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• Exchange Server is rejecting message after "MAIL FROM" with "500 5.3.3" with tarpit despite being a Trusted Receiver

  - by Don Rhummy

  I'm getting the message: "500 5.3.3 Unrecognized command" from Exchange server and seeing in the Exchange Server logs that it's tarpitting my smtp sender despite the fact that: I added a Receive Connector for my ip that allows connection, uses "Externally Secure" I ran the commands (with the actual server name): CODE: Set-ReceiveConnector "MyTrusted connector (Servername)" -MaxAcknowledgementDelay 0 Set-ReceiveConnector "MyTrusted connector (Servername)" -TarpitInterval 0 Despite all that, it STILL fails! Any idea what's wrong?

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

  - by Greg R

  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, some application on the server sends an email to [email protected]. I want that email to go to [email protected]. Is that possible to do with IIS/Virtual SMTP? Is there some other way of doing this? I don't have exchange server running, if that makes a difference. Any help would be greatly appreciated. Thanks a lot!

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• Reverse DNS does not match SMTP Banner

  - by Bastien974

  Hi all, I had this Warning with mxtoolbox. I know that it's not necessarily a big problem, but since we are having lots of issue with email delivery, I want to check everything. I have a Exchange server 07 + Sonicwall. My FQDN is office.mydomain.ca for send/receive connectors. When I try : telnet office.mydomain.ca 25 -- 220 MYSERVER.mydomain.local Microsoft ESMTP MAIL Service ready at Fri, 7 May 2010 10:34:36 -0400 I can change my SMTP Banner in the Sonicwall, but I don't know what to write, if there is a specific syntax or what can be the consequence if it doesn't work. Thanks for your help.

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

  - by NitroxDM

  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 XXX.XXX.XXX.XXX...Could not open connection to the host, on port 25: Connect failed. From the server I get: Microsoft Telnet> o 127.0.0.1 25 Connecting To 127.0.0.1... Connection to host lost. There isn't anything useful in the logs. Any ideas?

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• SMTP Server Times Out for 1 of 2 ISPs

  - by Jonathan Sampson

  For months I've been using a 5g sprint card for my laptop to check email. I have gmail, and three other accounts all configured in Thunderbird. Recently, I got AT&T internet service at my house and I discovered that I cannot send email when connected to my home service. I can receive just fine, but I can't send. If I plugin my 5g card, I can sent/receive with no problems. At home I'm connected wirelessly through a router. What could be causing this interruption? I even tried pinging my smtp server only to see it timeout when connected via AT&T. If more details are needed, I'll be happy to share.

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• phpbb3 email settings for Zoho SMTP server

  - by SkylarMT

  I've spent a while guessing and googling, and haven't found an answer. In the past I setup my forums to send via my Gmail account, but spambots with fake emails have flooded my inbox, so I setup [email protected] with Zoho mail. Now I need to have my installation of phpbb3 send mass emails through the smtp.zoho.com mail server, and I can't figure out what settings I should use. The instructions on https://www.zoho.com/mail/help/pop-access.html are a little vague for anything that doesn't auto-detect the exact settings.

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• Set up internal domain to use external SMTP in Exchange 2007

  - by Geoffrey

  I'm moving to Google Apps and have setup dual-delivery. Everything is fine, but for mail sent internally (from [email protected] to [email protected]), Exchange is not using the send connectors I have pointing to Google's servers. I believe my question is similar to this question: How to force internal email through an smtp connector in exchange 2007 Again, if a user is connected to the Exchange server and tries to send to [email protected] it works just fine, but I cannot seem to force *@mydomain.com to route correctly. This should be a fairly simple, but according to this: google.com/support/forum/p/Google+Apps/thread?tid=30b6ad03baa57289&hl=en (can't post two links due to spam prevention) It does not seem possible. Any ideas?

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• Gradually migrate from one SMTP server to another

  - by Bart van Wissen

  I maintain an application that sends out a ton of e-mail on a daily basis. Soon, we will have to migrate to another SMTP-server for that, which has an ip address that has no reputation with respect to email delivery. So instead of just flipping the switch, I would like to start by sending a small percentage of all mail through the new server, and then gradually increase that percentage until we reach 100%. It wouldn't be very hard to implement something in the application itself, but I would like to know if there is an easier, more reliable out-of-the-box-type solution for this. My first thought was to use round-robin DNS for this, but the servers require different credentials, use different protocols (one uses SASL, the other doesn't) and even different port numbers, so I think that rules out the DNS based solution. Is there any way, for example, to configure Postfix to send 1 out of x e-mails to relay host A and the rest to relay host B? Or perhaps a different MTA?

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• Load balancing SMTP in a way that doesn't hide the source IP address

  - by makerofthings7

  I need to load balance SMTP to handle some applications that don't know how to use MX records. I set up a Netscaler using the TCP option on port 25 and now Exchange sees the source IP as that of the DMZ of the Netscaler for every connection, not the client. Obviously this prevents RBLs, Whitelists, and all other IP-based reputation to fail. It also make it impossible to whitelist a trusted IP for anonymous relay. Question How should I configure the NetScaler (or Windows Load Balancing) so that I can allow load balancing yet still maintain visibility of the source IP?

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• Is Gmail Modifying Message Headers - SMTP

  - by iamrohitbanga

  I sent a mail from my machine relayed through a public mail server to my gmail account using smtp on telnet. now when i select show original on for that mail in my gmail account. I see several headers just before the body of my mail. X-TM-AS-Product-Ver: X-TM-AS-Result: X-imss-scan-details: X-TM-AS-User-Approved-Sender: X-TM-AS-User-Blocked-Sender: Are these headers being added by gmail or my mail server. How do I find out. Is this because of the process described in Section 3.8.1 of this rfc.

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• SMTP port open - but not open

  - by Frederik Nielsen

  As some of you might know, I am setting up an exchange server. Now I ran into another problem: I cannot connect to the SMTP service from outside the server! The ports are opened in the gateway device (a ZyXEL USG50), Windows firewall is off. I see the packets travekl through the ZyXEL firewall, and I can also see the packets with wireshark on the server, so I know they are getting all the way in to the server. I also know it receives them, and sends out the reply - and this is where things go bad! Analyzing with wireshark, I get these errors in the return packets: Header checksum: 0x0000 [incorrect, should be 0x0779 (may be caused by "IP checksum offload"?)] And: Acknowledgment Number: 0x8e3337d1 [should be 0x00000000 because ACK flag is not set] What the (sorry my French) hell is going on? I really cant figure it out.. Thanks in advance.

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• issue using Postfix as authen SMTP client relay to Exchange 2010

  - by Gk

  Hi, I'm using postfix to relay mail to Exchange 2010. Here is my config: relayhost = [smtp.exchange.2010] smtp_sasl_auth_enable = yes smtp_sasl_password_maps = hash:/etc/postfix/relay_passwd smtp_sasl_security_options = #smtp_sasl_mechanism_filter = ntlm (/etc/postfix/relay_passwd contains login information of some accounts on Exchange) With this configuration I can relay email to Exchange. The problem is: the message send from Postfix has header: X-MS-Exchange-Organization-AuthAs: Anonymous and the message is treated like unAuthenicated message on Exchange system (i.e when sending to distribution group require senders are authenicated, I received error: #550 5.7.1 RESOLVER.RST.AuthRequired; authentication required ##rfc822;[email protected]). I using Outlook with the same account as in Postfix and it can send without problem. The different I realized between two case is: Outlook send with NTLM auth mech, Postfix using LOGIN mech. Any idea?

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

  - by Bryan Roth

  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 email is not possible due to a file lock by the process inetinfo.exe. I have noticed that this file lock is released after a period time that ranges from several hours to several days. You can see that the Queue directory can get pretty full over time. The only way I have been able to work around this is by manually stopping and starting my SMTP virtual server in IIS. Is it possible to release this file lock programmatically? If not, is it possible to expedite releasing this file lock?

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• Exchange Server 2007 Transport Errors -- SMTP Session Hangs

  - by devviedev

  Hello, I was doing some changes to the server (writing an Transport Agent). After trying to install it, I started to get some errors. Now, when connecting to the SMTP server the session hangs just after finishing the DATA section. I'm not sure what happened, I disabled my transport agent and uninstalled it, then restarted the server. The problem persists. In the Event Viewer, four of the same errors show up: Source: FSCTransportScanner Category: Scan Error Event ID: 5021 Description: Unable to retrieve internet monitor interface. What could have happened?

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• Server 2003 answers ping, but wont serve http, ftp,smtp or pop3

  - by Manfred

  After reboot, my server wont respond to any incoming request until it is rebooted again. Then, about 5-6 hrs later, any website on it will return a ping, but it will not serve the page, nor will it serve ftp, pop3 or smtp requests. The System log shows W3SVC errors 1014 and 1074, which relate to an Application pool not replying; I have one phpAdmin app pool which I have stopped - it is showing a solitary website as the default App, but the server no longer serves php extensions, and I can't transfer the default website to another pool to kill the whole app pool. I would appreciate your help.

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• SMTP Server Issue in intersystem cache

  - by nayanak

  I am facing an issue when I am sending Email from intersystems cache. I am able to send the mail, with out any problem the first time. But the second time when I am trying to send the smtp server is not responding properly. The first Helo command is sent. I recieve the confirmation 220 from the server. But I do not recieve the Message 250. So the next command is giving me the error 503, 5.5.2 "Send helo first" message. I am unable to find out why the server is not responding the second time.

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• Exchange 2003 SMTP SSL and various email clients

  - by FrancisV

  This Exchange 2003 server sits behind a firewall with a virtual SMTP server listening on port 465 and attached an SSL certificate from Comodo to the virtual server. However, when trying to send from Apple Mail.app 4.x and Outlook 2011 for Mac, it never completes the connection (time out). Oddly though, the same setup works with Thunderbird. My question is: Does it matter if the friendly name of the certificate is different from the internal hostname? The machine has 2 hostnames: external and internal. The official SSL is using the external name. When using a self-signed certificate with the same name as the internal, I still can't send from the Mail.app and Exchange clients but I can with Thunderbird.

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• Dummy SMTP server as a service

  - by levidos

  I have a Windows Server 2008 machine with IIS installed which is hosting a webapp that is sending some notification mails once-in-a-while. What I'd like to do is to monitor the email sent by the application. For this I need a dummy SMTP server which intercepts messages but won't send them further but save them locally on the hard disk. I've already found some of them like Papercut, SMTP4Dev. The problem with these that I have to be logged on the server all the time which is not suitable because the server has only 2+1 TS connections. I like to run a program like these as a windows service and check the mails when I need them.

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• Dummy SMTP server as a service

  - by levidos

  Hello, I have a Windows Server 2008 machine with IIS installed which is hosting a webapp that is sending some notification mails once-in-a-while. What I'd like to do is to monitor the email sent by the application. For this I need a dummy SMTP server which intercepts messages but won't send them further but save them locally on the hard disk.I've already found some of them like Papercut, SMTP4Dev. The problem with these that I have to be logged on the server all the time which is not suitable because the server has only 2+1 TS connections. I like to run a program like these as a windows service and check the mails when I need them. Any suggestion is much appreciated. Best Regards,Levente Rog

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• Connecting to my SMTP server

  - by Joseph Silvashy

  I have a few questions, I just installed SMTP on my Ubuntu server, and I want to know how to connect to it from a different machine... I'm not really clear. I tried: telnet my.servers.ip.address 25 I think it's running on port 25, but I don't know where to find out, its not in the conf file anywhere. Additionally do I need it to be a FDQN? or can I just access my mail server via it's IP address? I know that the service works on the machine because I'm able to echo test | mail -s "test" [email protected] Any help debugging or understanding this would be helpful, thanks guys!

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• Outgoing only SMTP server

  - by Din

  I want to setup on my Debian outgoing only SMTP server, so my Web-applications will be able to send mail via it. I don't want to use other hosts because of security and customizability of my own setup. I want to setup Postfix and configure it only in outgoing mode (I don't want it to be a relay). So I want to ask an advice how to do it in the best way. There's no need in users, virtual users, endpoints and other options that Postfix provides. I suppose that I should only attach Postfix to some hostname so my IP address can resolve to it. I also think that Postfix maybe a bit complicated solution for this task. If you know much simpler tool for it, let me know. Thanks.

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• Dealing with SMTP invalid command attack

  - by mark

  One of our semi-busy mail servers (sendmail) has had a lot of inbound connections over the past few days from hosts that are issuing garbage commands. In the past two days: incoming smtp connections with invalid commands from 39,000 unique IPs the IPs come from various ranges all over the world, not just a few networks that I can block the mail server serves users throughout north america, so I can't just block connections from unknown IPs sample bad commands: http://pastebin.com/4QUsaTXT I am not sure what someone is trying to accomplish with this attack, besides annoy me. any ideas what this is about, or how to effectively deal with it?

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• send mail via smtp on debian 6?

  - by acidzombie24

  i followed this tutorial http://library.linode.com/email/exim/send-only-mta-debian-6-squeeze?format=print When i got to the end, i sent the email to [email protected]. I didnt receive it. I didnt get spam either, i got nothing. I also didnt get an error message on the console. How do i properly sent up a smtp server and send an email from it? I'll not i am testing this on my VM on my local computer. My ISP doesnt block any traffic whatsoever (which is one reason why i use them) so... what can i do? i also tried this tutorial

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• OS X Server: SMTP Server problem

  - by plucked

  Hi, I have problem to setup my mail server. My system is a OS X 10.6.2. Server. I configured the mail server so far, but I cannot connect to the smtp server correctly. Correctly means that I can connect via telnet (and do the "HELO") from another server within the same serverrack, but not from outside. But when I try to telnet my http server, it works fine from outside. I already checked my firewall rules with "sudo ipfw list" and the port 25 is not blocked in any case. What could be the problem with connecting to port 25 via telnet from outside of the serverrack? Cheers

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• SmtpClient, send email through smtp.gmail.com, but From another account.

  - by dynback.com

  I wonna send email through gmail smtp, but users should see my corporative "From" SmtpClient smtp = new SmtpClient("smtp.gmail.com", 587); smtp.EnableSsl = true; smtp.Credentials = new NetworkCredential("[email protected]", "pass", "mail.dynback.com"); I am getting SmtpException: "The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required" I heard its all possible and called "Relay", but I am not sure, do i need to put somehow google credentials?

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