two factor authentication for outbound email

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Howard White

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Sep 22, 2022, 11:58:14 AM9/22/22
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We have a customer concerned that Microsoft is implementing a TFA
requirement for sending emails. A cursory web search points me to an
article from Microsoft Documentation
<https://learn.microsoft.com/en-us/exchange/clients-and-mobile-in-exchange-online/deprecation-of-basic-authentication-exchange-online>.
The gist of this post is that effective

"In September 2021, we announced that effective October 1, 2022, we will
begin disabling Basic authentication for Outlook, EWS, RPS, POP, IMAP,
and EAS protocols in Exchange Online. SMTP Auth will also be disabled if
it is not being used. See full announcement: Basic Authentication and
Exchange Online – September 2021 Update."

I guess I live under a rock as this is the first I have heard of this.
We have customers who send email via Exchange now asking "what are we
gonna do?"

Yikes

Howard

Chris McQuistion

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Sep 22, 2022, 12:09:11 PM9/22/22
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This just has to do with securing SMTP communication. If you’re a Microsoft email user (or Google), they are making progressively more difficult/impossible to send email over unencrypted communication or using plain authentication even over secure port 465/587.

If you’re using web based email or Outlook or a modern email client, they all support Oauth or similar secure authentication mechanism.

From a practical perspective, the only thing this is breaking is the ability to use older email clients or devices that don’t support modern secure SMTP authentication. The place I see this in the real world is devices like multifunction copiers that want to do scan to email. They almost all only support plain authentication. They want you to put your credentials into their Web UI and send email through plain authentication on port 25,465,587. Microsoft and now Google as well, will not allow this kind of authentication at all. My customers with these kinds of devices just can’t send email through Google or Microsoft any more.

We are using SMTP2GO to stand in the gap and provide a solution for sending email from these legacy devices.

Chris

Sent from my iPhone

> On Sep 22, 2022, at 10:58 AM, Howard White <hwh...@vcch.com> wrote:
>
> We have a customer concerned that Microsoft is implementing a TFA requirement for sending emails. A cursory web search points me to an article from Microsoft Documentation <https://learn.microsoft.com/en-us/exchange/clients-and-mobile-in-exchange-online/deprecation-of-basic-authentication-exchange-online>. The gist of this post is that effective
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