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Checked with some other people who know more about Renpy - it might be an issue of OS X quarantining the Renpy app. Here are two known workarounds:

1) Show package content on app > contents > macOS - open executable file.

2)

Open terminal.

Paste (with a space at the end):

xattr -dr com.apple.quarantine

Drag the app onto the terminal, so you get something like

xattr -dr com.apple.quarantine /Users/<username>/Games/Price-Of-Power/Price-Of-Power.app (file path/names may vary)

Run that command. The app should now open properly every time without needing to locate and run the internal executable.


Do either of those work?

Interesting.  The first one opened the game, but double clicking on the .app still didn't work.  The second fixed things entirely.

The odd thing is that most renpy apps work fine without this.  Not sure why yours and a couple others are unhappy, while the rest work.

I don't know why either, since I'm on the latest public release of Renpy... But I'm glad this fixed the issue.