C.A.M. Gerlach <cam.gerl...@gerlach.cam> added the comment:

What Eryk said wrt Windows 8 seems sound, looking at some additional data.

Per Statcounter [0], Windows 8 market share has dropped to 1.32% from 2.20% of 
all Windows users over the past 12 months, or 1.75% -> 1.01% of all desktop 
users. Extrapolating a constant linear decrease, this would imply a usage share 
of 0.55-0.60% at Python 3.9 release, or considering a more conservative (and 
realistic) constant-percent decrease, this would put the amount at 0.75%. For 
comparison, by Statcounter's same metrics, Windows XP which was EoL 5 versions 
ago is still at 1.13% of the Windows or 0.90% of the total desktop market 
today, WinVista is at 0.41%/0.33%, Win8.1 at 4.7%/3.8% (~4x Win8) and of course 
the EoL and also dropped Windows 7 is at no less than 23.2%/18.5%, nearly 20 
times the amount of Win 8 today and dropping more slowly besides.

[0] https://gs.statcounter.com/os-version-market-share/windows/desktop/worldwide

Conducting a similar analysis with the NetMarketshare data [1], we see a 0.78% 
-> 0.66% year on year share for Win8, which extrapolates to a 0.57% share at 
Py2.9 release. Vista is much lower at only 0.15%, but XP is over 2x higher at 
1.35%, and Win8.1 well over 5x as large at 3.5%. Windows 7 is, again, at no 
less than 25.2%, nearly 40x the Win 8 marketshare.

[1] https://netmarketshare.com/operating-system-market-share.aspx

Users likely to be most concerned with wanting or needing to use the latest and 
greatest version of Python are more than likely to be power users, enthusiasts 
and developers, a group that was particularly averse to adopting Windows 8 when 
it came out, was more likely to upgrade to 8.1 , and is more aware of EoL 
timeframes than the average consumer. This is empirically supported by the 
Steam survey [2], which samples a population substantially more similar to the 
profile of a developer than the average web user captured by the previous two 
surveys. Here, the numbers are much more stark: A mere 0.17% of their >96% 
Windows userbase runs Windows 8, vs. 2.10% (>10x) for Windows 8.1 and 12.4% for 
Windows 7 (~75x). Given an infinitesimal fraction of such remaining users are 
likely going to require upgrading to a bleeding-edge Python version but not 
their OS that would have been EoL for nearly 5 years, over a year longer than 
Vista itself  and 4 years longer than 7, I don't think supporting 
 that EoL OS per PEP 11 for another >5+ years with another new Python version 
need be a priority.

[2] 
https://store.steampowered.com/hwsurvey/Steam-Hardware-Software-Survey-Welcome-to-Steam

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