Running an .exe

I have tried everything I can think of. Wineskin, WineBottler, CrossOver, none of them have worked. Wineskin always ends up with "No new executables found," WineBottler sometimes gets confused and sometimes makes the application, but everytime I try to run it, it shuts down after a couple seconds and just leaves X11 running, and whenever I do CrossOver, the bottle comes up empty.

 

I know Bootcamp requires a reboot, but do either of the other ones require one? And its weird because it is a ridiculously simply .exe that just makes .png's so its weird that all the tutorials I watched worked with complex games.

 

Its a really small app that assists with a game made in Britain. And thanks! ^.^