Using classic Outlook for Windows in business environments
@Gary Coen said
Trying to send attachments and mail from certain sites, and Outlook wants to default to old, non functional addresses.
Not sure what you mean by "from certain sites". Does this mean you only see the problem when you are using Outlook at a specific location, on a different PC ,than the one you normally use?
If you are using a Microsoft email account (e.g. outlook.com, hotmail.com) then the Classic Outlook Auto-Complete List is only one place that Outlook will look for suggestions when you are typing in the "To" line of a new email.
The other place is your Suggested People. You can see if the old addresses are in this list by doing Step "A - Export your Autocomplete List to a CSV file" from the Answer by "Hornblower409 May 1 2026" at
https://learn.microsoft.com/en-us/answers/questions/5871874/manually-removing-an-email-address-from-the-sugges?orderby=newest&page=1#answers