1
vote
1answer
71 views

Windows 2008 RC2 IIS6 SMTP Virtual Servers - Limited to 4

In line with this post: http://www.hugheserblog.com/2012/05/22/error-creating-iis-smtp-virtual-servers/ I am receiving the same issues: When we tried to add more than 4 IIS SMTP virtual servers, ...
2
votes
1answer
65 views

How easy is it to sniff the SMTP port of webserver to capture mails

I've got a very basic question that I don't know the answer for. Our company owns a webserver that runs multiple websites and works as a mail server for these websites as well (e.g. to send contact ...
0
votes
0answers
93 views

Handing E-mail Bounce Back in IIS, Setting up SMTP

Our servers send e-mails from @example.com to customers, clients, etc. We use Google Apps for our domain to send and receive additional e-mails from @example.com. Now, we're trying to handle e-mails ...
0
votes
0answers
30 views

Issue with Russian Characters using IIS6 SMTP Relay

We have an issue where we have an issue with Russian Characters in the body of emails when using IIS6 SMTP Relay on Windows Server 2008 R2. The relay points to an email provider. The characters ...
0
votes
0answers
170 views

'Cannot get iis pickup directory' in Windows Server 2012

Our system moved from Windows Server 2003(Enterprise SP2) & IIS 6. And new system is Windows Server 2012(Standard) and IIS 6(for smtp mail) & 8. I copied all of web application files and IIS ...
0
votes
0answers
65 views

Bulk load remote domains with TLS into iis 6 SMTP

I manage a set of SMTP servers used for sending emails for a few of our applications. I found out from one of our clients today that I need to add 80 domains for TLS support. This is required to ...
0
votes
2answers
321 views

Delete outgoing message smtp queue

Is there a way of deleting locked files in mailroot\queue in IIS6 Smtp? We've been having problems with a huge bulk of e-mail being sent, we have now resolved this but there are 6 e-mails stuck in ...
0
votes
1answer
167 views

IIS6 SMTP server retrying too fast (after 451 greylist)

I have my IIS6 SMTP server with default retry settings of 15 min, 30 min, etc. but under some circumstances it keeps retrying every minute (or less). How can I fix this? I have seen it retry ...
1
vote
0answers
236 views

IIS 6 Smart Host Outbound Security

I'm using the IIS 6 smart host setting to forward all email sent through IIS to SendGrid. It works fine if I set the Outbound Security and smart host settings at the top level of the Default SMTP ...
0
votes
1answer
213 views

Handling emails on a web server - Making sure the FQDN is set correctly based on the website sending the email

I have a Windows 2008 Web Edition server hosting multiple websites using IIS 7.5. At the moment, all the emails are sent via the IIS6 SMTP service. The FQDN of the SMTP service is set to the computer ...
2
votes
2answers
1k views

IIS/SMTP - unable to move emails from inetpub/mailroot/Queue due to file lock

I have a listener that processes emails in the inetpub/mailroot/Queue directory. Once the listener is done processing an email it proceeds to move the email to another directory. However, moving the ...
0
votes
1answer
274 views

What is a good third-party SMTP software for custom logging?

I am currently using IIS 6 SMTP to send out some of our mail and I unfortunately amn't finding the logging performed by it to be verbose enough - nor am I able to customise it to the level I would ...
0
votes
1answer
88 views

IIS Pausing the SMTP Service what will happen?

If I pause the SMTP service in IIS 6 what will happen to any new mails that are sent? Will they just sit in the pickup folder untill it us turned on or are the rejected?
1
vote
1answer
454 views

Configure IIS to send email from another IP

Frustratingly when I was setting email up I was sending test emails to my googlemail account. Now our IP has been blacklisted, all gmail emails end up in badmail with this notice: Final-Recipient: ...
3
votes
1answer
6k views

SMTP server not sending out any emails

I've installed SMTP service on Windows Server 2008. I'm attempting to send emails, however none get delivered. I've scoured logs for a long time, and have solved a few errors. Currently all emails ...
2
votes
2answers
4k views

What might cause a user to receive duplicate emails?

One of our customers is receiving duplicate emails from our application, even though as far as I can tell from the application and SMTP logs, we're only sending it out once. What are some of the ways ...
0
votes
1answer
116 views

Why is the SMTP service locking the files for several hours?

We are currently using the SMTP service in IIS 6.0 to send mails. All incoming relay mails are monitored by another service which processes the relay mail and deletes/moves it. It works fine! We have ...
2
votes
1answer
2k views

How to configure basic authentication in IIS SMTP Server?

I feel like this is a stupid question but: I have a test environment set up where I need to enable SMTP basic authentication with IIS. I have a Win2k3 r2 server as a DC in its own windows domain ...
1
vote
3answers
123 views

How to determine which scripts are sending mail via Default SMTP Virtual Server

I run a small server hosting sites for around 100 unique clients. I've had issues with my legitimate mail server showing up on DNS Blacklists, so I need to find out if one of my many clients has a bad ...
1
vote
1answer
96 views

How to get list of sent emails in smtp virtual server in iis 6.0 on windows 2003

How to get list of sent emails in smtp virtual server in iis 6.0 on windows 2003
1
vote
2answers
2k views

SMTP Server Stops on Windows 2008 - Why? And Can I Auto Start It?

I have a Windows 2008 server and am running IIS 6 SMTP on it. Occasionally email will stop working and when I log into the server I see that the SMTP Virtual Server has stopped. What are some causes ...
0
votes
1answer
932 views

How to set up mailboxes or mail forwarding for IIS SMTP?

I've got a Windows 2008 R2 Server with IIS7, and the A record of my domain (mydomain.com) is pointing to my server. Now, my users don't need their own mailboxes set up; they just need email forwarding ...
0
votes
1answer
234 views

IIS6 SMTP for Inbound Mail - Wildcard Certificate?

We have a Win2k3 server with IIS6 SMTP installed and configured. We only need inbound mail for this, which is working fine at the moment for testing, but there's no encryption configured at this time. ...
3
votes
3answers
3k views

IIS6 Virtual SMTP server isn't coming back up automatically after a system restart

I've got a virtual server running Win2008 RC2. I've set up IIS6 with a virtual SMTP server on it to be the mail provider for the websites I'm hosting there. It all works great, but if for some reason ...
0
votes
1answer
114 views

Force SMTP relay to use specific server

Is there a way to tell IIS to us another SMTP relay? Something like this? Application(s) sends email SMTP relay on server A. Server A sends email to SMTP realy on server B. Server B send mail to ...
1
vote
2answers
1k views

SMTP server (IIS) is running but can't test it with telnet

I have a Windows 2003 web edition server that I can't seem to get the SMTP relay working. BT4 shows port 25 open. When I try use telnet to test it on my desktop I get: Connecting To ...
1
vote
1answer
290 views

Can powershell be used to install SMTP service for IIS 6 and configure the options

I want to install the SMTP service for IIS 6 on windows server 2003. The GUI process is explained here on technet. Then I want to configure the properties (e.g. first retry interval) and create new ...
0
votes
2answers
496 views

php mail() on IIS6 not sending

This is related to an IIS server problem, or a PHP configuration, not php code. I'm running an IIS6 server with PHP installed on it, the following php code will never send an email: ...
0
votes
0answers
663 views

How to send from one mail server to another on the same domain?

This is my first question on ServerFault (although I have had good results with StackOverflow) so if anything is outside the rules or not clear please tell me. I have a website (Joomla) at ...
0
votes
1answer
256 views

Free Email Server with Pickup Directory Like IIS SMTP server?

Is there a free email server that will run on Windows 2003 server with a Pickup direcotry like the built in SMTP server for IIS? I have an application that dumps mail into a pickup direcotry and the ...
2
votes
1answer
1k views

Sending Email via MS SMTP Server Fails Because FQDN set to Server Name

Some emails sent from our SMTP Server (Windows 2008 running IIS6 SMTP) have begun failing with some of the following errors: Action: failed Status: 5.5.2 Diagnostic-Code: smtp;504 5.5.2 ...
1
vote
1answer
263 views

How to limit SMTP delivery to hourly batches

Moved over from StackOverflow. Sorry if you saw it there first In an effort to keep us from being labeled spammers by major ISPs (in addition to SPF records, privacy policies, CANSPAM compliance and ...
1
vote
2answers
592 views

Server 2008 Web Edition IIS6 SMTP conflict

I'm using IIS6 Manager to setup the SMTP service on Windows Server 2008 Web Edition. There seems to be a conflict (port 25?) which means that I cannot start and stop the Default SMTP server within ...
2
votes
1answer
5k views

How do I format a text file for IIS Mailroot Pickup so that it sends an e-mail with attachments?

How do I need to format a text file so that it can be read by an SMTP service to send an e-mail that has an attachment? We have a server where we are using II6 SMTP to send mail from a Pickup folder. ...
3
votes
1answer
927 views

IIS6 SMTP and TLS on outbound connections

In the options for setting up the SMTP server hosted in IIS, there exists an option to enable TLS on outbound connections which I want. However I also want it to be able to fallback to clear text in ...
2
votes
2answers
1k views

IIS6 cdo.message cannot send emails access denied error

Got some very basic email code on a iis 6 server to send a test email. Relay is enabled on exchange server for this server, the iis user has write permissions to the directories for mailroot and all ...
1
vote
1answer
225 views

IIS SMTP service does not accept mail addresses with non-ascii domain name

our IIS6 is running a smtp service. This smpt throws the following exception if an email shall be send to an domain with an umlaut. Exaple: mymail at mydomäne.de etc. Doesn't the IIS support such ...
0
votes
2answers
9k views

IIS SMTP: 550 5.7.1 Unable to relay

I am trying to configure IIS 6 SMTP server for outbound mail. I did the following telnet test from Wikipedia and getting error highlighted in bold below. 220 smtp.example.com Microsoft ESMTP MAIL ...
0
votes
3answers
3k views

Setting up SMTP in IIS6

I'm used to using IIS6 for administering websites but this is my first time using it as a mail server. I've got the POP3 service working fine and I can get incoming mail without any problems. What ...
1
vote
3answers
507 views

Forwarding all mail to a single dev box on IIS via virtual SMTP

I am trying to set up a development environment for our web server. I would like all emails that are relayed by the server go to a specific mailbox, regardless of who they were sent to. For example, ...
0
votes
5answers
3k views

IIS 6 SMTP how to test email is sending

My server(Windows Server 2003) is running IIS 6. It does not seem to be sending any emails. How can I go about trying to find the fault?
0
votes
3answers
2k views

How to relay SMTP directly from IIS 6.0 Server to Exchange 2003 server

Is it possible to force SMTP mail picked up at an IIS 6.0 server to be sent directly to an Exchange 2003 server on an internal network? Right now we have a third device in the middle which is being ...
2
votes
1answer
301 views

Pipe incoming email to a script on Windows IIS SMTP?

I have a web application running on Windows IIS. This app has a database where each item has a unique key (1, 2, 3...), and a list of email addresses (among other things). I would like users to send ...