TL;DR When debugging DLL load errors on Windows, use lucasg’s open source and more modern rewrite of the old Dependency Walker software. Very importantly, keep on drilling down through indirect dependencies until you find the missing DLLs. The Problem Recently I had to package up a wxPython and VTK-based app for standalone deployment on Windows. Because of great experience with PyInstaller, I opted to use this tool. With the first try with the freshly built package on the deployment machine...