how to remove from a realtime black list

strange, I sent an email today and it worked fine, the user received my email.

I already emptied my deleted items, so I can't go back and get the NDR to see what the error was.

If it happens again, I'll post another message.

Thanks, Dan.

Thanks for the response.!

Simon,  actually, I did find the email in another folder, here's what it was:

From: Microsoft Outlook <MicrosoftExchange329e71ec88ae4615bbc36ab6ce41109e@mydomain.org>
Date: Wednesday, October 8, 2014 at 8:15 AM
To: Terrance Cantrell <terrycantrell@mac.com>
Subject: Undeliverable: Re: - Landmarks of Prophecy Series

st11p00mm-smtpin009.mac.com rejected your message to the following email addresses:
Terrance Cantrell (terrycantrell@mac.com)
st11p00mm-smtpin009.mac.com gave this error:
Blocked - see https://support.proofpoint.com/dnsbl-lookup.cgi?ip=66.xx.xx.xxx: terrycantrell@mac.com
Your message wasn't delivered because the recipient's email provider rejected it.


This tells me that mac blocked it because we were blacklisted, right?
The 66.xx.xx.xxx IP is my IP address.

Did you click on the link to see what the site says?
That should point you to the reason why the message is being blocked. It could be an indication that you have a compromised machine on your network. Most blacklists will auto-delist you after a certain period, which would explain why the message went through earlier but then got blocked again.

Simon.

yes, I did click on the lnk, it was being blocked by proofpoint.

I check today and it's not being blocked any longer.

We sometimes send out hundreds or thousands of emails to our donors, so I think that every few months gets us blacklisted.  Is there a way to overcome that?

If you are doing bulk emailing then you should outsource it, so that your regular email is not compromised.
Bulk emailing will get you blacklisted, even with all the checks, double opt in etc. People will forget they have signed up or just don't want to hear from you again so will mark it as spam. Outsource it and it becomes someone else's problem.

If you really don't want to outsource it, then get another IP address and run dedicated bulk emailing software. However that will mean setting up feedback loops with the major email providers, the correct DNS records etc. Much better to get it outsourced - plus they can give you statistics that Exchange simply cannot on email delivery, deal with bounces and unsubscribe requests etc.

Simon.

Actually, we do outsource it, so it's strange that  we were blacklisted.

If you are outsourcing it, then it probably wasn't the bulk emailing that got you blacklisted.
There are other reasons, the most common being a compromised workstation sending out spam. Blocking outbound port 25 traffic for everything but the server resolves that issue.

Simon.

Thanks, that's a thought, so on my firewall, to only allow port 25 from the server, but then doesn't that cause problems for everyone using smartphones?

Depends if they are using smart phones with personal accounts.

If they are, then yes it would do. However do you want smart phones on your network?
Most of my clients will have a separate "guest" network for personal smartphones so that their traffic doesn't interfere with business traffic.

ActiveSync doesn't use port 25, so if they are business smartphones it wouldn't cause a problem.

Simon.