MacOS How to Enter an App Bundle to Select Sims Exe - FaithBeam/Sims-1-Complete-Collection-Widescreen-Patcher GitHub Wiki
If you installed The Sims with Wineskin Winery, it will be in an app bundle that you cannot enter when you click the browse button.
Press cmd+shift+g to bring up a dialog that you can enter a path. If it does not auto populate with the app bundle's name, add it to the dialog.
You can now browse to the Sims.exe like you normally would.