Email delivery failure - bounceback address - email

I've been looking for documentation on the standard behaviour for mail servers who fail to deliver their mail.
I want the 'From' field to be different from the account that receives emails when there is a delivery failure.
E.g.
My program sends an email from 'donotreply#example.com', and on failure to deliver I want to be sent the delivery failure bounceback at 'failedemails#example.com'.
Is this accomplished by setting the reply-to? Or should I login with the 'failedemails' account and therefore it will receive the email back?
Thanks.

There are several things you can try, but I think that bounces are typically going to be sent to the envelope sender. This means that sending the mail from donotreply#example.com using your failedemails account is probably your best bet.
You can also try these headers:
Reply-To: failedemails#example.com
Errors-To: failedemails#example.com
Return-Path: failedemails#example.com
A similar question was also asked here: Set email headers so bounced emails go to a specific address

Related

SendGrid is always sending my emails to the Spam folder of the recipient

I am trying to send an email from my Firebase Cloud Functions using the SendGrid's mail client for Node.js
I am following their example described as follows:
const sgMail = require('#sendgrid/mail');
sgMail.setApiKey(functions.config().sendgrid.key);
const msg = {
to: 'my_own_mail#gmail.com',
from: 'my_other_own_mail#gmail.com',
subject: 'Sending with Twilio SendGrid is Fun',
text: 'and easy to do anywhere, even with Node.js',
html: '<strong>and easy to do anywhere, even with Node.js</strong>',
};
sgMail.send(msg);
Once the function is fired, everything gets executed successfully. In my function logs I get Status 202 and the actual mail gets delivered but not in the main mailbox but rather in the Spam folder. When I open the message, it simply says:
I don't really understand what is the problem.
NOTE: If I send the message to an Yahoo email it doesn't go in the Spam folder. Same applies if I send it to my business email.
Your problem is not related to cloud functions or the code, there are a few anti-spam rules you need to follow, this gave me a good starting point
Sendgrid does not send your messages to the SPAM folder it all depends on the recipients mail delivery flow spam filters.
Most messages are marked as spam for one of the following reasons
1. Message is not authenticated properly
Validated that your message is authenticated properly with SPF or DKIM
2.Your message originates from an IP that is in a Blacklist (this might be on Sendgrid's)
Try by sending a message to your self and open the message headers , then look for entries like the one below
Received: from xxxxxxxxx.com (xxxxxxx.com [xxx.xx.xxx.xx])
by xxxx.com with SMTPS id ##############
The IP between [] is the sending server IP try to use public blacklist such as spamhaus to see if it is blacklisted and report to Sendrig if you find a match
3.The content of your message has known phishing techniques (accidentally or not)
Check the "Format your mail" section for Gmail senders guidelines as general recommendation

Sendgrid - Activity says email delivered but email not received

I tried to send an email through sendgrid. I have a custom domain myself#contoso.com. If i try to send an email to user1#gmail.com with the from address as myself#contoso.com,then,the email is delivered to gmail with "via". When i try sending email to myself#contoso.com with the from address being myself#contoso.com the activity says the email is delivered however, in outlook client i have not received the email. What is it that I can try or do?
I have tried whitelisting contoso.com but it did not work
This is not an answer, as it doesn't help work out why the emails that are "Delivered" have not been received, but this is SendGrid's note on why Email messages with the “Delivered” status are not received:
Twilio SendGrid posts the Delivered event after the destination server accepts the message with a 250 OK response. Once an email is accepted by the destination server, we are unable to see what happens to the message. The receiving server could send it to the inbox, queue it for later delivery, put it into the spam folder, etc.
Often times, a recipient domain will initially accept a message for delivery, and then apply additional filtering afterwards. In this situation, we would have posted the Delivered event, but not have any insight into the additional filtering. Any additional Twilio SendGrid events for your email message would be triggered by recipient engagement (i.e. open/click events, unsubscribes, etc.).
Also note that at the time of writing, that answer had 26 downvotes (and zero upvotes) on the SendGrid website, probably indicating that many other users have experienced this problem.
I had several issue solving this problem. The most important part is to set "Sender Authentication" from sendgrid to your domain dns. There is a instruction here. I'm using godaddy, so the link to set dns is https://dcc.godaddy.com/manage//dns .

Mail delivery failed :returning message to sender

I got this bounce back email whenever try to send to a specific sender..
Any help would be appreciate..Thanks :D
mail content:
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. This is a permanent error. The following address(es) failed:
example#example.com.mm
No Such User Here
Reporting-MTA: dns; mail.example.net
Action: failed
Final-Recipient: rfc822;example#example.com.mm
Status: 5.0.0
Unless there is something odd going on, the bounce back message is clearly telling you that the email address "example#example.com.mm" doe not exist. Perhaps "No Such User Here" is not the best wording, but it means that the email address is non-existant.
Is the .mm at the end of the email address part of the problem? Are you actually sending email to Myanmar?
I have never seen this bounceback message when the email address actually existed. Since this is unusual, I would send the email headers to the ISP of the intended recipient, since it is highly likely that is where the problem exists, and ask them to investigate. Also, I do think that you can get the same message if the users Inbox is full. Ask the intended recipient about that.
the problem has to do with your websites DKIM and SPF keys (Email deliverability in CPanel), if they are not added to the server it cannot verify the authenticity of your email.
The best solution is to contact your server support or CPanel support to fix the issue. There is almost nothing you can do via programming.
I had this issue and I spoke to my server's support team and it was fixed
At this point my email deliverability has not been marked as VALID, so the email
Mail delivery failed :returning message to sender kept persisting.
so I spoke to the server support team as the tooltip in the image suggested and it was finally fixed
if you noticed the VALID mark there

How to know if email spoofing is successful?

Just for knowledge purposes, I want to know if it is possible to know if email spoofing has been done successful or not . Suppose if I am sending an email from one's account, What if receiver doesn't exist? Means will i get any error as a spoofer that receiver doesn't exist and you cant send email . Thanks
There is no way to know for certain, but you can make an educated guess.
First, when sending an email to a non-existent recipient and the recipient's server is configured to report this to the sender (pretty much the default behaviour), this reporting can happen either:
1) During the email transmission. The SMTP conversation with the recipient's server may very well fail at RCPT TO: (i.e. when the recipient is specified) or at the end of the DATA or BDAT commands (i.e. when the email just have been transmitted and the server either acknowledges this or rejects the email). If you receive an 5xx-type response at either stages, or, well, anytime earlier in the conversation, you can be sure the recipient did not get the message. Validation during email transmission is common.
2) After the email transmission. Servers that don't do recipient validation on SMTP level will often accept and queue emails during the transmission, then generate a bounce report (also called a Delivery Status Notification/DSN or Non-Delivery Report/NDR) later and attempt to return it to the original message sender. As you have no access to the mailbox of the original message sender when spoofing, you will have no idea if such bounce report is generated. This method of validation is still fairly common.
Second, you can embed a tracking image in your HTML email to see if the email was opened. This works by placing a HTML <IMG> element in the email that points to e.g. http://example.org/tracking-1x1.gif?uuid=<id>. The idea is that you track whether that image was downloaded. Be aware that virtually all modern email clients will disable downloading images from unknown sources and some action is required from the recipient to enable downloading images.
Third, you can spoof the MIME sender only. Emails have two distinct set of addressee information: the envelope addressees and the MIME addressees. Emails are delivered based on what's written on the envelope, but email clients render the MIME information instead (what's inside the envelope). In other words, during the SMTP transmission you may specify a different sender address (MAIL FROM: command) from that in the email (From: header). The fun part is that bounce reports are sent to the envelope sender address, a.k.a. the Return-Path, so if you have access to the envelope sender mailbox, you can receive a bounce report no matter what stage it was rejected. Note that you will reveal yourself, either through the mail server logs or through the email header, where the Return-Path header will contain the envelope sender address.
Please use the above information for "knowledge purposes" only. Be aware that email spoofing is likely a crime in just about any country.

What's the best way to allow a web based e-mail system send replies and bounces to the sender's personal e-mail address?

I have a web app that only registered users can use, therefore I should have a valid e-mail address for the creator of the message.
One part of this web app will allow a user to create and send a e-mail message to an e-mail address that the user enters. My web server will be creating and sending the e-mail, however if there is a delivery problem with the e-mail I would like the bounce to go to the user's e-mail address instead of the server. This will allow the user to know that there was a problem delivering the message and they can take the appropriate action.
Would setting the "return-path" attribute to the user's e-mail address handle this?
As RFC2821 says:
The primary purpose of the Return-path is to designate the address to which messages indicating non-delivery or other mail system failures are to be sent. For this to be unambiguous, exactly one return path SHOULD be present when the message is delivered.
So yes, all standard compliant servers should account for the Return-path you set.
You could set up windows service on your server to periodically check BadMail folder and parse the bounced messages and resend them to the original sender. This solution would work in most cases. I don't think return-path would help in every instance (if it would at all), because different mail servers handle bounces differently.