macOS Catalina Version 10.15.2
Downloaded Island Rum and ran it, it downloaded the game files, when I hit play it loads the wine64-preloader but nothing happens, and Island Rum crashes and I have to force close it.
Tried deleting ~/.wine, tried renaming CoH to coh, tried completely removing files and reinstalling, all the same result. Just eternal purgatory when I hit play.
Edit: Update! It's working now.
I had to choose Reset Path in Island Rum and point it at the coh folder after I launched it again, that seemed to be the issue. It was looking at the Island Rum location and not the coh folder.