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I think it would be very helpful (dry-run and normal run) to indicate if any of the dependencies have breaking changes. I know it's not easy to get this information out of pip for example, but I would give a try to write a plugin or extension that can achieve this, if you point me in the direction how I can modify or extend up.
This is for example, what lazy.nvim does (my neovim plugin manager). Example:

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