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I've been doing Python infrastructure work for 15 years (Django, pip, virtualenv, PyPA, Jazzband, conda, and now PSF board chair), and this plan covers where the foundation invests its time and resources for the next five.
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If Python matters to you, please take a look and let us know what's missing. The plan includes annual reviews, so there will be more chances to weigh in, but this is the most direct one. Feedback: strategy@python.org Next office hour: June 23, 1 PM UTC, PSF Discord.