PHPMailer bounce email address shows in sender mailbox - phpmailer

I am using a PHP script to send emails using PHPMailer (on an ovh web server).
With the following script :
$mail->isMail();
......
$mail->addReplyTo('postmaster#mydomain.fr', 'Site');
$mail->SetFrom('postmaster#mydomain.fr', 'Site');
Emails get delivered to my gmail account BUT not to other addresses (e.g. my Business email).
With the following script :
$mail->isMail();
......
$mail->addReplyTo('postmaster#mydomain.fr', 'Site');
$mail->Sender = 'postmaster#mydomain.fr';
Emails get delivered to other addresses (e.g. my Business email) BUT not to gmail.
Also the sender appears as
bounce-id=D004=U58180. …… .net
which is not so friendly.
Is there a way to solve those issues ?

Using setFrom by itself will result in Sender being set to the same value as your from address (look at the code in the setFrom method). So in your second example you're setting the envelope sender, but not the from address, which is likely not what you want.
You may find it easier to use SMTP to localhost instead of isMail(); just changing that method to isSMTP() should be enough to do that. That way you can set SMTPDebug = 2 and see exactly what your local mail server is saying.
Separately, you don't need to set a reply-to address if it's the same as your from address – PHPMailer will simply ignore it if you try to set them to the same value anyway.

Related

phpmailer forces Mail delivery failed to reply-to and not from

I'm using phpmailer on my ERP and the from email is a noreply# and the reply-to is my client/company email.
Sometimes I'm receiving "Mail delivery failed: returning message to sender" that is normal but I'm receiving those to my noreply# and not the client email.
How can I force the phpmailer to send the "Mail delivery failed" to reply-to email?
Thank you for your help.
Bounces go to the return-path, not the reply-to address, because they are bounces, not replies.
It's not PHPMailer that's sending your bounces there, it's the receiver, and they are acting correctly.
You can set the return path indirectly using the Sender property which is used to set the envelope sender, which the receiver converts into a return-path before attempting delivery. Do not be tempted to set a return-path header yourself; it's the receiver's job.
$mail->Sender = 'bounces_go_here#example.com';
Beware though – this address is what SPF applies to, so you need to be very sure that your SPF records are set up correctly. For reliable bounce handling, I'd recommend making use of VERP addressing here too.

SMTP Client - Send hidden information that can come back in a reply

I am using the nodemailer SMTP node module, a simple way to send emails through SMTP.
I am using this to send out text messages to various cell carriers, which will allow you to send a text message for free via email. An example email, which will text the Sprint phone (310) 987-6543:
3109876543#messaging.sprintpcs.com
These are all going out through one SMTP email address. This means all text replies from someone's phone will channel back to my email address.
A lot of people send these texts. I want to route the reply text back to the right person, using my own server side code.
The problem is distinguishing where the text came from. Ideally I could hide my own primary key ID for the sender in some sort of SMTP header, which would arrive at the recipients phone and come straight back in their text reply.
I don't really know anything about SMTP or email protocols - is this possible?
edit
As given in each of the answers below, in better email servers you can address to an email address as well as an extension to that address, such as:
// original email
sms-service#mysite.com
// extension
sms-service+a6e1087b#mysite.com
This would be a correct answer and would solve my problem, if only this worked in Exchange Server, which is the email server I am using. I don't know if there is a way to enable this or any other workaround.
Exchange server doesn't support plus addressing natively but it is possible do achieve this with a custom MTA, e.g. http://durdle.com/regexcatchall/
Source: https://serverfault.com/questions/195276/does-exchange-support-plussed-users-e-g-mynamespamexample-com-or-a-similar
Here are a few approaches that you might be able to use:
Unique from addresses
You could you use unique "from" or "reply-to" address for each each message (or for each recipient). For example "sms-service+a6e1087b#mysite.com". In that example, the hex would be a unique identifier that can be mapped to the conversation in your database.
Gmail supports such a scheme: emails targeted to [foo]+[whatever]#gmail.com will be delivered to [foo]#gmail.com and the receiver will know also get the [whatever] back. (more on this http://lifehacker.com/144397/instant-disposable-gmail-addresses)
Identify the user, not the conversation
One option is to not identify the conversation, but identify the phone number the reply comes back from instead. In many cases, the number from where the SMS reply was sent back from is enough to connect that message to the conversation. I'm sure the SMS gateway you're using will provide you with the number from where the reply came from.
Commercial SMS gateway
You can also opt to use a commercial SMS gateway (smsglobal.com comes to mind, though there are many others). These services have well defined APIs for sending a receiving replies. This naturally comes at a price, though. But along with the price, you do get more confidence as to the reliability of the service. A free SMS gateway might get shut down without much warning.
This common problem is traditionally implemented using the semantics of From: and Reply-To: headers of e-mails. This is in fact not (directly) related to SMTP, but rather to ARPA network text messages.
RFC 5322 is the current specification of these messages. It states:
When the "Reply-To:" field is present, it indicates the address(es) to which the author of the message suggests that replies be sent. In the absence of the "Reply-To:" field, replies SHOULD by default be sent to the mailbox(es) specified in the "From:" field unless otherwise specified by the person composing the reply.
So you simply need to encode the information you need into the Reply-To: header. Since you mention your own server-side code, you might be running an SMTP server yourself. In this case, you can put any address that will be routed to your SMTP server and encode the right person's address there.
Alternatively, if you rely on another SMTP server, you might want to use aliases. Postfix, and mail services such as GMail, typically allow address extensions, i.e. addresses of the form user+foo#domain.com, and you can encode the necessary information in the address extension.
For example, let's say that alice#domain.com wants to send a text to Sprint phone (310) 987-6543 through your service, you could send an e-mail to 3109876543#messaging.sprintpcs.com with:
Reply-To: alice%40domain.com#yourservice.com
Alternatively:
Reply-To: yourservice+alice%40domain.com#gmail.com
This will allow you to route the reply properly by looking at the destination of the reply e-mail.

Unable to send to unresolved email addresses although configured in settings

I want to send an email in a workflow from a hard coded email address and I have made sure that the option is set to allow this in system settings but I still cant get it work.
Have I missed another setting? Or does this option only allow unresolved emails in the "To" field?
I shouldnt have thought that would work from a hardcoded email address.
Crm doesnt send emails itself, it either uses the users outlook, or uses email router - both of which requrie a system user record.
In the case of the outlook it is really sent by the user, in the case of the email router it is generally sent from exchange.
Crm cant just pretend to be an email address.
The CRM usually takes 10-12 hours to send email to un-resolved email addresses after the setting has been turned on.
Maybe waiting helps

How to prevent emails from a specific address going to Hotmail SPAM?

I have a site on a dedicated server with it's own IP range that has been running for a good few years. We have a notification email address (mailout#domain.com) which we use to send automated emails (activation emails when a user signs up and notification emails if something relevant to them happens, eg someone befriends them or comments on their picture etc). Users can select whether to receive these notifications or not. We have SPF and RDNS setup.
Email from all our other email accounts go to hotmail/gmail/yahoo mail etc correctly into the inbox. However any mail sent from the mailout#domain.com account (whether automatically by the server or manually via outlook) is delivered correctly to the inboxes for yahoo and gmail however goes into Junk in Hotmail (but other #domain.com addresses deliver to hotmail's inbox correctly). It says at the top of the message that MS Smartscreen marked this message as junk. I signed up for MS Smart Network Data Services to monitor the IP and it says it's not blocked but it displays Bot-like behaviour (which kind of makes sense as our notifications are kind of bot like even though they're not spam).
I can't work out what to do to prevent this from happening, we've authenticated the email, there's obviously not a general block on the IP as emails from different accounts on the same domain are going through successfully. It doesn't seem to be the format of the email either because if I send identical emails from mailout#domain.com and contact#domain then the one from contact# gets through to the inbox but the one from mailout# goes through to junk.
I can't really work out what to do and obviously trying to get MS to sort it out is never going to happen and i've used all their available tools. I can obviously try setting up a new email address (eg noreply#domain.com) and using that for notifications but i assume it will only be a matter of time before that gets blocked as well.
I would be immensely grateful for any suggestions anyone has!
Thanks so much,
Dave
You don't have many options. Try to do as many of the following as you can:
Reach out to MS support (don't discard this notion)
Implement DKIM and possibly DMARC (which are vastly more informative than SPF)
Change your IP address to something cleaner
Find and follow bulk sender best practices, e.g. M³AAWG's BCPs, perhaps the Help – I'm on a Blocklist doc

Why does email need an envelope, and what does the "envelope" mean?

What is the exact difference between the envelope and the email in smtp?
Why does the protocol need the envelope? In snail mail, the letter needs not contain addresses and is not visible to the postman (at least that's what you want to believe), so all the routing is made entirely based on the envelope and that is clear to me.
However in e-mail, the letter itself is parseable and has headers such as From: and To:. Why is that not enough to route email? Why do we need an envelope?
And what is the meaning of a divergence between the envelope and the email itself? Does it necessarily mean that someone is trying to game the system, or is it, under certain circumstances (what circumstances?), legal to have a difference between them.
Your clarifications are more than welcome.
Puzzled email receiver.
The recipient address in the SMTP RCPT TO: command is what mail transports use to determine the actual recipient of an email. The addresses in the To: and Cc: headers are there for mail readers to display to users who the recipients are, but they're not actually used by mail transports.
Most mail clients set the same addresses in SMTP RCPT TO: and MAIL FROM: commands that they insert in To:, Cc:, and From: headers, so the "envelope" addresses will be the same as the addresses in the headers.
Envelope and header addresses will usually agree for most legitimate mail. Notable exceptions are Bcc: addresses and mailing lists.
Spammers often forge header addresses to try to avoid spam filters.
The bottom line is that the overhead would be too great. When mail servers are processing millions of messages per day, it's much faster during the SMTP session (The Envelope) when the mail server can process individual commands.
If you didn't use an Envelope, you would have to push the entire message at the SMTP server, before you could find out if the message needs to be rejected. Some messages are quite large (I've seen 100+Meg messages working with GIS images).
By using an Envelope, we can issue specific 1 line commands against the mail server, and the mail server will tell us if we are successful or not, right then and there.
The envelope is used by the SMTP server and the message headers are used by a mail reader as everyone else has said.
What has not been said is that the RCPT TO: is used to route the message to a specific user regardless of where the user's name appears in the headers. The user does not necessarily need to appear in the To: or even the Cc: headers. Think of a Bcc: where the only thing that the receiver knows is who the message was from. In this case, the To: and CC: headers should be empty - hence the blind part of BCC. In another case, if an email message has the user mentioned in the CC list along with 10 other users, how can the SMTP routing pick the appropriate user. The answer is that it uses the RCPT line to route the message.
This is also used when routing via mailing lists. The To: header will contain the mailing list e-mail address. An SMTP system will generate separate messages for each user in the list each with a specific RCPT TO: user#host... envelope. In this case, the user's name will not even appear in any of the other headers.
An email message is very similar to a physical letter that you would send in the mail. There is an envelope, with To/From information, and there is the actual letter on the inside, with it's own To/From information. The envelope to/from information is the real information that is used for message delivery, for both email servers and post offices.
When an envelope comes into a post office, they inspect the To address on the envelope, and send it to the correct destination. The post office workers have no knowledge of the letter inside the envelope. The letting inside could have completely different To/From information than the envelope says. The Envelope could say the message is to Bob, but the letter inside may say it's for Alice. Or in real world: The envelope could say the message is to SomeCompanyName, and when secretary open envelope, letter inside say, it's is for Mr. Brown which work in SomeCompanyName.
Source: Email Envelope vs Email Header

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