Settings for using Outlook/Hotmail SMTP via Gmail

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.

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

What is "basic authentication?" Is that when you are not using 2FA? And under the new system, you must use 2FA? Gmail forwarding is not set up to handle 2FA?

Is there no string we can use in the SMTP Server line or the Password line in the Gmail settings that will provide for doing the 2FA -- like putting in two passwords, the first, then the second that is the 2FA input, a certain delay between the two? I suppose that might depend on what is needed for the second input for 2FA.

Has anyone checked if there is a similar thread at Gmail about this issue?

I saw in another thread here that there was a similar issue back in 2013, although that one was using Hotmail as the interface for Gmail, the opposite. All these threads tend to point you to more and more links, and before you know it, you have 10+links open in diffent tabs and can't possibly follow them all. (It actually helps to give a final consolodated answer in one thread, in order to avoid too many tabs open to follow. It might be a longer post, but it's not confusing.)

There must be something to do to solve this. Has anyone notified Gmal about it?

I didn't realise how I use my outlook e-mail account was such an edge case!

Is there no way at all to use an Outlook e-mail address in the Gmail web client any longer?

All solutions I am seeing are saying to change Exchange settings re: Basic Authentication, but those only apply to company/enterprise accounts, not to Personal Microsoft Accounts.

I have Gmailify set up, but that only allows me to check my outlook e-mail, not send from an outlook.com e-mail address. only became aware of this about an hour ago when I tried sending an e-mail from my outlook account via the Gmail web browser client today, received a bounce back error telling me to double check my SMTP settings. Using these settings both as alias and non-alias:

• SMTP server 'smtp.office365.com'
• Port 587
• my full e-mail as my username
• and a newly generated app password
• Secured connection using TLS (only option is this or SSL)

I get the following error:

I’m where I was before September: I can send from Gmail but under my main Hotmail account only, not the few aliases for that, all @outlook.com account names. 

I have not messed with the settings in Gmail for the main Hotmail account. That uses SMTP server as:

hotmail-com.olc.protection.outlook.com

And the port is 587.

And ”Secured connection using TLS.”

I am unable to set up the Outlook aliases to actually work from gmail as it used to before early this year. But nothing about that changed come September. I tested 2FA previously, it did not solve the problem. I have never used the Outlook app on my cell phone other than to test the 2FA. I use Outlook and Gmail from my desktop computer. 

I doubt this info helps anyone at all. But thought I’d throw it in there, as there were suggestions it might stop even for my main Hotmail account come September. Fortunately, it has not.