Sending, receiving, and organizing email in Outlook.com
Hi Todd Frank,
Welcome to Microsoft Q&A forum.
I understand this can be really frustrating — Outlook.com’s settings UI has changed over time, so many older instructions like “gear icon > Compose & Reply” may no longer match what you see today.
The most important point is: in Outlook.com, the default From address is determined by your Microsoft account’s primary alias. So if you want your old sign-in address to be the default sender (and also apply to items like calendar invitations/events), you’ll need to set that address as the account’s primary alias.
For regular emails, you can still choose the sender address per message: create a new email > Options > Show From > select the alias in the From list (or choose Other email address…).
Regarding the “Set default From address” dropdown being empty: depending on the Outlook.com UI version, this option may not appear or may not behave the same way as older guidance. The most reliable method to change the default “From” remains changing the primary alias.
For your security requirement (sending from the old address but not allowing it to be used to sign in): you can control which aliases are allowed to sign in under Sign-in preferences. However, if the system does not allow disabling sign-in for the primary alias, then it won’t be possible to both set that address as the default sender and completely block it from being used to sign in.
Please refer to the official documentation here: Send email from a different address in Outlook.com.
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Thank you for your understanding.
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