In 1993, Sam Rushing and I were looking for a 'scripting language' to complement C++ for an application we were writing. Sam suggested this new Python language, and after a very short time, we were hooked!
At the time, Windows NT had just been released and although there was a (stale) build process for MS-DOS, Windows hadn't been touched by the Python community. Step 1 was to contribute patches for Python to build as a native 32bit application (state-of-the-art in Windows land at the time).
Sam and I intended writing our application using MFC (an MS C++ GUI framework), so one of the first tasks was to write a Python extension module for MFC - and hence Pythonwin was born! Additional Windows specific modules soon followed, and pywin32 (previously win32all) started filling out. Over the years, people such as Greg Stein (then an employee of MS) jumped onto the bandwagon and pywin32 grew to cover vast tracts of the Win32 API, including COM.
Python and pywin32 have both come along way since then, and looking back I find my professional career has almost exclusively revolved around them - so I have much to thank Python and Guido for!
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