We are using Fogbugz on our server to do customer support emails. Occasionally we get errors coming back when sending emails which say:

550 relay not permitted

This seems to happen at random though, sometimes sending an email to a person works, next time to the same person it'll bounce back.

I've tried setting up reverse DNS with the server host and creating the SPF record in GoDaddy but we still get some of these errors.

Is there anything else I can do, and is there a way of testing these are actually configured correctly?

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3 Answers

you need to set up your mail server (whatever that is - you didn't specify OS or MTA software) to allow relaying from your fogbugz server's IP address.

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If that were the issue it would either work all the time or it wouldn't work all the time. It wouldn't be hit or miss. – joeqwerty Sep 3 '09 at 11:28
@joe: maybe, maybe not. he didn't give enough details about his current setup to tell anything for sure, so can only give generic/obvious answers. – Craig Sanders Sep 3 '09 at 11:44
Sorry - Fogbugz is hosted on our own server, and it's the same server that we are using to send out the emails. – Nick Swan Sep 7 '09 at 10:42
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are the 550 codes coming from your mail server, or are they coming from the recipient's mail server? it's not uncommon for domains to have messed up or out-of-date MX records that point to servers that don't (or no longer) relay for that domain. also, does it happen for just one/some addresses or for any/all addresses? – Craig Sanders Sep 7 '09 at 11:03
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A little earlier you had the output of some test here, I'm not sure what happened to it. When I read the output it was clear to me that the SPF records had passed the check and were not the cause of the problem. The only questionable item in the test was that SpamAssasin categorized the email as HAM, probably due to the format (HTML) and content. Have you tried sending plain text emails? Are each of the emails the same in format and content? If not, what's different about them? Start looking at that.

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The emails sent from FogBugz are plain text I think - either way they are always the same format. I didn't post any test results up here - perhaps someone else did? Is there a free tool I can use to check anything out? – Nick Swan Sep 7 '09 at 10:41
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Check if FogBugz supports SMTP Authentication and use that.

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