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. Anonymous
    2024-07-22T03:56:32+00:00

    Thank you, Diane. I see no place in my Hotamil account where any address is designated as "primary." But the one that I would designate as such is instead marked as the one I log in with. In reality, I have tested in the past, and just now with the alias in question, and I can log into the account with any of the aliases, using the same password as for my primary account designated as the one I log in with.

    In Gmail, none of those aliases are designated as "primary." However, the primary one is designated as the default.

    I don't seem to have the problem when using the default address, which is my primary address, as I do with the alias. The default is set up as:

    •SMTP server, the default addres uses: hotmail-com.olc.protection.outlook.com.

    •User Name, the default address uses the moniker on the account before @hotmail.com. For example, if it were ******@hotmail.com, the User Name in the setup is merely name4321, not ******@hotmail.com.

    I note, the alias I am having trouble with is @outlook.com. It doesn't seem to matter if I do or do not add the @outlook.com as the User Name.

    My mutiple aliases all used to work fine. I have a few others, but I'm only using the one now. It now has the probiem, that started some months back, it works only if I use it directly from Hotmail, not from my Gmail account. My default hotmail account works fine out of my gmail account. So, maybe what you said is so, but I note again, they all used to work out of gmail"

    "Some clients can only connect with the primary address on the account."

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  2. Diane Poremsky MVP 17,531 Reputation points MVP Volunteer Moderator
    2024-07-18T20:03:38+00:00

    >>

    My user credentials are the e-mail address I have set up in my Hotmail as an alias. I'm using the correct password, I log in every day with it.

    I just thought of one detail I might not have mentioned. Once we send like that, it goes to the receiver from the alias e-mail address.

    >>

    Some clients can only connect with the primary address on the account. If a non-Microsoft address is primary, try setting Hotmail as primary and see if it works.

    I haven't tried gmailify so maybe it works with oAuth2 - but the pop connection does not. It's possible Gmail will update it to use oAuth2... but I'm not hopeful that will happen.

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  3. Anonymous
    2024-07-18T14:01:41+00:00

    Thank you, Edouard Imbert. But I've already tried that, as notied somewhere above. It doesn't work for me. And as I noted somwhere above, I'm not using it via a phone app, I'm using it online from my computer. I did try 2-step verification, and got the password from that, it just did not fix the issue.

    But gee, it hardly matters now, since Diana P above points out that Microsoft will be disabling basic authorization come Sept., and Google apparently doesn't offer that, so we all will be cut off from doing this. She did hedge her comments, maybe that not happen.

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  4. Anonymous
    2024-07-18T13:44:22+00:00

    Once 2-step verification is on, check to see if App passwords shows up on the menu mentioned. If it is, click Create a new App password. It should give you an approximately 10 character password, which you can then copy or type into the gmail smtp login settings. This is what worked for me case, cannot say if it'll work for you as well.

    This solved it for me. I created the app password, fed it to gmail, and it worked like a charm. Thank you so much; I've been looking everywhere. Cheers!

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  5. Anonymous
    2024-07-18T04:00:29+00:00

    Thank you, Diane P. I've tried that, and I just tried it again. It is not working for me, gmail said it cannot connect. When I click into more details, it gives this:

    "

    Authentication failed. Please check your username/password. <br>Server returned error: "334 VXNlcm5hbWU6 334 UGFzc3dvcmQ6 535 5.7.139 Authentication unsuccessful, the user credentials were incorrect. [GV2PEPF0000459A.SWEP280.PROD.OUTLOOK.COM 2024-07-18T03:55:57.471Z 08DCA23BDE020126] , code: 535"

    "

    My user credentials are the e-mail address I have set up in my Hotmail as an alias. I'm using the correct password, I log in every day with it.

    I just thought of one detail I might not have mentioned. Once we send like that, it goes to the receiver from the alias e-mail address. Then they might respond. My issue might be only when responding to that response, and that via the alias e-mail; it does not go through. I don't know if that detail makes any difference, I doubt it.

    Now you mention that come September, this might very well all be moot, Gmail will not have the ability to go through Outlook when Outlook makes the change you mention. We will have to find a new way at that piont, or lose all our ability to send responses, the very situation I am in now. This seems to make this entire question now merely academic. And it will be havoc to me, as I have been sending all my e-mail through Hotmail via Gmail as my interface for years (that is nearly all through my main Hotmail address, only some via an alias address). I do not like how Hotmail functions.

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