The Halloween Documents: Microsoft's Anti-Linux Strategy 15 Years Later | Linux Today

The Halloween Documents: Microsoft’s Anti-Linux Strategy 15 Years Later

Written By
Web Webster
Web Webster
Oct 31, 2013

The Halloween Documents, so-called because the first one leaked in October 1998, don’t actually have much to do with Halloween itself—which I find sad, as an avid fan of the holiday. But for understanding the historical relationship between Microsoft and open source, the memos are vital.

They were the first to reveal the particularly nasty “tricks” Microsoft planned in its effort to contain the open source movement, and to prevent Linux in particular from cutting too deeply into its revenue. One key strategy for the company was implementing proprietary protocols to lock customers into Microsoft software. Another was touting Microsoft software as offering lower total cost of ownership (TCO) than Linux, even though the documents showed that Microsoft itself found Linux to be the cheaper overall solution in many cases.

Web Webster

Web Webster

Web Webster has more than 20 years of writing and editorial experience in the tech sector. He’s written and edited news, demand generation, user-focused, and thought leadership content for business software solutions, consumer tech, and Linux Today, he edits and writes for a portfolio of tech industry news and analysis websites including webopedia.com, and DatabaseJournal.com.

Linux Today Logo

LinuxToday is a trusted, contributor-driven news resource supporting all types of Linux users. Our thriving international community engages with us through social media and frequent content contributions aimed at solving problems ranging from personal computing to enterprise-level IT operations. LinuxToday serves as a home for a community that struggles to find comparable information elsewhere on the web.

Property of TechnologyAdvice. © 2026 TechnologyAdvice. All Rights Reserved

Advertiser Disclosure: Some of the products that appear on this site are from companies from which TechnologyAdvice receives compensation. This compensation may impact how and where products appear on this site including, for example, the order in which they appear. TechnologyAdvice does not include all companies or all types of products available in the marketplace.