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Alright, so I asked a similar question on stackoverflow.

Thanks to Radmin on the Corel User to User forums I found out about PE viewers and was able to track the imports of the compile pyds. They make calls to Python27.dll like they should. But the tkinter pyds that come with PaintShop pro imported CorePython27.dll.

So they recommended that we simply replace CorePython27.dll with a symbolic link to the normal python27.dll. This worked, I've been having fun manipulating images using PIL.
Thanks for letting others know the solution!
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