The subject invention provides for an advanced and robust system and method that facilitates detecting spam. The system and method include components as well as other operations which enhance or promote finding characteristics that are difficult for the spammer to avoid and finding characteristics in non-spam that are difficult for spammers to duplicate. Exemplary characteristics include analyzing character and/or number sequences, strings, and sub-strings, detecting various entropy levels of one or more character sequences, strings and/or sub-strings and analyzing message headers.