Outlook / Exchange - "550 Authentication turned on in your email client"

A client of ours has been havng issues sending us email.

It works sometimes but not others. Kinda 50/50.

The bounce message they get is as follows:
The message that you sent was undeliverable to the following:
      emailaddress@ourdomain.com (550 Authentication turned on in your email client.)

I think they are using Groupwise as a mail server.
We are using SBS 2003 with Exchange.

How should we troubleshoot this?

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"550 Authentication Turned On in your Email Client" is more a generic Event. I believe there is a limit of 50 emails per 300 seconds lapse time. If you are doing a Large mailing this could be the problem. Or If there is any bad email address also this error could be returned.

SM17CHAuthor Commented:
It happens to our client generally when sending a single email to one of our staff. Sometimes there are a couple being CC'd as well.
What protocol they are using to configure the client like POP3 IMap Etc..

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SM17CHAuthor Commented:
Sorry for slow reply. I had to do some more investigation

It seems its not only this one client.

Another using GMAIL received this bounce message half a dozen times on different days. However they where able to successfully send a messages by resending or waiting 5 mins....

This is an automatically generated Delivery Status Notification

Delivery to the following recipient failed permanently:

     my email address here

Technical details of permanent failure:
Google tried to deliver your message, but it was rejected by the recipient domain. We recommend contacting the other email provider for further information about the cause of this error. The error that the other server returned was: 550 550-ti-out-0910.google.com [] is currently not permitted to relay
550-through this server. Perhaps you have not logged into the pop/imap server
550-in the last 30 minutes or do not have SMTP Authentication turned on in your
550 email client. (state 14).
SM17CHAuthor Commented:

Turned out to be a DNS issue thanks for the help anyway.

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We are having the same issue. How were you able to resolve it?


We are having the same issue. What was the DNS issue?

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