Server rejecting outgoing message

All,
I have no idea why my mail server has started reacting the way that it has, but this is the situation. I am running a 3.6 Messaging server on Solaris 2.6. After a reboot recently, the server started rejecting certain outgoing emails that it claims to have bad return addresses. I am not sure what this error means and I cannot see a return address in the mail header. The error returned to the user is below:
This Message was undeliverable due to the following reason:
Your message was not delivered because the return address was refused.
The return address was '<[email protected]>'
Please reply to [email protected]
if you feel this message to be in error.
If anyone has any input, advice, or suggestions, I would greatly appreciate your help. The rejected emails seem to be going to the same 'set' of domains, but I cant find any details in the logs or error messages to point me in the right direction. Thanks,
Pete

If you go to Mail Preferences/Accounts and select the offending account, is it's own outgoing mail server selected? If not, select it and put a check in use only this server. I would also confirm all settings against:
http://www.apple.com/support/macosx/mailassistant/

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POP server rejected password message??? What happened?

I get this error message:
The POP server “pop-server.roadrunner.com” rejected the password for user “[email protected]”
Please re-enter your password, or cancel.
I just got it this evening and my mail won't accept my password. I tried to access my mail it via WWW and it won't accept my password either. What happened? It was fine this AM. My ISP is via time/warner. Any help is appreciated.

So I looked at your post again. Does adelphia.net now use “pop-server.roadrunner.com” as it's POP mail server?
On p.4 of this PDF, it says you should be using the following settings:
Email Client Settings
Username: {your [email protected]}
Password: {your password}
Incoming (POP3)
Server: mail.adelphia.net
Outgoing (SMTP)
Server: mail.adelphia.net
So maybe some of your mail prefs account settings were inadvertently changed to the wrong stuff so you are now inadvertently trying to connect to the wrong server with the wrong username?
That still doesn't answer why you can't connect via webmail at https://webmail.adelphia.net/webedge , though...

Server rejects outgoing mail from PC's but will send mail from Macs

I am having a strange problem with outgoing mail all my mail clients are pointed to the server as smtp server. All mail from Macs are delivered without any problems but mail from PC's are universally rejected and I can't understand why. I did not have this problem with 10.4.11 and we do not authenticate. Here is the reject message:-
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This should help:
http://osx.topicdesk.com/content/view/145/84/
Will work without authentication as long as your network range has been entered into the postfix settings.
That said, you should require all your clients to authenticate to send through your server.
HTH,
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Hi
Am running Mail on Mac OS X Server Lion 10.7.5 (11G63).
We want to limit the incoming message size to 10MB (which we can do in the Mail Server | Settings | Quotas tab) but we are needing to send customers an email to say there mail has been rejected as they currently think the mail has been delivered.
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Your mailserver should give an error code to the senders mailserver typically reporting an error 552 "Message size exceeds fixed limit" or something similar. This is then normally delivered to the sender inbox. However you can't customise this.
Some mailservers are better than others at doing this. Try sending yourself a too big message and see what you get.
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Exchange 2013 CAS server returned '500 Message rejected'

Hi, all.
Exchange 2013 with CAS server and 2 mailbox servers. Health checks are all 100% healthy.
One of our users cannot receive email from an external user. Our CAS server keeps rejecting the message. I can trace the message and see that it did indeed hit our servers, and was rejected. But I cannot find out WHY it was rejected.
Here is the Delivery Report from the EAC:
Delivery Report for               NAME ‎([email protected])
Failed
3/30/2015 1:41 PM <CAS servername>
The message couldn't be delivered.
[{LRT=};{LED=500 Message rejected};{FQDN=};{IP=}]
The external user gets this NDR:
<our local CAS servername> gave this error:
Message rejected
In the Diagnostic information for administrator section:
<our local CAS servername> returned '500 message rejected'
followed by the Original message headers. I think I'm looking for some more verbose logging to see what rule or configuration rejected the message. Any help would be greatly appreciated!
Thanks!
Dan

My main question: how can I see what triggered my CAS server to reject this message with error 500?
Our user can receive email from other external senders ok. It seems to be just this one sender having trouble.
Our transport rules are not complex, and I see no rules that would block this sender or domain.
We use Exchange Online Protection. The message gets through EOP and hits our CAS server. The CAS server rejects the message - it never gets to the Client.
The CAS server gives the error 500 - but that's all I can find. I need a command or somewhere to look to see what triggered the 500 error.
I've posted the NDR received by the sender and scrubbed our identifying information.
Rcn.com looks like the sender's online forwarding host - the spf record for senderdomain.net points back to rcn.com. I've run an spf record check and it passes, so I do not believe that is the issue.
Here is the NDR:
From: [email protected]
To: [email protected]
Sent: Monday, March 30, 2015 1:41 PM
Subject: Undeliverable: Hello from FirstName
CAS1.our_internal_domain.local rejected your message to the following email addresses:
FirstName LastName ([email protected])
A problem occurred while delivering your message to this email address. Try sending your message again. If the problem continues, please contact your email admin.
CAS1.our_internal_domain.local gave this error:
Message rejected
Diagnostic information for administrators:
Generating server: BY1PR0501MB1112.namprd05.prod.outlook.com
[email protected]
CAS1.our_internal_domain.local
Remote Server returned '500 Message rejected'
Original message headers:
Received: from BLUPR05CA0049.namprd05.prod.outlook.com (10.141.20.19) by
BY1PR0501MB1112.namprd05.prod.outlook.com (25.160.103.146) with Microsoft
SMTP Server (TLS) id 15.1.118.21; Mon, 30 Mar 2015 17:40:54 +0000
Received: from BL2FFO11FD027.protection.gbl (2a01:111:f400:7c09::115) by
BLUPR05CA0049.outlook.office365.com (2a01:111:e400:855::19) with Microsoft
SMTP Server (TLS) id 15.1.125.19 via Frontend Transport; Mon, 30 Mar 2015
17:40:54 +0000
Received: from smtp.rcn.com (69.168.97.78) by
BL2FFO11FD027.mail.protection.outlook.com (10.173.161.106) with Microsoft
SMTP Server (TLS) id 15.1.130.10 via Frontend Transport; Mon, 30 Mar 2015
17:40:54 +0000
Return-Path: [email protected]
X_CMAE_Category: , ,
X-CNFS-Analysis: v=2.0 cv=PMSNCIWC c=1 sm=1 a=gRQJo8bc1j9+0GSSRogFxg==:17 a=NTyKUL13AAAA:8 a=ML7w5Z3_AAAA:8 a=3H5rcUylbt2uBKgiyYQA:9 a=wPNLvfGTeEIA:10 a=XQfDMMe_SRUA:10 a=SEXQnC1BqQAA:10 a=7ZjHjvgxCjAA:10 a=Wcs1mLwGzyUA:10 a=sBa8ZLUje9YA:10 a=k-GqB2yPh3IA:10
a=N4kHG9ehtKzd7-3o534A:9 a=_W_S_7VecoQA:10 a=gRQJo8bc1j9+0GSSRogFxg==:117
X-CM-Score: 0
X-Scanned-by: Cloudmark Authority Engine
X-Authed-Username: ZHAtZm1hQHJjbi5jb20=
Authentication-Results: smtp02.rcn.cmh.synacor.com
[email protected]; sender-id=neutralourdomain.com; dkim=none
(message not signed) header.d=none;ourdomain.com; dmarc=pass action=none
header.from=senderdomain.net;
Authentication-Results: smtp02.rcn.cmh.synacor.com [email protected]; spf=neutral; sender-id=neutral
Authentication-Results: smtp02.rcn.cmh.synacor.com smtp.user=sender; auth=pass (LOGIN)
Received-SPF: neutral (smtp02.rcn.cmh.synacor.com: 69.72.92.252 is neither permitted nor denied by domain of senderdomain.net)
Received: from [69.72.92.252] ([69.72.92.252:2689] helo=FirstNameLastName)
        by smtp.rcn.com (envelope-from <[email protected]>)
        (ecelerity 3.6.2.43620 r(Platform:3.6.2.0)) with ESMTPA
        id 58/6E-17115-4AA89155; Mon, 30 Mar 2015 13:40:53 -0400
Message-ID: <011A7DBF0D954F62987032D45778AF29@FirstNameLastName>
From: FirstName LastName <[email protected]>
To: FirstName LastName <[email protected]>
Subject: Hello from FirstName
Date: Mon, 30 Mar 2015 13:40:49 -0400
MIME-Version: 1.0
Content-Type: multipart/alternative;
        boundary="----=_NextPart_000_0007_01D06AEF.223E4A60"
X-Priority: 3
X-MSMail-Priority: Normal
X-Mailer: Microsoft Outlook Express 6.00.2900.5931
X-MimeOLE: Produced By Microsoft MimeOLE V6.00.2900.6157
X-EOPAttributedMessage: 0
Received-SPF: Pass (protection.outlook.com: domain of senderdomain.net designates
69.168.97.78 as permitted sender) receiver=protection.outlook.com;
client-ip=69.168.97.78; helo=smtp.rcn.com;
Authentication-Results: spf=pass (sender IP is 69.168.97.78)
[email protected];
X-Forefront-Antispam-Report:
        CIP:69.168.97.78;CTRY:US;IPV:NLI;EFV:NLI;SFV:SKN;SFS:;DIR:INB;SFP:;SCL:-1;SRVR:BY1PR0501MB1112;H:smtp.rcn.com;FPR:;SPF:None;LANG:en;
X-Microsoft-Antispam: UriScan:;BCL:0;PCL:0;RULEID:;SRVR:BY1PR0501MB1112;
X-Exchange-Antispam-Report-Test: UriScan:;
X-Exchange-Antispam-Report-CFA-Test:
        BCL:0;PCL:0;RULEID:(601004);SRVR:BY1PR0501MB1112;BCL:0;PCL:0;RULEID:;SRVR:BY1PR0501MB1112;
X-OriginatorOrg: ourdomain.onmicrosoft.com
X-MS-Exchange-CrossTenant-OriginalArrivalTime: 30 Mar 2015 17:40:54.1243
(UTC)
X-MS-Exchange-CrossTenant-Id: c92ecf05-92f8-42f4-a246-24bee4988793
X-MS-Exchange-CrossTenant-FromEntityHeader: Internet
X-MS-Exchange-Transport-CrossTenantHeadersStamped: BY1PR0501MB1112
Dan

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iOS: Unable to send or receive email
http://support.apple.com/kb/TS3899
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http://ipadhelp.com/ipad-help/ipad-cant-send-emails-troubleshooting-steps/
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http://www.apple.com/support/ipad/mail/
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Can't send mail, get message: the smtp server rejected the password. I tried lock and unlock keychain. I tried unlock captcha. Gmail works okay, it is Mail that does not. Help!! :(

Can't send mail, get message: the smtp server rejected the password. I tried lock and unlock keychain. I tried unlock captcha. Gmail works okay, it is Mail that does not. Help!!

Hi
You need to check with your ISP whether or not the send mail server (SMTP) requires a password. Some do, but many do not. When you know the correct password to send mail, then you need to tell Mail as follows:
Mail menu > Preferences > Accounts > Select the account
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In the Account Information tab put the server name
In the Advanced Tab, set up the authentication information from your ISP.
Good luck
Bob

Mail 4.5 SMTP Server Rejecting Password for Outgoing Mail

I just set up Mail 4.5 and am receiving incoming mails but can't send out my emails. I get a message saying the SMTP server rejected the password. I know it's the correct password, have entered it a few times now. I'd appreciate any advice. thnx

Hi Jan ...
From the Mail menu bar click Mail > Preferences then select the Accounts tab then the Account Information tab.
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Quit then relaunch Mail to test.
If the correct server is already selected, open Keychain Access located in /Applications/Utilities
Select Passwords on the left.
Use the search field top right corner of the window to find the email account. Then right or control click the keychain then click Delete.
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edited by: cs

Mail server rejected message: spam or virus detected (#5.3.0)

Hi everybody,
for the first time ever I got this funny message:
mail server rejected message: spam or virus detected (#5.3.0)
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SMTP-server does not support DKIM signature.
How to make a DKIM signature for outgoing messages in the Thunderbird?

I'm not familiar with this particular use of the terminology.
Thunderbird has S/MIME support built in. You can add PGP support via the Enigmail add-on. Both offer the means to sign and encrypt messages.
I see add-ons to support the checking of DKIM-signed incoming messages, but haven't found any yet for signing.
Is it something that an email client is entitled to do? The Wikipædia entry says
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and that means a server, as opposed to a client (MUA).

I get the message "Your changes to this item couldn't be saved because server rejected generated iCalendar data"

I get the message "Your changes to this item couldn't be saved because server rejected generated iCalendar data"
How can I fix this?

OK sorted it myself - had to "stop sharing" and reinvite - one irritation is that on the iPad, by default sharing confers edit rights which I did not want. Attempts to change to View Only apparently don't work but it may be there is a time delay - anyway whatever - it seems OK now

Outgoing messages blocked by some recipients due to Spamhaus PBL

I've read some related issues about this on the forums, but I haven't found any helpful solutions.
I am a FiOS customer, but I already have email service set up with other providers, and have no interest in changing my e-mail address(s). In general this works fine.
Recently however I have found that some receipients, who use spamhaus, are blocking my messages - apparantly because Verizon said that the only way their clients are allowed to send e-mail is through their servers. The bounce looked something like this (personally identifying information, etc. edited):
This message was created automatically by mail delivery software.
A message that you sent could not be delivered to one or more of its recipients. The following addresses failed:
<<edited>>
SMTP error from remote server after transfer of mail text:
host barracuda.acrocorp.com[edited]:
554 Service unavailable; Client host [mout.perfora.net] blocked by zen.spamhaus.org; http://www.spamhaus.org/query/bl?ip=71.164.000.000 (edited)
--- The header of the original message is following. ---
Received: from xxxxxx (pool-71-164-xxx-xxx.sttlwa.fios.verizon.net [edited])
by mrelay.perfora.net (node=mrus1) with ESMTP (Nemesis)
id 0MCKl7-1NM9wO0jcv-0097h4; Tue, 24 Nov 2009 16:40:26 -0500
Return-Path: xxxxxxx
From: xxxx
Sender: xxxxxx
To: xxxxxx
Date: Tue, 24 Nov 2009 13:40:24 -0800
Message-ID: <!&!AAAAAAAAAAAYAAAAAAAAAJ9z9bwRctQRnWQA4Jh+J3DCgAAAEAAAANjFkzKkqiFOp/[email protected]>
MIME-Version: 1.0
Content-Type: multipart/alternative;
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X-Provags-ID: V01U2FsdGVkX1/SPBJQinHX94j0qtDaHOJUZB38JI5NNAAl4Ic
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When reading the information at Spamhaus, I said OK, sounds like I need to use a verizon.net server. So I set my outgoing server to outgoing.verizon.net, with appropriate credentials (I do have a verizon.net e-mail address, I just don't use it). This seemed to work, but today when sending to the same recipient, I got the following bounce:
This report relates to a message you sent with the following header fields:
Message-id:
<!&!AAAAAAAAAAAYAAAAAAAAAJ9z9bwRctQRnWQA4Jh+J3DCgAAAEAAAABuM/[email protected]>
Date: Mon, 30 Nov 2009 20:14:49 -0800
From: xxxxx
To: xxxxxx
Subject: xxxxx
Your message cannot be delivered to the following recipients:
Recipient address: [email protected] Reason: SMTP transmission failure has occurred
Diagnostic code: smtp;554 Service unavailable; Client host [vms173017pub.verizon.net] blocked by zen.spamhaus.org; http://www.spamhaus.org/query/bl?ip=71.164.0.0
Remote system: dns;barracuda.acrocorp.com (TCP|206.46.173.17|42774|12.111.233.9|25) (barracuda.acrocorp.com ESMTP [26a1cc209bbca0bd7cbebfeeb226aade])
Now first of all, I find it unacceptable that I need to use Verizon's outgoing mail servers rather than the provider of my choice. This means that if I have someone over who wants to connect their laptop to our network to send e-mail, they have to reconfigure their e-mail, and I have to give them my credentials, or else create an account for them on verizon.net. That's just bizzare!
But now it seems that Verizon is also not even keeping its own data straight with spamhaus!
Can anyone shed any light on this? Is there anything I can do to resolve these problems?
Thank you all!

You don't need to change your INCOMING email address however you do need to change your outgoing email server address to be the Verizon server. If you don't do this your email may be refused and treated as spam because it will appear that you are using "relaying" to send mail from fake accounts.
You now appear to have hit the other problem that sometimes occurs. It seems that at some point in the past the dhcp address you recived from verizon was blacklisted for something and spamhaus is now rejecting the email. The simple answer to this is to reboot your verizon router to get a new address. You could then report the blacklisted address to Verizon who might fight the adress issue with spamhaus or you could di it yourself. Think I had this occur 3 times in the 5 years I had Verizon dsl on a pppoe connection which delivers dhcp address changes many more times than FiOS does.

Outgoing message frozen

I tried sending an email with approximately 300 recipients in the BCC line. It was rejected with "The server “smtp-server.stny.rr.com” did not recognize the following recipients:". It then listed all 300 or so of the recipients. This message page is overlaid on the original outgoing message.
The overlay can't be moved so I can get to the original message and edit the recipient list. The overlaid message continues below the edge of the screen, so I can't get to the bottom of it (scrolling doesn't work on the overlay) where there's typically a set of buttons to edit the message.
You can't drag the message to the trash. Shutting down and restarting does not make it go away. There is no function on any of the Safari menus that works in relation to this problem (ie, delete, etc). Even the little "x" button (delete) in the upper left corner of the rejected message is grayed out and can't be used (but the minimize/maximize buttons do work).
The only thing I can do is put it on the dock. Everything else (other applications, etc) functions fine when I do that, including incoming and outgoing mail. I've previously divided the recipients into 4 groups and sent 4 emails to reach everyone, so that's the only difference in the way I sent this email. Clearly the problem is the number of recipients, since that's the only change.
The issue is entirely not being able to get rid of this message and having to live with it forever on my dock. Any suggestions?

Hello ketcheeup,
Group messaging is one of the most efficient way to communication with multiple people at once. This is SUPER convenient when communicating with co-workers. May I ask have you tried the step that Ann154 provided? Thanks Ann154. If so then what's the results? If you can advise us on the status of the issue then we can help, if more is needed.
Thank you...
ArnettH_VZW
Follow us on Twitter @VZWSupport

Outgoing Message Size Limit?

I realize that in SA or postfix.conf I can limit the size of incoming messages, but can/should I limit the size of outgoing messages?
Currently the limit is set at 10 MB in SA and this seems also to be throttling the outgoing message size to 10 MB -- does the limit work in both directions?
Postconf shows: messagesizelimit = 10485760 and client messages in excess of 10 MB are not being sent.
Cheers

I'm pretty sure this is a 2-way setting for both in and out mail. I would say basically the logic on this is what ever size mail you dish out you better be able to take it too, lol. Alex can chime in if I'm wrong. Nowadays 10MB is a good limit but be aware that the receiving mail servers need to be able to accept the size your sending as well. If you set your limit to high and people send file over the 10MB size you'll just be wasting bandwidth to your ISP since your server will send it out but it will get rejected once the other mail servers sees it's to big.

RAT dropping outgoing messages

Hi,
in my configuration, a couple of ESA at the edge with one listener and one phy interface i enabled the desired domain, example mydomain.it,
in the RAT and then all others blocked. What happened is that for some other domain, public domain like google and aol for example, i started recieving dropped messages because refused by the RAT for outgoing messages. I had to open the all other which i really don't like it. Is this a normal behaviour ? how can i fix it?
thanks a lot
smaikol

Hello Michele,
To build on Robert's response.
I would suggest to look at your message tracking (located in GUI > Monitor > Message Tracking)
Check the emails which were rejected where recipient is @gmail/@aol etc.
Check the "ICID and sendergroup" information and action.
If you see:
(ICID XXXXXXX) ACCEPT sender group SENDERGROUPNAME match <IP of your outgoing exchange server IP> SBRS XXXX
Then it is likely your outbound emails are being treated as INCOMING emails where RAT checking is done.
If so my suggestive action is:
GUI > Mail Policies > Mail Flow Policies
Check for an available "RELAY" mail flow policy, if none visible, create it.
Create a new mail flow policy
Name it "RELAY"
Action for this mail flow policy should be chosen as "RELAY" and not accept
Leave the rest as it is and submit this mail flow policy.
Then go to GUI > Mail Policies > HAT Overview
Check if you have a RELAYLIST enabled, if you see no RELAYLIST
Add a new sendergroup
Name it RELAYLIST
Mail flow policy to use "RELAY"
Order it "1" on the list
Leave the rest blank, submit and add senders
Here add the Sending IP of your exchange server which is routing outbound emails here
Submit this sendergroup and sender. Your HAT overview should now be updated with the RELAYLIST using RELAY mail flow policy.
Then go to your RAT table.
Re-enable REJECT for all other domains (do not work as an open relay)
Then commit changes.
Re-try your outgoing email.
Now outgoing emails should match RELAYLIST and thus not using the RAT table.
All other email servers will (and should) match the other Inbound sendergroups as the IPs of external servers should not match the RELAYLIST as its not defined in there.
I hope this helps.
Please keep us updated.
Regards,
Matthew

Server rejecting outgoing message

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