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In 2000 – 2002 Raymond wrote a number of HOWTOs still included in the Linux Documentation Project.

His personal archive also lists a number of non-technical and very early non-Linux FAQs.

His books, The Cathedral and the Bazaar and The Art of Unix Programming, discuss Unix and Linux history and culture, and user tools for programming and other tasks.

In 1998 he received and published a Microsoft document expressing worry about the quality of rival open-source software.

This, along with other documents subsequently leaked, became known as the Halloween Documents.

Noting that the Jargon File had not been maintained since about 1983, he adopted it in 1990 and currently has a third edition in print.

One purist, Paul Dourish, maintains an archived original version of the Jargon File, because, he says, Raymond's updates " essentially destroyed what held it together.