Settings for using Outlook/Hotmail SMTP via Gmail

There are a few Google community posts regarding this, essentially the ball is in Google's court to implement a better sign-in method for Outlook users:

• Search for 'smtp outlook': https://support.google.com/mail/threads?hl=en&thread_filter=(%27smtp%20outlook%27)&max_results=20 

(I imagine there are more results if you also include hotmail, microsoft, msn, etc.)

Threads:

• https://support.google.com/mail/thread/298757051?hl=en 
• https://support.google.com/mail/thread/298379468/unable-to-setup-send-mail-as-outlook-com-hotmail-com?hl=en 
• https://support.google.com/mail/thread/298423171/when-setting-up-%E2%80%9Csend-email-as%E2%80%9D-the-google-guide-step-%E2%80%9Csend-verification%E2%80%9D-does-not-come-up?hl=en 
• https://support.google.com/mail/thread/298145809?hl=en 

It's not just a Gmail issue however, disabling of basic authentication (which, ultimately, should not be a bad thing) is impacting anything using a 'legacy' setup, including printers lol: https://stackoverflow.com/questions/79001719/535-5-7-139-authentication-unsuccessful-basic-authentication-is-disabled-broth

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

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

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.

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.