How do I set the from address used when sending mail in Outlook classic

Question

How do I set the from address used when sending mail in Outlook classic

Tom Allebrandi 0

Hi!

I'm running Outlook classic on Windows 10. (See below for version info.)

I have an unusual email account situation.

The email address is "******@myDomain.com" (actual address redacted for safety).
For technical reasons, the inbound email server at "myDomain.com" is setup to forward any mail to "@myDomain.com" to a Gmail account. ("@gmail.com").
In Outlook I have named the account "******@myDomain.com".
The account's IMAP settings fetch mail from the "******@gmail.com" "alias" account on imap.gmail.com. That works fine.
At Gmail, I have defined an alternate "send as" address to use "******@myDomain.com". This works fine when I send a message using the Gmail web interface.

The problem is that I can't get Outlook to send messages using the "******@myDomain.com" address. I've tried sending email using smtp.gmail.com, and a a couple of other SMTP servers that I have access to.

This used to work. I'm pretty sure that it worked using one of the alternate SMTP servers, and more recently, Gmail's SMTP server.

I've recently been having some problems with OneDrive and as one of the drastic repair attempts I ended up removing all of the "Microsoft Oauth" credentials from the Windows Credential store.

That's when the problem with Outlook started.

I've deleted and recreated the account from both within Outlook, and using the "Mail (Microsoft Outlook)" control panel applet (after making that Outlook was not running.)

Does the above make any sense? Is there additional information or clarification that I can provide?

Thanks for your help!

--- tom

Version: Microsoft® Outlook® for Microsoft 365 MSO (Version 2605 Build 16.0.20026.20168) 64-bit

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Hornblower409 14,970 Reputation points

2026-06-19T04:10:27.71+00:00

@Tom Allebrandi

Couple of things I'm not clear on.

When you added MyDom as a "Send As" in GMail, you had to provide a SMTP server that was authorized to send email for MyDom.

When you use GMail Web and send From MyDom, it's just routing the send thru the SMTP server you specified when you added the Send As.

But now you are asking Outlook to send as MyDom but using the GMail SMTP server? I don't see how that could ever work.

I think the answer is to add MyDom as a separate account in Outlook with the same SMTP server (that can send as MyDom) as you used when you setup the Google Send As.

Now when you compose a new mail in Outlook it should give you the "From" dropdown and route the outgoing email to the MyDom SMTP server.

What am I missing?

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Hornblower409 14,970 Reputation points

2026-06-19T04:10:27.71+00:00

@Tom Allebrandi

Couple of things I'm not clear on.

When you added MyDom as a "Send As" in GMail, you had to provide a SMTP server that was authorized to send email for MyDom.

When you use GMail Web and send From MyDom, it's just routing the send thru the SMTP server you specified when you added the Send As.

But now you are asking Outlook to send as MyDom but using the GMail SMTP server? I don't see how that could ever work.

I think the answer is to add MyDom as a separate account in Outlook with the same SMTP server (that can send as MyDom) as you used when you setup the Google Send As.

Now when you compose a new mail in Outlook it should give you the "From" dropdown and route the outgoing email to the MyDom SMTP server.

What am I missing?

Answer 1

@Hornblower409

Thanks for your reply.

I'm embarrassed 😳 to say that I actually had everything setup correctly to get the behavior I want, with one major exception. 😿 In trying different things to get it to work again, I overlooked that the email address in the account setup was wrong!

Once I fixed that, everything seems to be working as I want. I've even checked the headers in messages sent from the myDomain address and they are as I want. (You can see the message headers in File->Properties for an open message.)

In case anyone else wants to do this, I've attached edited screen shots of the configuration. Two points:

I'm pretty sure that you need to do this from the Windows Control Panel applet. The account settings offerings in Outlook itself don't let you set things up the way that is needed. I have found over time that completely exiting Outlook, and killing the Outlook.exe process via Task Manager (or Process Explorer), is a good practice before using the Control Panel applet.
At Gmail you need to setup an App Password for the account. It seems that Google doesn't want you to use App Passwords anymore (event though Gemini tells you to 😺) but I haven't found a way to use a passkey.

In the screen shots, Green boxes cover the email address I want my mail to come from, Blue boxes cover the test address I was sending to, Orange boxes cover the Gmail account / address, and the Yellow box with the Green box in it covers the setting I had incorrect.

OutlookSetupMain

MoreSettingsGeneral

MoreSettingsOutgoingServer

MoreSettingsAdvanced

As a message sent from Outlook to a test address appears in Outlook (I also have the test address setup as as IMAP/SMTP account in Outlook).

SentFromOutlook

And, for the Gmail "Send mail as:" GmailSendAsSetup

SentFromGmail

Please let me know if you have any questions.

Cheers!

--- tom

Barry Sturgeon 0 Reputation points

2026-08-01T04:20:43.9866667+00:00

This is exactly what I want to do, but I need to do this on Windows 11. How can I get to the advanced mail settings?
Hornblower409 14,970 Reputation points

2026-08-01T05:41:50.8233333+00:00

@Barry Sturgeon said

This is exactly what I want to do, but I need to do this on Windows 11. How can I get to the advanced mail settings?

Classic Outlook
https://support.microsoft.com/en-us/outlook/change-or-update-email-account-settings-in-outlook-for-windows

New Outlook for Windows:

The IMAP settings are fixed. You have to remove the account and add it back again to change them.

For the SMTP settings:
File -> Settings -> Accounts -> Your accounts -> [Manage] -> [Repair]