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I can confirm that this bug is still present in mono 4.1.0.
The error seen is a type load error in disguise. It can't find Microsoft.VisualBasic.ApplicationServices.WindowsFormsApplicationBase. If you set your path correctly, it should be able to find the entry point.
MONO_PATH=/Library/Frameworks/Mono.framework/Versions/Current/lib/mono/gac/Microsoft.VisualBasic/184.108.40.206__b03f5f7f11d50a3a/:$MONO_PATH mono <executable>.exe
Although with that I still had the libgdiplus.dylib loading problem.
It works with the mono 4.0 package.
The usual problem here is that you don't have the VB libs installed.