I installed python 3.8 just to play with it a little and discovered that Leo themes dont work as expected,
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1. chocolatey install python // u[grades to py382.Leo 6.1-devel, devel branch, build 480023ab70
2019-10-18 07:52:15 -0500
Python 3.8.0, PyQt version 5.13.1
Windows 7 AMD64 (build 6.1.7601) SP1
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I checked it out on linux. No problems, works fine.This may concern choco or environment, not obligatory leo itself.
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I investigated that a little more.Looks like new python can access not every font available for prev version of python.I changed fonts in the theme to Consolas and now Leo looks ok.