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Authentication failed / Relaying error


Question: I successfully sent a message last week. Yesterday, I changed one word in the copy of the text and tried to resend it. I got errors. I did not revise settings. I subsequently took an old, successfully sent message, changed the recipient list to just be me and sent that message. I got the same error. Any insights?

Here’s the copy of the delivery log:

[01] 1/29 07:58:56 ~ Opening connection for delivery...
[01] 1/29 07:58:56 ~ Connecting to **********.com for POP authentication...
[00] 1/29 07:58:56 +OK Dovecot ready.
[00] 1/29 07:58:56 > USER *********
[00] 1/29 07:58:56 +OK
[00] 1/29 07:58:56 > PASS *********
[00] 1/29 07:58:59 -ERR [AUTH] Authentication failed.
[00] 1/29 07:58:59 > QUIT
[00] 1/29 07:58:59 +OK Logging out
[01] 1/29 07:58:59 ~ Connecting to smtp.********.net Port:25
[01] 1/29 07:58:59 ~ Connected
[01] 1/29 07:58:59 220 *************.net ESMTP server ready
[01] 1/29 07:58:59 > HELO []
[01] 1/29 07:58:59 250 ***********.net hello [**.**.**.**], pleased to meet you
[01] 1/29 07:58:59 > MAIL FROM:<*********@*****.com>
[01] 1/29 07:58:59 250 2.1.0 <*********@*****.com> sender ok
[01] 1/29 07:58:59 > RCPT TO:<*********@******.com> [1/1]
[01] 1/29 07:58:59 550 5.1.1 <*********@******.com> relaying not allowed

Answer: You are using an outdated authentication scheme, you should try ESMTP rather than POP. We provide the POP authentication for old servers but nowadays most servers will require the ESMTP authentication instead.

As a result, you get an 'Authentication failed' error and later your messages are not accepted for delivery with a relaying not allowed' error.

I recommend you to have a look at those two short videos, the first explains how to enter the server settings into MaxBulk Mailer and the second one explains how to read the MaxBulk Mailer connection log:

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MaxBulk Mailer is a full-featured and easy-to-use bulk mailer and mail-merge software for macOS and Windows that allows you to send out customized press releases, prices lists, newsletters and any kind of text or HTML documents to your customers or contacts.

MaxBulk Mailer is fast, fully customizable and very easy to use. MaxBulk Mailer handles plain text, HTML and rich text documents and gives full support for attachments. With MaxBulk Mailer you will create, manage and send your own powerful, personalized marketing message to your customers and potential customers.

Thanks to its advanced mail-merge and conditional functions you can send highly customized messages and get the best results of your campaigns. You also have support for international characters, a straightforward account manager with support for all type of authentication schemes including SSL, a complete and versatile list manager, support for importation from a wide range of sources including from remote mySQL and postgreSQL databases.

MaxBulk Mailer is a software tool that you purchase once, no need to pay on a per-email basis to submission services!

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