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There isn't really much documentation for any Windows related topics since Michael Bell's tutorial site is offline as well as SpamAssassin for Win32 project being discontinued.
However, while compiling an own version of native (so not Cygwin based) Windows SpamAssassin, I've written down the most important parts into a manual that refers to SpamAssassin Version 3.3.1.
The major parts should be valid for current releases of SpamAssassin as well.
You can find the manual on our company's website: http://www.jam-software.com/spamassassin/manual.php under the topic "How To - Build SpamAssassin for Windows".
I've also updated the official Wiki sites a while ago with parts of this content:
In any case, you should highlight that SpamD has major problems running on a Windows Perl distribution.
This becomes noticeable in terms of stability (especially when used on an x64 platform) and memory usage (serious memory leaks).
JAM Software GmbH
Managing Director: Joachim Marder
Max-Planck-Str. 22 * 54296 Trier * Germany
Phone: +49-651-1456530 * Fax: +49-651-14565329 Commercial register number HRB 4920 (AG Wittlich) http://www.jam-software.com
From: Kevin A. McGrail [mailto:KMcGrail@PCCC.com]<mailto:[mailto:KMcGrail@PCCC.com]>
Sent: Wednesday, November 30, 2011 4:21 AM
To: antiamoeba; Daniel Lemke
Subject: Re: A SpamAssassin Crash Course for Admins
Interesting idea. Windows isn't a bit platform for SpamAssassin but it's growing. There is one guy you can ask who is great with SA on windows named Daniel Lemke. I've cc'd him and maybe he can provide some feedback. Even if he just has some ideas of good websites or resources to start with.
Thanks for extending the deadline. A question for you: Would I need to include info about customizing on Windows as well? As I can't find very much about that anywhere and most admins use Unix for servers. I've attached the commented version 2.0 as well.