Maybe this one offers some clues? Although if they are shutting down basic auth 
the time may have come

https://docs.microsoft.com/en-us/Exchange/mail-flow-best-practices/how-to-set-up-a-multifunction-device-or-application-to-send-email-using-microsoft-365-or-office-365

--

rk

From: ProfoxTech <profoxtech-boun...@leafe.com> On Behalf Of Ted Roche
Sent: Wednesday, June 15, 2022 4:31 PM
To: profoxt...@leafe.com
Subject: Legacy app using wwipstuff.dll fails sending Office365 email

Hi, folks:

An ancient legacy app (soon to be mothballed) has been using
wwipstuff.dll to send email through outlook.com since at least 2013 or
so.

Once in a blue moon we've needed to tweak parameters but nothing for
around 5 years.

I used BLAT to debug and get all the parameters set up correctly.
Today, trying to get t to work, I get the error:

<<<getline<<< 354 Start mail input; end with <CRLF>.<CRLF>
<<<getline<<< 550 5.7.64 TenantAttribution; Relay Access Denied
[BN1NAM02FT037.eop-nam02.prod.protection.outlook.com]
Message not accepted by server
>>>putline>

This looks like some new requirement by outlook. A quick web search yields:

https://docs.microsoft.com/en-us/exchange/troubleshoot/email-delivery/relay-access-denied-smtp<https://protect-us.mimecast.com/s/aMqOC4xkqzTEqRLhMsDtW?domain=docs.microsoft.com>

which talks about using certificates (doubtful) or a fallback IP
address mode, which I don't remember having to walk them through
before.

Anybody ran into this and know a quick fix?

[excessive quoting removed by server]

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