Jack Humphries <jack.humphr...@distrojack.com> added the comment:

This may be a build system problem.

Building the v3.9.6 tag locally on Windows 10.0.19043 produces a help file that 
can properly search.

On top of that locally built python396.chm file output is 3MB larger (around 
the same size as the 3.9.5 help file).

----------
nosy: +distroJack

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<https://bugs.python.org/issue44745>
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