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Can't type characters requiring the shift key on some remote sessions

I am using GTR Desktop Console 1.61.95 on Mac 12.6.3. When I connect to some unattended machines, different Windows OS's, 10, 11, 2012r2, 2016, 2019, 2022 - I can't type uppercase or special characters requiring the shift key. I try switching preferences between local and remote keyboard settings, but that doesn't make a difference.