I had this working on our system at one time. I could ssh to the I via Cygwin and debug a python module with python3 -m pudb python_name.py.
I am pretty sure I had it working via ubuntu on win 10 inside the WSL. I tried to use it today and I get the following. All the google results I get are talking about this isn't available on windows nothing about IBM i. ideas?

Traceback (most recent call last):
File "/QOpenSys/pkgs/lib/python3.6/runpy.py", line 193, in _run_module_as_main
"__main__", mod_spec)
File "/QOpenSys/pkgs/lib/python3.6/runpy.py", line 85, in _run_code
exec(code, run_globals)
File "/QOpenSys/pkgs/lib/python3.6/site-packages/pudb/__main__.py", line 29, in <module>
File "/QOpenSys/pkgs/lib/python3.6/site-packages/pudb/run.py", line 54, in main
runscript(mainpyfile, **options_kwargs)
File "/QOpenSys/pkgs/lib/python3.6/site-packages/pudb/__init__.py", line 112, in runscript
dbg = _get_debugger(steal_output=steal_output)
File "/QOpenSys/pkgs/lib/python3.6/site-packages/pudb/__init__.py", line 88, in _get_debugger
dbg = Debugger(**kwargs)
File "/QOpenSys/pkgs/lib/python3.6/site-packages/pudb/debugger.py", line 186, in __init__
self.ui = DebuggerUI(self, stdin=stdin, stdout=stdout, term_size=term_size)
File "/QOpenSys/pkgs/lib/python3.6/site-packages/pudb/debugger.py", line 2106, in __init__
self.screen = ThreadsafeRawScreen()
File "/QOpenSys/pkgs/lib/python3.6/site-packages/urwid/raw_display.py", line 92, in __init__
fcntl.fcntl(self._resize_pipe_rd, fcntl.F_SETFL, os.O_NONBLOCK)
NameError: name 'fcntl' is not defined
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