Can't sync multiple emails from Outlook 2007 into Iphone

It only listed the main (usually work) email, and does not transfer the home and other emails from Outlook. I can manually enter a second email and label it on the iphone, but that is not helpful as I have hundreds of business/friends with multiple emails in my Outlook... it does get home and work addresses...

Hi,
The workaround is to use Cached Exchange Mode or "Shift + Delete", as the user doesn't want to delete the message permanently, using Cached Exchange Mode is preferred.
Based on my research, this issue is more Exchange 2010 related, and you mentioned the user also got the error from Outlook Web Access. This issue occurs after Exchange 2010 Service Pack 2 RU6 or Exchange 2010 Service Pack 3 is installed.
To resolve this issue, install the following update rollup:
2803727 Description of Update Rollup 1 for Exchange Server 2010 Service Pack 3
I hope the information is helpful.
Regards,
Melon Chen
TechNet Community Support
It's recommended to download and install
Configuration Analyzer Tool (OffCAT), which is developed by Microsoft Support teams. Once the tool is installed, you can run it at any time to scan for hundreds of known issues in Office
programs.

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