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Does Awesome Antispam use Greylisting?

We apply an advanced form of greylisting to help and stop a significant amount of spam with minimal resource usage. Although greylisting is a controversial technology, it is still highly effective when applied properly.

First of all it’s important to mention that all nodes within the cluster are synchronized, and aware of the connections made to each other. Therefore for the greylisting technology it does not matter what node a connection is made to. Also we keep track centrally of “reputable hosts” to avoid any greylisting delays from known legitimate servers.

Greylisting works based on the ‘triplet’ information consisting of “sending server IP /24 subnet”/”sender email address”/”recipient email address”. Whenever we receive a connection from an unknown ‘triplet’, we will temporarily reject (SMTP code 4xx) the connection for 10 minutes after seeing the first attempt. A temporary reject in this case means that the sending server is requested to temporarily queue the email, and automatically retry later. Any legitimate SMTP server is required by the RFC to support this, and it’s a fully automatic process of which the original sender will not receive any notification. It does not matter how often the server retries within the 10 minute interval or to which node, only after the 10 minutes we will accept the email. This will result in a short delivery delay, therefore there is an advanced automatic system to minimize such delays. After accepting the email from an previously unknown ‘triplet’, the ‘triplet’ becomes ‘white’ to avoid temporarily rejecting connections from such triplets in the future. Furthermore whenever we have seen (at least) 5 different successful (white) triplets from the same IP /24 subnet or (at least) 2 different successful (white) triplets from the same subnet and sender email address, the subnet or subnet+address is added to an internal “greylisting whitelist” system to avoid greylisting connections from that IP. All active mail servers delivering email to the servers will therefore not be influenced by the greylisting technology, since they will be on the internal “greylist whitelist”. The greylisting technology is only applied to new unknown servers. Servers that have been blacklisted for sending out spam, will lose their whitelisted entry again so may shortly be greylisted for new connections.

  • Greylisted triplets become white after 10 minutes.
  • IP subnets are added to the “greylisting whitelist” after 5 white triplets.
  • IP subnet + sender address pairs are added to the “greylisting whitelist” after 2 white subnet+address pairs.
  • Greylist grey entries are expired after 8 hours.
  • Greylist white entries are expired after 60 days (if they have not been seen again).
  • Greylist triplets only apply to individual recipient domains, but the “greylisting whitelist” is shared across all domains for a cluster.
Note: Most support questions regarding temporarily rejected connections are because customers see the temporary reject log entries, and are not aware that the message was NOT blocked/identified as spam. The message was only shortly delayed to verify that the sending server is behaving correctly (in accordance with the requirement for SMTP servers).
Note: the “sending server IP /24 subnet” is basically the first part of the sending server’s IP address. For example, if the server’s IP was, then the string used in the ‘triplet’ would be ‘222.153.243’. This includes up to 256 (.0 to .255) servers, almost always within the same organisation. This means that if an organisation has several sending servers (typically within the same subnet), it does not matter which sending server makes the second attempt.
More information on the RFC and greylisting can be found at Section of RFC1123

Content retrieved from: https://support.appliedi.net/kb/a964/does-awesome-antispam-use-greylisting.aspx.

Updated on November 11, 2019

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