Using Office XP, so this might not be an option in 2000 (sorry!), but when I click the address icon in Word, it displays all the names in my Outlook Contacts folder. In the top right hand corner of the dialog box, it asks if I want to insert the "Mailing", "Home" or "Business" address.
If you click on a name from the drop down box, it inserts whichever address for that Contact you last inserted, without offering a choice.
Try clicking the icon rather than a name from the drop down box. Also, are you using Outlook Contacts or Outlook Address Book - latter might not have same functionality as Contacts.
I beleive what you have to do is - In the contacts list - open the contact - select the address you want - home or business - look at the bottom (underneath the address) for the check box "Use this for the mailing address" and check it for the one you want to use.
I tried a quick test and it worked for me.
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