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-1 votes
2 answers
109 views

Two mail server installs (for two domains) on Windows VPS with one IP?

I'm starting with 1 IP address and the supplied mail server software license supports only 1 domain. I'm now adding a second domain to the VPS on the same IP address. There's a LARGE increase in cost ...
Newbuntudude's user avatar
0 votes
2 answers
19k views

Getting "500 unrecognized command" when telnet to mail server from Windows - works fine from Linux

I've seen the answer here to a similar question, but my situation is different in that it works fine when I telnet to the mail server from a Linux box, but I get this "500 unrecognized command" error ...
TrojanName's user avatar
0 votes
0 answers
134 views

Incoming SMTP to Azure Windows VM going to C:\inetpub\mailroot\Queue\ instead of Drop\

I have an ASP.NET web app that needs to process incoming SMTP email from any Internet user. I configured IIS and my Azure Windows server 2012 R2 VM end point, but when I send email from the Internet, ...
Doug Null's user avatar
  • 246
1 vote
2 answers
11k views

How to add allowed relay IPs for Windows SMTP using command line or script

I have a long list of IP addresses I need to add as allowed relays to the built-in SMTP service on Windows Server 2008 R2 (IIS 7.5, but SMTP uses the old IIS 6.0 manager) I know how to add allowed ...
Andy Madge's user avatar
  • 1,707
1 vote
1 answer
2k views

Can't connect mercury mail smtp server outside local network

I'm using Windows Server 2008 R2, and Xampp with mercury mail. My problem is that I can't send mails via my server outside the server network. My SMTP server is using port 25, which is open and ...
user163810's user avatar
8 votes
5 answers
55k views

How can email be resent that has been delivered to the Badmail folder in IIS?

We have IIS setup as an SMTP relay. A relay security error caused the outbound emails to be dropped to the badmail folder for the IIS SMTP Service. Is there any standard method for attempting to ...
catalpa's user avatar
  • 321
1 vote
2 answers
883 views

Packet sniffing SMTP connection

I have a program on Windows that sends email via a remote SMTP server, and it is failing with an ambiguous "cannot connect" error message with no log or other information as to why it is failing. I ...
jrdioko's user avatar
  • 577
2 votes
2 answers
9k views

smtp server config for attachment file size

Does anyone have an idea how to configure SMTP attachment size to maximum size. I tried to send an email with an attached file of 2.5MB. It is working but if I tried with >2.5MB attachment file, then ...
Ramesh.kbvr's user avatar