Okay, I got it running by making my own Wineskin wrapper. It was much easier than trying to get the macOS version of PI running on High Sierra. I’ve verified that it works on my system so if anyone has issues setting it up, send me a PM or something and I’ll do my best to work with you. But if you follow the instructions you should be fine.
Things you’ll need:
Wineskin Winery version 1.7 and the core PC version of Pokemon Insurgence.
First thing you’ll need is Wineskin Winery, which is available here:
http://wineskin.urgesoftware.com/tiki-index.php?page=Downloads
The version I used is 1.7 and even though it says its only available for macOS Yosemite, it DOES work under High Sierra.
For the version of Pokemon Insurgence, you’ll need to make sure you get the full version, the core game. NOT the launcher. I haven’t tested this with the launcher and I’m probably not going to.
Link here: http://p-insurgence.com/releases/1.2.3/Pokemon%20Insurgence%201.2.3%20Core.zip
Once you have those two items you’re ready to go!
Open Wineskin Winery and you should have a little window pop up like this:
Don’t be concerned if yours is completely blank and you don’t see the “Wineskin-2.6.2” in the “Wrapper Version”. You still need a wrapper and an engine installed.
Click the plus ( + ) symbol in the left-center section of the window in order to add a new engine.
I chose “WS9Wine2.16” from the drop down menu that pops up:
You’re going to want to click “Download and Install” and then click “Okay” to, well, download and install it. Once that finished you should be back at the main Wineskin Winery screen and you’re almost ready to create your blank wrapper.
Next, make sure you click the “Update” button just below the window with the engine you just installed. It should update a wrapper in there for you, make sure its the Wineskin-2.6.2 wrapper or anything newer. (Thanks to Vetrix for letting me know this step. I was doing this part by memory because I’d already updated the wrapper.)
Go ahead and create a new blank wrapper by clicking on the button that says, “Create New Blank Wrapper”.
It is going to ask you a couple questions, the first of which will be the name of the wrapper/app. I named mine “PokemonInsurgence”. Go ahead and click “ok” once you have your name typed in.
It’ll take a little while for it to create the wrapper, while it does this it’ll help if you minimize everything on your screen so you can see any popups. The first time you create a wrapper its going to ask if you want to install .NET and HTML libraries in the wrapper. I went ahead and told it to install them. So essentially you’re going to get two popups that’ll ask you if you want to install, go ahead and click yes.
You’re going to get yet another popup, this one should be the one telling you that your blank wrapper has been created and if you want to view it in a Finder window. Go ahead and choose “View in Finder Window” because we’re still not completely done yet.
This is the finder window I got, ignore the “MyCoolWrap” apps. I was toying a bit to get proper documentation.
Go ahead and drag your wrapper to your desktop. This’ll make the next couple parts fairly easy.
Once the wrapper is on your desktop, right click on it and choose “show package contents”. You should get another finder window that looks like this:
Go ahead and double click just under “Drive_C” to where it says “Wineskin”. You should get an image that looks like this pop up:
Go ahead and click “Install Software”. You’ll now have three options. I went ahead and chose “Move a Folder Inside”. It’ll open up a window and you’ll need to navigate to your Downloads folder. So choose “Downloads” on the left and then inside there you’re going to only click once to select the Pokemon folder, then select “Choose”.
Mine automatically populated the game.exe location, but yours should say:
Go ahead and click “Okay” and then “Quit”. And you’re all done!
All you have to do now is double click on the PokemonInsurgeance wrapper that you created and the game itself should run.
Edit: Fixed part of the guide that I was doing entirely by memory. Big thanks to Vetrix!