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0answers
10 views

IIS SMTP SmartHost configuration failing to send for a specific domain recipient

I have an web application sending email (pickup folder) using the local IIS6.0 SMTP server. It is configured to send email via Rackspace as a SmartHost. We have a problem sending emails to a ...
0
votes
1answer
150 views

Very high X-Spam-Threshold when sending email through iis SMTP

I am trying to send email through SMTP configured on server 2003 over IIS 6 but I am getting X-Spam-Threshold value is 95 and I guess due to this some of my customers are not getting their emails. ...
0
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3answers
120 views

Windows Server SMTP Feature - Installation Ramifications

Background: I am a SQL Server DBA. I have inherited about 50 SQL Servers and need to set up various maintenance plans and alerts. To get the full benefit, I'll also need to configure Database Mail ...
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2answers
380 views

Exchange 2003 SMTP does not receive RCPT from sender

I am mainly asking this to check whether I should be investigating further on my end, or if I should tell the sender they should talk to their own IT department for further assistance. I am not sure ...
1
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1answer
48 views

Does SMTP accept “friendly” address in FROM line (in particular Exchange)

I have an application server sending mails with SMTP, and this application generates a FROM line that contains a "friendly address" that seems to be refused by Exchange, of the form: MAIL FROM: ...
0
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0answers
64 views

Exchange 2010 - Allow admin forward message as original sender

I am migrating several hundred folders of emails to our web-based CRM system from Exchange Public Folders 2010. I have scripted this using EWS Managed API and everything I test internally works ...
3
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1answer
265 views

What does an empty AUTH EHLO SMTP response mean with MS Exchange?

I'm a programmer, not a sys-admin, but my customer's sys-admins are not being helpful and after much googling I still can't find the answer to this. My Java application gets the following response ...
0
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0answers
181 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
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0answers
25 views

IIS SMTP deleting messages that failed to send

Windows Server 2008 R2 with IIS 6.0 SMTP I recently ran into a smarthost permission issue where my IIS mail server couldn't forward certain messages to it. Basically, the user authenticated for the ...
-1
votes
1answer
231 views

What are the security risks with running an SMTP server? [closed]

I'm running Windows Server 2012 and I would like to set up an SMTP server to work with my hosted websites. I've previously installed various roles on my server which have resulted in exposing security ...
0
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0answers
106 views

SMTP on Windows Server 2008

Okay, i know that the built in SMTP server role inside Server 2008 is a little beleaguered; however, using resources here (stackex) and from msft I've worked through the issues I've been able to ...
0
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1answer
232 views

Change SMTP server for SBS 2011 Self Monitoring Reports

SBS 2011 sends daily/weekly/instant reports from the account SBSMonAcct@. It uses localhost as the SMTP transport as being SBS Exchange is usually installed. I want to use an external SMTP server. ...
0
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1answer
848 views

iis7 smtp constant send failures

I am having an intermittent issue with sending mail via my asp.net mvc application. It doesn't always happen, but it is happening a lot. Here are some of the errors: Message delivery to the host ...
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0answers
27 views

How to configure SMTP to recognize a group

I'm using a windows server. I installed IIS SMPT server and using it. I have no problem when I send a mail to individual id. But I get an error when trying to send to a group. InternetAddress ...
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vote
2answers
2k views

How to clean up Badmail directory?

I was inherited this server so I'm not yet fully familiar with its setup. However, I noticed that C:\inetpub\mailroot\Badmail\ directory contains ~400,000 files. For now I do not want to delete the ...
0
votes
1answer
88 views

Control which users can authenticate with Windows SMTP Server

Is it possible to control which users in a domain can connect to the Microsoft IIS SMTP server? How is this managed? Specifically, is it possible to restrict this to a single user? The server is in ...
1
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0answers
2k views

How to access Apache Tomcat running on Windows Server 2012 (alongside Microsoft SMTP service)

I am running Apache Tomcat as my only HTTP server on Windows Server 2012. Tomcat has been installed as a service and is bound to port 80. The server.xml file has had address="0.0.0.0" added to the ...
1
vote
0answers
289 views

Mail stuck in queue folder using IIS 6.0 SMTP server

I have finished setting up my server but when I sent email it got stuck in queue folder. This was a test email which I put in pickup folder. So I checked my log file. I have pasted the log files ...
0
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2answers
357 views

Exchange 2013 Internal Relay via Smart Host

Thank you for your help in advance! I am currently setting up an Exchange 2013 server, to replace our old POP3/SMTP system, however we would like to roll this out gradually when convenient for our ...
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0answers
278 views

IIS 7.5 SMTP E-Mail Queuing when SMTP Server is unavailable

I have a Windows 2008 R2 server running IIS 7.5, that also has the SMTP Server feature installed. In the IIS Manager, SMTP E-mail is configured to deliver to localhost. The server barfed yesterday, ...
0
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0answers
260 views

SMTP relay to Exchange Online - won't work without remote domain smarthosts?

We've got an on-premise SharePoint farm that sends and receives email via an SMTP instance on one of the servers which relays to our on-premise Exchange. We're in the middle of a migration to ...
0
votes
1answer
291 views

SMTP Server Needs Daily Restart - Windows Server 2008

I've got a Windows Server 2008 machine that is using an SMTP server with IIS 6. (I don't know the circumstances of that setup.) The machine itself uses IIS 7. It quits working after like a day. I ...
0
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1answer
278 views

Exchange 2010: Deny SMTP access to certain users?

I'd like to restrict SMTP login for certain users to my Exchange 2010 servers. I've been looking at the receive connectors, but I can't find a way to remove the "Exchange Users" role from specific ...
17
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3answers
15k views

What replaces IIS SMTP server in Windows Server 2012

I have read the notes here http://technet.microsoft.com/en-us/library/hh831568.aspx regarding deprecated and removed features in Windows 2012 and it says that SMTP is deprecated. I assume this is ...
0
votes
1answer
232 views

SMTP Service crashes on Windows Server 2008 R2

on a Windows Server 2008 R2 machine the SMTP service crashes without generate any event. I Set the service to restart when it fails but it doesn't. How could I face this problem? Is a common issue? ...
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0answers
309 views

Stop IIS SMTP Server from sending “Delivery Status Notification (Failure)”

I have set the BadMail directory and the 'Send copy of Non-Delivery Report to' fiels is empty but, somehow I am still receiving the failure messages. Is the a way to stop the failure messages?. I am ...
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2answers
555 views

IPv6 Addresses causing Exchange Relay whitelists to fail

Several of our new Exchange servers are failing to relay messages because it is communicating over IPv6 and not matching any receive connector I previously set up. I'm not sure how we are using IP6 ...
2
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0answers
29 views

I need to set-up the blocked machine to relay to the unblocked machine using a different port

I have two Windows Server 2003 machines sitting in a network. Server B has port 25 open and can relay emails to the local network's smtp server. Server A does not have port 25 open. How can I set it ...
3
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3answers
1k views

How to force Windows Server 2008 R2's SMTP server to generate NDRs for non-existing local users?

I have a Windows Server 2008 R2 server with the SMTP service enabled, which provides mail relay to another server for some applications. Sometimes, a message comes in with a wrong "To:" address, ...
1
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3answers
131 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 ...
6
votes
2answers
1k views

Expose IIS SMTP Pickup folder as a file share - bad idea?

Environment: IIS Web Farm 5 servers Windows Server 2008 R2 IIS 7.5 ASP.NET 3.5 and 4.0 web application Our web app, like many, needs to send mail. Send only, no receiving. In the past, we've ...
1
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2answers
1k 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 ...
1
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1answer
1k views

How can I configure Windows Server 2008/IIS 7 to send email via an asp.net web application?

I recently moved a long-functioning web app from a Windows 2003 server to a windows 2008 server. Everything works fine, save for the email service (send password and the like). The code works on my ...
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2answers
726 views

Exchange 2003 incoming email attachments have incorrect size

I'm stumped! When I receive messages with attachments from external mail servers, the attached file size is incorrect. I'm running Exchange 2003 locally. The problem seems to be happening at the ...
-1
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3answers
4k views

550 Requested action not taken: mailbox unavailable

I setup a small box with Server 2003 64bit to be used as a webserver and email server for a small school. Real simple stuff for a few users. A simple website and a handful of emails. rDNS and spf ...
1
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2answers
306 views

SMTP server to be used for Email Marketing Service

I am trying to build a email marketing service company. I am a .net programmer and I have played around trying to build a custom SMTP server but a lot of problems came up when domain keys into play. ...
0
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2answers
2k views

Getting the error “SMTP server cannot create a file in the queue directory C:\Inetpub\mailroot\Queue\”

We're using the default SMTP server for our websites to send mail with, but in the last day sending messages started getting this error: Insufficient system storage. The server response was: 4.3.1 ...
0
votes
2answers
2k views

Optimizing IIS 6 SMTP to send out large ammounts of email

Im currently working on a system that sends out a large number of monthly newsletters to subscribed users and customers (please note, this is not spam). We send these emails using IIS 6 virtual SMTP ...
1
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4answers
215 views

SMTP server requirements

Could someone help answer a few questions regarding the networking / DNS requirements for an SMTP server? Assume the server is setup already. Is a MX record required for SMTP? TCP port 25 open to the ...
3
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 ...
0
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3answers
602 views

What are the pros and cons of using Microsoft's own SMTP server versus a third party one?

I need to setup a SMTP relay for some web applications that need to send email to its users. I've used hMailServer for that task previously, but I'm thinking of switching to IIS SMTP Virtual Server. ...
1
vote
4answers
137 views

Need to get SMTP server on MS Server 2003

Long story short is I need to get an SMTP server setup inside a client's network that I can send emails out of. This thing won't need to receive emails ever, and really only needs 1 email account ...
0
votes
2answers
1k views

Exchange Disconnecting on EHLO with remote telnet

When I go to the local terminal on my Exchange box (SBS 2008) I can do this: telnet 127.0.0.1 25 220 Exchange banner here EHLO example.com 250 Server name However when I go from another box, or ...
1
vote
2answers
901 views

Running/debugging SMTP Event Sinks under windows 2008

I have an SMTP Event Sink to process incoming SMTP email messages to perform special processing. Under IIS 6/SMTP, this event sink runs as expected. Under IIS 7/SMTP, it does not appear to run, even ...
3
votes
2answers
21k views

Easiest way to configure local SMTP server to relay through gmail on Windows?

We have gmail for our corporate email provider. I want to be able to send mail through smtp.gmail.com from ASP.NET. I have managed to do this just fine - and it has the benefit of all sent items ...
0
votes
2answers
2k views

Troubleshooting 5.5.0 smtp; 503 Bad sequence of commands (Microsoft SMTP + Exchange 2003)

Note: this question has changed. Originally I believed it had something to do with BDAT. An external party is trying to send us a message to a valid address and they're getting an NDR: ...