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Yes, RPG Maker can be very capricious on Mac systems. Any errors or screenshots on what goes wrong? It's hard to say anything without the details.

Get this popup every time

I'm also on mac and having the exact same issue! I hope that it has a cure lol.

Looks like it's a different version of the operating system causing this. What version do you use?

I'm currently on Ventura 13.3.1

I'm afraid this version difference might be the case for your problem. I can't reproduce the problem on my virtual machine, but it's most likely tied to the operating system version. I run the recommended Mac OSX 10.10 while the official support says that MacOS Big Sur 11.0 and later are not supported at all.

It depends on a case-by-case basis since some players ran my games on unsupported MacOS versions. Kadokawa's (RPG Maker's devs) position is simple - you either run the tested version or it is provided as-is for anything different. RPG Maker uses support libraries for running on MacOS platforms and I guess there are problems with these on the newer platforms. Besides, they are gunning for a new RPG Maker MZ now and it's unlikely that MV (the platform that I use for my games) will get an update.

Sorry, looks like I can't help you here.