So Lindsey is now migrating to a mac (Mac Mini) and I found the process of migrating her email to be relatively easy. First you get this program called dbconv and run it on all the dbx files in \Documents and Settings\UserName\Application Data\Identies{BIG-GUID}\Microsoft\Outlook Express
dbxconv *.dbx
Copy all the mbox files to a windows file share.
On the mac in the finder ‘Connect to Server (OpenApple-K)’ enter the address:
smb://your.server.address
Import them in Mail.app.
Once the mailboxes are imported you export the contacts to a CSV file in outlook. Paste them into: Csv2Vcard and save the output to a vcf file.
Import it into Address Book as Vcards.