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Death by a thousand microservices
(renegadeotter.com)
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You know the cleaning up probably won’t happen. If some dependency doesn’t work anymore because Python introduced a breaking change, then you stick with the old Python version.
Python is actually a good example of this: see the mess that the transition from 2.6 to 3 generated.
Python 3.7 is another good example. The new await and async keyword broke a lot of programs.