Looking at the executable output, I see a line that says at least part of the program was built for 10.15. Can someone either build a version of PlayOnMac 4.4 that will run on Mac OS X 10.13 and newer, or make an older version available for download that is compatible with 10.13?
basename: illegal option -- b
usage: basename string [suffix]
basename [-a] [-s suffix] string [...]
2020-08-31 22:33:58.822 defaults[22886:43099204]
The domain/default pair of (com.apple.dock, loc) does not exist
Traceback (most recent call last):
File "/Applications/PlayOnMac.app/Contents/Resources/__boot__.py", line 80, in <module>
import ctypes
File "<frozen zipimport>", line 259, in load_module
File "ctypes/__init__.pyc", line 7, in <module>
ImportError: dlopen(/Applications/PlayOnMac.app/Contents/Resources/lib/python3.8/lib-dynload/_ctypes.so, 2): Symbol not found: ____chkstk_darwin
Referenced from: /Applications/PlayOnMac.app/Contents/Resources/lib/python3.8/lib-dynload/_ctypes.so (which was built for Mac OS X 10.15)
Expected in: /usr/lib/libSystem.B.dylib
in /Applications/PlayOnMac.app/Contents/Resources/lib/python3.8/lib-dynload/_ctypes.so
2020-08-31 22:33:58.939 playonmac.real[22887:43099210] An uncaught exception wasThis may mean that an unexpected error has occurred, or that you do not have allSee the Console for a detailed traceback..