I work with the tech support for my company's IT department.  We are tasked with providing support for any technical issue our users encounter.  I am working with one user who is having issues with his BB Desktop Manager crashing out with a generic error whenever he tries to do a sync.  Here are some of his details...
He was using BB Desktop Manager 4.3 I think and had a previous model blackberry device.  Our organization uses Lotus Notes.  He was previously syncing the email with Lotus and the Contacts and Calendar with Outlook.  He upgraded phones to the BB 8900 (he is on T-Mobile) and upgraded his BB Desktop Manager to v4.6.  When he first ran the setup, he did not tell it to sync the Lotus organizer data.  He performed one sync, but nothing came over at all.  He then went in and checked the LOTUS ORGANIZER data, but every time he tries to Sync, the BB Desktop Manager sits there for about 45 seconds, then it just closes with a generic error referencing the BlackberryDesktopManager.exe.
When that happens, we can open the Desktop Manager, but the PIN connection shows NONE until he actually unplugs and re-plugs in the phone.
If we try to go into the SYNCHRONIZE section and then hit the button that would normally show the sync settings, we get the same exact type of crash (but it happens almost immediately instead of waiting 45 seconds).
Here is what we have tried to do to fix it.  We have completely removed and re-installed the BB Desktop Manager (but we have tried v4.5 and v4.7.)  Each time we are uninstalling the software, I made sure to REMOVE USER FILES and then I am also going into the PROGRAM FILES folder and deleting the RESEARCH IN MOTION folder so it shouldn't be keeping any of the files from that folder.  We also tried wiping the phone (three times) - twice by putting the PIN in wrong 10 times, and then once by calling T-Mobile and having them walk him through doing it on the phone itself.
We still have the same exact crash at the same exact places on all versions of this software for this model phone.  If he had another computer to try it on (that also has Lotus) I would have him try to setup the phone on another PC.  Since the phone has been wiped many times, I am thinking its something on the PC thats causing the crash, but I am not sure where to go or what to check next.
We have worked with this guy for a total of over 12 or 13 hours, and we have no idea what to try next.  This is baffling many of our technicians trying to figure this out for him.
Does anyone have any clue why it may be doing this, or have any ideas what I can check next?  Are there any logs I can collect or upload that may help identify whats going on?
Any help or suggestions would be GREATLY appreciated! 
Thanks! 

I work with the tech support for my company's IT department.  We are tasked with providing support for any technical issue our users encounter.  I am working with one user who is having issues with his BB Desktop Manager crashing out with a generic error whenever he tries to do a sync.  Here are some of his details...
He was using BB Desktop Manager 4.3 I think and had a previous model blackberry device.  Our organization uses Lotus Notes.  He was previously syncing the email with Lotus and the Contacts and Calendar with Outlook.  He upgraded phones to the BB 8900 (he is on T-Mobile) and upgraded his BB Desktop Manager to v4.6.  When he first ran the setup, he did not tell it to sync the Lotus organizer data.  He performed one sync, but nothing came over at all.  He then went in and checked the LOTUS ORGANIZER data, but every time he tries to Sync, the BB Desktop Manager sits there for about 45 seconds, then it just closes with a generic error referencing the BlackberryDesktopManager.exe.
When that happens, we can open the Desktop Manager, but the PIN connection shows NONE until he actually unplugs and re-plugs in the phone.
If we try to go into the SYNCHRONIZE section and then hit the button that would normally show the sync settings, we get the same exact type of crash (but it happens almost immediately instead of waiting 45 seconds).
Here is what we have tried to do to fix it.  We have completely removed and re-installed the BB Desktop Manager (but we have tried v4.5 and v4.7.)  Each time we are uninstalling the software, I made sure to REMOVE USER FILES and then I am also going into the PROGRAM FILES folder and deleting the RESEARCH IN MOTION folder so it shouldn't be keeping any of the files from that folder.  We also tried wiping the phone (three times) - twice by putting the PIN in wrong 10 times, and then once by calling T-Mobile and having them walk him through doing it on the phone itself.
We still have the same exact crash at the same exact places on all versions of this software for this model phone.  If he had another computer to try it on (that also has Lotus) I would have him try to setup the phone on another PC.  Since the phone has been wiped many times, I am thinking its something on the PC thats causing the crash, but I am not sure where to go or what to check next.
We have worked with this guy for a total of over 12 or 13 hours, and we have no idea what to try next.  This is baffling many of our technicians trying to figure this out for him.
Does anyone have any clue why it may be doing this, or have any ideas what I can check next?  Are there any logs I can collect or upload that may help identify whats going on?
Any help or suggestions would be GREATLY appreciated! 
Thanks! 

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