Internal Exchange Server 2007 and Mass Emailing through PHP

the-miz
the-miz used Ask the Experts™
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We use our website which is a secure login for our clients created in PHP.  We send special requests to our registered clientele through the website using php mail.  One email is generated that add the selected clients to a BCC list.  This list could be 200+ at times.

My exchange server can handle all the traffic, my concern is will this much activity be blacklisted as spam or for mass emailing?

We do this alot, and we also send a update each night to all registered clientele of changes or updates to our site.
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Commented:
I personally don't see it causing problems however you probably won't know until you test. How is the history of you IP address? Have you been blacklisted before, have you had any backscatter, do you have a spam problem now? If your IP is relatively quiet, meaning it doesn't have a history then you'll probably end up ok. I would keep an eye on it with tools like MX Toolbox
WORKS2011Managed IT Services, Cyber Security, Backup
Commented:
Have you tried Constant Contacts, I use it and it's great. Easy to setup / configure and it's not sent from your server (obviously).

Author

Commented:
Just noticed my static IP is being blacklisted now by backscatterer.org

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This IP IS CURRENTLY LISTED in our Database.
Please note that this listing does NOT mean you are a spammer, it means your mailsystem is either poorly configured or it is using abusive techniques.
This kind of abuse is known as BACKSCATTER (Misdirected Bounces or Misdirected Autoresponders or Sender Callouts). Click the links above to get clue how and why to stop that kind of abuse.


To track down what happened investigate your smtplogs near 01.04.2012 04:50 CEST +/-1 minute.

You will either find that your system tried to send misdirected bounces or misdirected autoresponders to claimed but in reality faked senders, or your system tried sender verify callouts against our members near that time.

So you should look for outgoing emails that have a NULL SENDER or POSTMASTER in MAIL FROM.

Reading your logs carefully it shouldn't be a big deal to figure out what caused or renewed your listing.

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Any suggestions??
WORKS2011Managed IT Services, Cyber Security, Backup

Commented:
I'm not a big fan of backscatter.org because they just see the emails going out in bulk and assume these are NDR's being returned to sender and this isn't a good technigue, large amounts of NDR's should go to a queue. But this isn't the case with you you're sending legit email. I'm not 100% sure how to differentiate between legit emails being sent in bulk and they understand that they are not bounced NDR's.

Wonder if you could stay off the list by sending 50 email in 4 increments, maybe every 15 minutes.

Author

Commented:
I cannot use Constant Contact as they basically email to a list of emails in their contacts that you setup.  Emails are generated on our PHP website based on current activity.  And a list of email addresses is then generated that are associated to that activity on our website.  This changes as, not every user is associated to all the activities.

To be clear, my linux server runs a cron job to see what recent changes has occurred on a specific project on our website, members who are associated to these projects that have recent activity or changes get sent an email notifying them of the update or change.  The list of emails is random for each project.

Currently the my php code creates a long comma delimited list and emails them in BCC through the php mail protocol.  (I use BCC because I do not want the registered users to know all the others emails)  Sending them each individually causes the server to timeout trying to send 300-500 emails each.

My exchange server 2007 gets the request to send the BCC bulk email but we been told many users have not gotten the email :(

A solution is seriously needed.

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