Fails on machine 1 but not on other machine.s The files are all hosted on machine 1 on a shared drive. import sys import pefile pe = pefile.PE(sys.argv[1]) pe.write (sys.argv[1]) print "Finished!" It fails on machine 1 with pe.write (sys.argv[1]) File "n:\Python27\pefile.py", line 2155, in write f = file(filename, 'wb+') IOError: [Errno 22] invalid mode ('wb+') or filename: 'notepad.exe' (excerpt form pefile f = file(filename, 'wb+') f.write(new_file_data) f.close() ) (but this works fine f = file(sys.argv[1], 'wb+') f.write("Hello World") f.close() ) Admitted this may not be a Python issue, I'm a bit stumped. The host machine is Windows Server 2016, client machines are Win 8 and Win 10 pro. I've tried a few different exes. Edit - I retargetted this at Python 3.10 with the same result, except the error is slightly different File "n:\python310\lib\site-packages\pefile.py", line 3325, in write f = open(filename, "wb+") OSError: [Errno 22] Invalid argument: 'notepad.exe' Continue reading...