[stunnel-users] Getting incoming Exchange online (Office 365) emails to go to port 110 and not 995

Brent Kimberley brent_kimberley at rogers.com
Thu Jul 23 20:29:26 CEST 2020

 Office365 IMAP4S + POP3S is dropping legacy authentication in favour of OAUTH2.0 authentication -- effective October 2020.  (Some may have longer.)
How do you you plan to migrate to authentication?  Do you plan to upgrade your client(s) or inject an OAUTH2.0 transparent proxy ?

Message: 1
Date: Thu, 23 Jul 2020 01:22:06 +0000
From: Mel Gilbert <m.gilbert at baymedicalgroup.com.au>
To: "stunnel-users at stunnel.org" <stunnel-users at stunnel.org>
Subject: Re: [stunnel-users] Getting incoming Exchange online (Office
    365) emails to go to port 110 and not 995
    <SY4P282MB074766F32238B92A3D951499C1760 at SY4P282MB0747.AUSP282.PROD.OUTLOOK.COM>
Content-Type: text/plain; charset="us-ascii"


Trying to get an application with inbuilt email to receive emails using POP and port 110. However we use Office 365 and I have tried below config but it is not working.  I want people to send email to an Exchange Online Account port 995 and it gets forwarded on to the email app on port 110

client = yes
output = stunnel-log.txt

[POP3 Incoming]
accept = 110
connect = Outlook.office365.com:995
cert = stunnel.pem

[SMTP Outgoing]
protocol = smtp
accept = 25
connect = smtp.office365.com:587
cert = stunnel.pem

The outgoing email works fine using SMTP relay that I've set up on Office 365 but cant get the incoming emails to work.

Any help would be appreciated



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