Settings for using Outlook/Hotmail SMTP via Gmail

Anonymous
2024-02-04T05:47:47+00:00

I have a few e-mail accounts, all online rather than desktop application, for differing reasons – no, none for anything dishonest or malevolent, not for spamming, nothing negative. And I normally use a gmail account to handle my Hotmail e-mail, and Outlook e-mail. (I have a couple extra account names I use in Hotmail, one is an Outlook name. That is, the e-mail to my Outlook name will come into my Hotmail account, as the Outlook name is effectively an alternate name for my Hotmail account. This is something you can do in Hotmail settings).

Mail coming into my Hotmail account automatically goes over to my Gmail account. When an e-mail originally comes into my Hotmail account using the Outlook name, it is moved over to my Gmail. When I respond to it from gmail, it will go via my Hotmail account using the Outlook name. That is set up in gmail, via SMTM (just like from a desktop e-mail client, which is what I use my gmail as, as my interface for Hotmail, because I find gmail preferable). 

OK, now to the point. In recent months, when I get an incoming e-mail in my gmail account from my Outlook (Hotmail) account, and I try to respond to it, it is sent back saying it can’t connect, says I need to check my SMTP settings. Well, I have checked, and I checked to see if Hotmail/Outlook changed them since originally set up. My settings are exactly what Hotmail/Microsoft says they should be.

SMTP server: smtp.office365.com

user name: (that is the Outlook e-mail address)

password: (correct)

Port: 587




All that matches what Microsoft/Hotmail instructs to use. 

But there is a problem. Any ideas?

Outlook | Web | Outlook.com | Settings

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  1. Diane Poremsky MVP 17,531 Reputation points MVP Volunteer Moderator
    2024-10-11T21:50:49+00:00

    Correct, it's not something enabling 2-step verification will fix.

    If the form supported 2FA, you would enter the 2nd code at the time you set it up - it should stay authenticated for a year, assuming you don't change your password. And they would likely build in a method to re-authenticate. But that is just supposition since they don't support it. :)

    Outlook.com no longer supports using an app password for email (the option to create an app password is still available but it is only for Xbox because it doesn't support oAuth2. App passwords won't work in email.)

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  2. Diane Poremsky MVP 17,531 Reputation points MVP Volunteer Moderator
    2024-10-11T21:45:36+00:00

    My alias just stopped working a week ago.

    Keep putting in the correct information and can't get it to work. I'm still get my hotmail emails forwarded to my gmail account, but I can no longer reply as an alias from hotmail.

    I can reply. It just reply's from my gmail account.

    ggrrr

    That is definitely due to the change from basic to oAuth2 -Gmail's POP doesn't support oAuth2. If you remove the account and add it as a gmailify account, it will work. (I recommend letting Gmail pull in the mail instead of forwarding.) The only limitation with gmailify is you can only link one account using it.

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  3. Anonymous
    2024-10-11T19:22:26+00:00

    Mine is still functioning for my main account at Hotmail. I do not have 2-factor authenticationon either accoutn, althohg I did test it at a point int his thread to see if that solved the problem -- it did not.

    Frankly, I don't see that there can be any way to fix this with 2-factor authentication; if there were, it would undermine the authentication, as hackers coud do the same thing. But most 2-factor authentication sends a message in one form or another, with a code you need to then put in at the login. How could mere software on the Gmail side get that code? Or, is this new method being used more like a one-time authentication to maybe set up an ACH connection between accounts at two banks, it doesn't need to be authenticated every time? I suspect that is what Hotmail needs to set up, a one-time authorization.

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  4. Anonymous
    2024-10-11T19:16:56+00:00

    My alias just stopped working a week ago.

    Keep putting in the correct information and can't get it to work. I'm still get my hotmail emails forwarded to my gmail account, but I can no longer reply as an alias from hotmail.

    I can reply. It just reply's from my gmail account.

    ggrrr

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  5. Anonymous
    2024-10-11T19:03:27+00:00

    I'm still having the same problem. My error message is "Couldn't reach server. Please double-check the server and port number.." I've checked sooo many times and keep entering it.

    I have two-step verification on my gmail account. Are you saying I need to also turn it on in my hotmail account?

    Thanks for any help

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