Hi Bruce W. Wille,
From your description, this behavior typically comes down to the difference between a separate account and an alias.
In Classic Outlook for Windows, Outlook treats an account and an alias very differently:
- An account is a separate mailbox with its own sign‑in.
- An alias is an additional email address that uses the same Microsoft account sign‑in and the same mailbox.
Because of this, if the third address is meant to work under the same Outlook.com / Hotmail / Live account as the primary address, it must be set up as an alias on the Microsoft account. This cannot be configured from within Outlook itself.
If the third address is intended to be its own mailbox, it should be added in File > Add Account.
To make sure the guidance matches your goal, could you clarify:
- Is the third address an Outlook.com, Hotmail, or Live address?
- Do you want it as a separate mailbox, or as an alias of the primary account?
- What happens when you try to add it in Outlook?
Please let me know if this proves useful to you, or if you would like further assistance.
I'm looking forward to your reply.
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