Getting iPhone to sync with Outlook

By day I am a software developer on Windows, so I am clued in just a touch.
My wife has a iPhone with well over 100 contacts in it. Originally she had synced with a Windows XP 32-bit machine but about a month ago I upgraded her to a Vista 32-bit machine. She has not synced since the upgrade. I just installed MS Outlook 2007 on her machine for her to manage all her contacts, but only the last 15 ro 20 contacts she added since she synced with the old XP machine are being pulled down from the phone.
Is there some way to force the phone to sync ALL the contacts with Outlook?
Sam

You probably need to reset your sync history.
Open iTunes.
From the Edit menu, choose Preferences.
Click the Devices tab.
Click the Reset Sync History button.
If issue persist then follow kb:
http://support.apple.com/kb/HT1692

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I cannot get my iphone to sync with outlook

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If you want to get Gmail on your iPhone add it to your iPhone. Same goes for Outlook.

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iPhone 5, Macs and iPads at home, Windoze7 system at work.
Using iCloud to sync calendars, contacts, etc on all the home devices. Used USB cable to sync at work with the Windows system, with the Outlook 2010 corporate account (corporate server). I need only the Outlook calendar to be synced, syncing the contacts created too many problems with duplication, etc. No need for that. Worked fine until the latest upgrate to iOS7 and iTunes 11.1. Used to have a calendar that was not on iCloud and was simply and exclusively syncing between the iPhone and the Windows computer at work. The other 3 calendars synced fine with the macs and iOS devices via iCloud but not with the machine at work - keeping private records private.
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I share a similar situation (usb iTunes sync with Outlook with my corporate laptop; personal calendar on icloud).
With IOS7, at first, iTunes/Windows does not propose Outlook sync anymore. I need to switch off calendar from iTunes to enable usual usb sync with Outlook. I had to sync it twice while checking "replace iphone data" to get a stable behaviour (like before) IOS7.When I try to re-enable icloud calendars, it proposes me to merge them...
I did not test merging so far...
IOS7 and iTunes 11.1 are not completely polished ;-)
PY

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Hi Brian!
I have an article here for you that addresses your issue and can help you troubleshoot this further:
iPhone, iPad, iPod touch: Troubleshooting contact and calendar syncing via USB on Windows
http://support.apple.com/kb/HT1692
Thanks for coming to the Apple Support Communities!
Regards,
Braden

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