0
votes
3answers
65 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 ...
1
vote
1answer
44 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: ...
3
votes
1answer
159 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
votes
0answers
125 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
21 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
113 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
votes
0answers
86 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
votes
1answer
144 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
votes
0answers
26 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 ...
0
votes
0answers
112 views

IIS Virtual SMTP Service — Integrated Windows Authentication with Administrator

I'm playing around with the authentication features on an SMTP service running on Windows Server 2008 R2. I have coded up a quick email-sending console app in C#, with support for connecting by Basic ...
0
votes
0answers
172 views

How should I setup outgoing smtp for app emails on load balanced Windows servers

I've recently setup a small group of servers to host a couple dozen asp.net applications that send out emails for things like customer registrations, purchase receipts, error alerts, nightly batch ...
0
votes
0answers
208 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
votes
0answers
241 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 ...
14
votes
3answers
11k 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
191 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? ...
1
vote
0answers
288 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 ...
3
votes
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
votes
0answers
1k views

Can't make SMTP work on Windows 2008 R2 in a virtual domain

I am a developer currently struggling with a system administration task so beware of some gaps in my knowledge about things that may seem obvious. I want to enable SMTP on a Windows Server 2008 R2 VM ...
1
vote
3answers
127 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
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 ...
0
votes
2answers
688 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
vote
2answers
293 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
votes
1answer
1k 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 ...
1
vote
4answers
213 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 ...
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
4answers
132 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 ...
1
vote
2answers
878 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
20k 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: ...