To be specific, Windows XP and below are officially EOL and support for those targets may break in the future. This fact should be documented formally somewhere.
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If only we were lazy! That would make all our problems easy to fix: we would only have to work harder.
Unfortunately, we are working at capacity, and we need to decide where to spend our time to provide the most benefit. Since Windows XP is very old (13 years), and no longer getting patches, it's not a good target for folks who'd like to remain secure.
And testing for old releases and earlier doesn't come free. Maintaining compatibility with ancient versions of Windows prevents us from using various features provided by newer releases, or makes it require more effort to do so.
That said, I don't think that this is the series where we should drop XP. It's still got something like a 17% market share among desktop users, even though everybody running it really should have upgraded some while ago. So I'll defer this to 0.2.7.
But as for dropping Windows 98 and 2000, that's an even clearer case. Right now, according to most surveys, they amount to less than a twentieth of a percent of desktops on the internet, between them.
Trac: Milestone: Tor: 0.2.6.x-final to Tor: 0.2.7.x-final