Who are mimecast?

Mimecast is a filter primarily used by businesses. They’re fairly widely used. In some of the data analysis I’ve done for clients, they’re a top 10 or top 20 filter.
Earlier today someone asked on Facebook if mimecast may be blocking emails based on the TLD. The short answer is it’s unlikely. I’ve not seen huge issues with them blocking based on TLD of the domain. They’re generally more selective than that.

The good news is mimecast is really pretty good about giving you explanations for why they’re blocking. They’ll even tell you if it’s mimecast related or if it’s a specific user / user-company block.
Some example rejection messages from a recent dive into some bounce logs.

  • Administrative prohibition – envelope blocked – https://community.mimecast.com/docs/DOC-1369#
  • Email rejected due to security policies – https://community.mimecast.com/docs/DOC-1369#
  • Envelope blocked – User Entry – https://community.mimecast.com/docs/DOC-1369#550
  • Invalid Recipient – https://community.mimecast.com/docs/DOC-1369#
  • Message expired -> Open relay not allowed – https://community.mimecast.com/docs/DOC-1369#451
  • Rejected by header based Blocked Senders: address@example.com – https://community.mimecast.com/docs/DOC-1369#
  • Rejected by header based manually Blocked Senders: address@example.com – https://community.mimecast.com/docs/DOC-1369#
  • Remote server returned message denied by administrative policy -> Administrative prohibition – envelope blocked – https://community.mimecast.com/docs/DOC-1369#550
  • spamcop.mimecast.org Blocked – see http://www.spamcop.net/bl.shtml?10.10.10.10. – https://community.mimecast.com/docs/DOC-1369#550

If you look at the page linked to you can see that there is a huge amount of flexibility in how and who can block mail using mimecast. Mimecast itself can push filters, local administrators can filter mail for the particular domain they manage, and individual users can set up filters. And, users seem to take advantage of that.
Dealing with a mimecast block involves figuring out who is responsible for the block. Luckily, the mimecast rejection messages and documentation give clues as to whether it’s the local administrator configuring the policy or if it’s the end user. In most cases it’s not actually mimecast blocking the mail.
Mimecast provides tools and an interface to manage incoming mail, but does not actually push out rules like many of the other appliances. That’s good and that’s bad. It’s good because you don’t have a 3rd party making delivery rules for different businesses. It’s bad because once a company administrator gets to the point of blocking specific mail it’s going to be very difficult to convince them to lift that block.
Why? Remember the discussion about productive mail?
Productive Mail: Mail that furthers a business’ goals and supports their underlying business model. Mail can be both solicited and wanted by specific endusers. But, a particular company can decide to block mail simply because they don’t see the mail as beneficial to the overall business. Thus the mail is blocked for being unproductive.
We can assume that employees who have access to create mail blocks in mimecast, and other business filters, have the authority to do so. Which means when you’re looking to get unblocked through mimecast, you’re likely having to convince the very person who blocked you to unblock you.
These types of blocks are distinctly different than negotiating with a consumer ISP or even a filtering company. There is no appealing to engagement or appealing to solicited. The business doesn’t really care about either, all they care about is their employees are working while they’re at work and using corporate resources.

Back to the office!
The inbox is a moving target

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Why do ISPs do that?

One of the most common things I hear is “but why does the ISP do it that way?” The generic answer for that question is: because it works for them and meets their needs. Anyone designing a mail system has to implement some sort of spam filtering and will have to accept the potential for lost mail. Even the those recipients who runs no software filtering may lose mail. Their spamfilter is the delete key and sometimes they’ll delete a real mail.
Every mailserver admin, whether managing a MTA for a corporation, an ISP or themselves inevitably looks at the question of false positives and false negatives. Some are more sensitive to false negatives and would rather block real mail than have to wade through a mailbox full of spam. Others are more sensitive to false positives and would rather deal with unfiltered spam than risk losing mail.
At the ISPs, many of these decisions aren’t made by one person, but the decisions are driven by the business philosophy, requirements and technology. The different consumer ISPs have different philosophies and these show in their spamfiltering.
Gmail, for instance, has a lot of faith in their ability to sort, classify and rank text. This is, after all, what Google does. Therefore, they accept most of the email delivered to Gmail users and then sort after the fact. This fits their technology, their available resources and their business philosophy. They leave as much filtering at the enduser level as they can.
Yahoo, on the other hand, chooses to filter mail at the MTA. While their spamfoldering algorithms are good, they don’t want to waste CPU and filtering effort on mail that they think may be spam. So, they choose to block heavily at the edge, going so far as to rate limit senders that they don’t know about the mail. Endusers are protected from malicious mail and senders have the ability to retry mail until it is accepted.
The same types of entries could be written about Hotmail or AOL. They could even be written about the various spam filter vendors and blocklists. Every company has their own way of doing things and their way reflects their underlying business philosophy.

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Can I assume consumer and business filtering is the same?

Today’s question comes from Steve B.

I wondered if you know much about hosted email providers such as google apps, Microsoft and yahoo.
I have seen a rise in number of people using them to provide their corporate email service.   I am using the same logic that the rules governing delivery to gmail will effect those using google hosted email for example.  For Microsoft i have  been using Hotmail due to the SmartScreen filters.  Would you agree with that logic?

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AHBL Wildcards the Internet

AHBL (Abusive Host Blocking List) is a DNSBL (Domain Name Service Blacklist) that has been available since 2003 and is used by administrators to crowd-source spam sources, open proxies, and open relays.  By collecting the data into a single list, an email system can check this blacklist to determine if a message should be accepted or rejected. AHBL is managed by The Summit Open Source Development Group and they have decided after 11 years they no longer wish to maintain the blacklist.
A DNSBL works like this, a mail server checks the sender’s IP address of every inbound email against a blacklist and the blacklist responses with either, yes that IP address is on the blacklist or no I did not find that IP address on the list.  If an IP address is found on the list, the email administrator, based on the policies setup on their server, can take a number of actions such as rejecting the message, quarantining the message, or increasing the spam score of the email.
The administrators of AHBL have chosen to list the world as their shutdown strategy. The DNSBL now answers ‘yes’ to every query. The theory behind this strategy is that users of the list will discover that their mail is all being blocked and stop querying the list causing this. In principle, this should work. But in practice it really does not because many people querying lists are not doing it as part of a pass/fail delivery system. Many lists are queried as part of a scoring system.
Maintaining a DNSBL is a lot of work and after years of providing a valuable service, you are thanked with the difficulties with decommissioning the list.  Popular DNSBLs like the AHBL list are used by thousands of administrators and it is a tough task to get them to all stop using the list.  RFC6471 has a number of recommendations such as increasing the delay in how long it takes to respond to a query but this does not stop people from using the list.  You could change the page responding to the site to advise people the list is no longer valid, but unlike when you surf the web and come across a 404 page, a computer does not mind checking the same 404 page over and over.
Many mailservers, particularly those only serving a small number of users, are running spam filters in fire-and-forget mode, unmaintained, unmonitored, and seldom upgraded until the hardware they are running on dies and is replaced. Unless they do proper liveness detection on the blacklists they are using (and they basically never do) they will keep querying a list forever, unless it breaks something so spectacularly that the admin notices it.
So spread the word,

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