On Yosemite, I dont have this issue, and Ive just run PKHeX, and it went fine.

WINE is a fickle thing; its not guaranteed to work (at all) but the success rate these days is impressive So, dont get discouraged if things do not work the first time around.

Nothing we do in this guide is permanent, although I encourage you to make a Time Machine backup of your system or at least backup your important data.

Regarding PKHeX, Its going on almost a year and I have yet to experience any depressive issues using WINE to run it.

I have done several clean installs of macOS Sierra and macOS High Sierra in order to give you the most accurate information possible.

If I have missed something or you know any tips or tricks, I would appreciate the feedback Also, youll find only the bare minimum information in this guide of what you will need to get PKHeX up and running.

I say this because without any theming, the app will look like an old school Windows program.

NOTE: Aesthetics may not be the most important thing to consider (especially if youre in a hurry or maybe dont care) however there are some dependencies (winetricks) that are absolutely necessary for some programs to run.

Tick all of the items with arrows next to them, like in the screenshot below.

Also necessary winetricks for PKHeX: dotnet461; corefonts; cjkfonts; tahoma.

May need to change security preferences to run the app: NOTE: Winebottler is the fastest, easiest DIY option for a beginner.

Ill say it just depends on your skill level, though I agree.) Another thing, apps may be less stable than if they were launched using other methods basically because of the lack of options Winebottler has to fine tune things (e.g.; adding a string in the Registry Editor to enable Retina compatibility.).

To start, Ill tell you that you will be installing 4-5 minuscule things on your Mac; Xcode CLT, Homebrew Package Manager, XQuartz, WINE, and some Winetricks depending on the executable your are attempting to run.

Before you can use brew commands in Terminal, you must have Xcode Command Line Tools installed.

If you already have Xcode installed on your Mac, you should be peachy.

For PKHeX, you will need to install these; dotnet461, corefonts, cjkfonts, and tahoma (why not).

Its a known issue that.NET Framework 4.5 and up, (dotnet45 and up) does not install properly on a 64-bit WINEPREFIX, which was installed by default earlier (brew install wine).

That is okay because a 64-bit WINEPREFIX may come in handy in the future.

To get around this issue, you will create a 32-bit WINEPREFIX.

It is important that you use these next commands any time you want to run or install ANYTHING inside of that 32-bit WINEPREFIX.

Remember, we need at least.NET Framework 4.6 to run PKHeX and we must install.NET Framework 4.6 in the 32-bit prefix, therefore we will be running PKHeX from inside of the 32-bit prefix.

I know, dont ask, lol).

Ive tried winetricks dotnet461 and brew install winetricks dotnet461 among other permutations.

For example, do I tick each of boxes that have arrows on them or are some intentionally left unticked even though there is an arrow next to them.

Pkhex For Mac