Windows 10: smtp relay is not sending emails internally

Dear Team,Emails are triggered from our Application HP Process Automation 7.5. The SMTP server address configured in the application as localhost. We have SMTP Relay configured under Windows Server 2012 R2 under IIS. Mails triggered by the application is able to send mails to outside domains. We are using domain as [mycompanyname.in]. The mails sent to inside our domain is not delivering. ie, the SMTP relay server is able to send the mails to email ids such as *** Email address is removed for privacy ***, but it is not able to deliver the message to email ids such as *** Email address is removed for privacy *** SMTP Server ip configur

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IIS6 SMTP Relay and STARTTLS

Hi,

We want to migrate our Outbound Mail provider from XXXXX to YYYYY. We use Microsoft Windows 2012 R2 with IIS6 SMTP Relay to relay internal mail to XXXXX. This has been working fine for YEARS. As part of testing connectivity to YYYYY, if i send a manual email by telnetting into YYYYY on port 25, it only works if i use the STARTTLS command (XXXX i dont need to do this).

Before i bite the bullet, does IIS6 SMTP Relay support STARTTLS? In VIRTUAL SERVER, Properties, Delivery, OUtbound Securitry the option for TLS encrypted is TICKED, is this good enough?

Thanks

 

Windows IIS 6.0 SMTP issues relaying email with particular .docX attachment

Hi,

We have a very simple email setup. Emails go to a Cloud Spam/Virus checker, then forwarded/relayed to our external SMTP server, which is Windows 2012 R2, running IIS 6.0 SMTP, which then should forward the email to an internal Exchange Server.

We have an external participant who cannt get a particular .docx (not all .docx just this particular one) to send through. The Cloud Spam provier shows its forwarding to our External SMTP Relay but keeps retrying for 72 hours with error.

[SMTP Code: 450, Message: 450 4.4.1 [internal] Connection Timed Out].

I can see some entires int he IIS SMTP logs, showing the email is received, i.e MAIL, RCPT, but nothing for the DATA. Cant see anything at all the the Exchange logs.

The attachment goes through fine if its ZIPPED up.

Is there anyway i can increase the logging, etc to try to diagnose this?

Thanks

 

SMTP Relay Service

Forgive me if this is the wrong group;

I Have two mainstream financial programs which have a 'send report via email' option, the mail/report is sent directly from the program, and not added as an attachment to MS Outlook.

In early April the send report failed with a generic 'unable to connect to the server'

At this point nothing other that a program and win update had been installed. (Its not possible to revert the program to the earlier version, as the program will not run without updating

Testing the SMTP Relay Service via PowerShell passed just fine

Testing on another PC gives the same result.

Could it be that the two programs use the same 'win api's' and the problem lies there?

The two program makers are unable to offer anything