Sender dependent relaying on Zimbra 8.7? Can it be done? - email

I had a server running Zimbra 8.6 and it was configured to send via any one of five external relays based upon which one of my external accounts I was sending from. This worked great until I had a server crash and rebuilt this one using the latest Zimbra 8.7.
I have read and researched and tried everything I had done for my old 8.6 system and I simply cannot get this to work! When I try to send an email from the web client to gmail I get a warning from gmail that my server's IP address and domain are not allowed to relay since they are unauthenticated. According to my postfix configuration I should be authenticating using my own gmail credentials. But, the web client seems to ignore this.
When I try logging in directly on the Zimbra box I can use sendmail with the -tf parameters to mock up an email from one of my addresses to gmail and it works just fine. It is sent and looks like it came from the proper relay domain.
Is sender dependent relaying broken on 8.7? Does it work for anyone?

Welp, I gave up and set my server up to use gmail as the external relay for all accounts, and in my admin console I set my user account to be able to send from all of my external email addresses (specifying each of them there).
Now it properly relays through gmail and still shows each message as coming 'from' the external account I select in the new message window.
Maybe this will help someone with a similar issue.

Related

How to use a custom SMTP URL for Mailgun?

I use Mailgun for the outgoing emails of my customers and Cloudflare to manage DNS.
The problem is that my customers want to send emails using GMail as well, but I don't want them to know which service I am using.
Therefore, In case in the future I change the service, I don't want to contact all customers asking to change the parameters again.
Here is what I use:
So I decided to use DNS for this: I created for each domain a new CNAME (smtp.mydomain.com) which points to smtp.eu.mailgun.org:
Everything worked fine for few months by now, but from yesterday emails sent from GMail bounce back with this error: "TLS Negotiation failed, the certificate doesn't match the host".
I tried using other ports also, but still the same result.
If in GMail I use smtp.eu.mailgun.org instead of smtp.mydomain.com everything works fine again, so I guess the problem is in the DNS/Cloudflare configuration...
This is the report of the DNS Check of smtp.mydomain.com that I get from MXToolbox:
Any idea on how to fix this?
Thank you!
SOLUTION:
As of April 2020, Google started enforcing TLS when sending email.
In the Gmail settings under Accounts and Imports, Edit your Send mail as Email settings.
Change your outgoing servername (SMTP Server) to smtp.hostprovider.com (mine was smtp.dreamhost.com). If you are using your website name, (mail.example.com), this will continue to fail.
I also updated the port number from 587 to Port 465
Hope this helps.

cPanel 'No such user here'. Local account issue?

I have a website hosted outside the organization. The mail server to recieve the message is inside the organization. The website submits a simple form to email using PHP mail function. Works on every domain tested for the recipient except for ones internal to the domain.
So website is www.domain.com. Mail server is mail.domain.com. Hosted at separate sites. When www.domain.com wants to send a message to user#domain.com it should lookup the mx record and notice that mail.domain.com is at another location and forward the message.
If I configure it to send to user#otherdomain.com, the message is successfully sent and received. But sending to the same domain responds with 550 error 'No such user here'. So I'm wondering if the webserver thinks it is supposed to be the recipient of the mail, and thus responds with 'No user here' because, frankly there is no user configured there.
So does anyone know what cpanel/whm settings need to be added/adjusted to allow this server to know that it is not responsible for mail exchanging for this domain. I do have the mx record setup properly, but don't know if it also requires an A record for the address. Any help much appreciated.
I did notice others having the same issues, but no solutions were actually proposed, so I figured I would make my own question, and see if it get's a good answer for others too that may experience the same issue.
It looks like your routing settings are incorrect. Navigate to cPanel >> MX Entry and verify that the routing setting is Remote Mail Exchanger
As the mails are to be delivered externally, setting this as Local Mail Exchanger will make cPanel think the mails are setup locally and cPanel will try to deliver mails locally. As there are no local mail accounts configured with that name, it bounces with the mentioned error.
I would suggest avoiding sending directly to the MX. Submit your message to a local mail server and let it relay to the MX for you. If you send using PHPMailer with SMTP you will get much better feedback on deliveries. As for what cPanel is doing, check the local mail server log, usually in /var/log/mail.log.
You have to change the setting from local to "Remote Mail Exchanger" in dns zone file. and also create mail account at remote location site.

AWS SES + TLS: custom domain for mail servers

When messing around with different mail hosting options I noticed a very aggravating pattern with my Android phone. Neither the built-in mail app nor the gmail app supported email auto-configuration.
When using most mail services such as Namecheap, Zoho, Rackspace, etc. this became a real issue. I would enter my email address and password then instead of it just working like magic, it would invariably fail as it attempted to set the mail server to mail.example.com instead of mail.privateemail.com or smtp.zoho.com
I can configure a CNAME entry for my domain to redirect to these servers and successfully connect to mail.example.com.... up until I try to enable secure e-mail (STARTTLS or TLS wrapper). When I do this the domain name on the certificate does not match up to the domain name I am using to access and the whole thing fails.
Of course setting up my own mail server could be an option, but it could take months or years for my IP address to build up enough reputation to not get auto-blocked by major providers like Gmail or Yahoo. This whole past month DreamHost has been unable to send emails to any address owned by AT&T, which has been nightmarish to get resolved. Not wanting an issue like that, I would like to go with a big name for e-mail hosting.
While looking into Amazon SES to see if it would be easy to set up, I noticed this page on secure tunnels to AWS SES
I'm not super familiar with mail servers and I honestly have no idea what I'm reading on this page. Like I can follow the steps to install and configure this program and run it, but it doesn't accurately say what the purpose is of doing this. Am I right in believing that this might solve my SSL issue and allow me to send mail to mail.example.com without any issues? If so, is there any additional setup that I will require which is not adequately explained by this article?

Mail server redirect to another server

I have a site, which has a server with "Parallels Plesk Panel" installed. I want to send an email from that site a "Contact Us" message to info#domain.com email.
The problem is that this email was already created by one of the programmers using the google mail system (apparently you can create accounts there with a domain name different from gmail.com).
So now, the server rejects my message, telling me that it can't find an email with this name. It works fine when I send to any other domain, but when sending to the same one, it fails. I've created another email info2#domain.com and sent emails there and it works.
My question now is, how do I send emails to the existent info#domain.com which is already created in gmail without making the server block me. One of the options I saw at this panel is to redirect the request for that email to another mailing system (and to specify its IP). Maybe that would help if I would to put there gmails IP?
Thanks.
EDIT:
Using my contact us form I am sending an email to info#domain.com. I get an SMTP error 550, can't find the mail box. When sending to anything but #domain.com it works. When adding that email to my server, it is also fine.
Now, the previous programmer already created info#domain.com, but not with our plesk panel, but using gmail server. Apparently, using gmail you can create an email of the type info#domain.com and not just info#gmail.com. The obvious problem is then that I try to send to this email. It sees that the server is domain.com and tries to find it there (same domain as the site from which I send the message). It fails and gives me the 550 error.
I want the server to send the email with that message to info#domain.com which is actually on gmail.
if I understand correctly, your problem is that two servers think they host the maildomain: your plesk server and gmail.
solution: disable local mail delivery for that domain on the plesk server and make sure plesk can correctly resolve the mx records of that domain , runing dig mx +short domain.com on the plesk server should return a google owned hostname, not the local hostname.
I don't own a plesk server, so I can't tell how how exactly to disable the mail domain, but a quick google search returns: http://www.serveridol.com/2011/03/16/disabling-email-service-for-a-domain-in-plesk/
http://search.yahoo.com/search?p=email+form+service&ei=UTF-8&fr=chr-greentree_ff&type=827316
try a remote email form service. most hosting companies' mail servers are local. to do this, you would have to make your own .htaccess file which contains php.ini mail server settings. i THINK this is correct. you can install php yourself to see what those settings are.
this is something you will probably have to do through the web hosting control panel.
and by the way, XHTML is served up as HTML unless you configure the server to serve XHTML up as XHTML. so use HTML when possible unless you know how to do that. here's how.
http://jesusnjim.com/web-design/setup-test-server.html

Wordpress - Contact Form 7 Not Sending to Certain Email

I am using Contact Form 7 with Wordpress, but I am experiencing an email compatibility issue.
I have the form setup to email to email#domain.ca, domain.ca being the domain of the website hosting the site. The email address exists and works great, however the Contact Form keeps failing on send.
If I change the email address to any of my Gmail or other accounts, it works fine.
I am looking for ideas or suggestions as to how I might debug this. Is it because the site is hosted on a shared hosting server but the mail server is in-house at the physical location?
Any ideas would be great.
Ended up being an MX Entry problem with the shared host.
I had to set the MX Entry to send mail to an external host instead of the internal mail servers (it didn't realize the mail server was external).
Problem solved and all is well.
EDIT: We have run into this issue multiple times now with the hosting.
Essentially, cPanel gives you an option to say that mail servers are external, but it often fails to deliver on actually making the change. We have to remove the mail servers and hardcode the external one in order to make it work properly and consistently.
Might be php or smtp mail restrictions at your hosting service. Try http://wordpress.org/extend/plugins/wp-mail-smtp/