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After trying several things, I am clueless about the reason for this issue. I will put this issue aside, and if someone is annoyed by it then any help is welcome. It is annoying to pollute our Appveyor logs, but it's also not such a big problem.
The progress update was broken on Windows when I removed the dependency on ruby-progressbar. Example of output on Appveyor:
The text was updated successfully, but these errors were encountered: