Possible workaround(s)

[KikeM]

The best and most direct workaround this dependencies issue is to fork pip and solve it.

Difficulty: Hard.
Scalability: Big.

The second best workaround is to use the tools within pip: pip check.

This tool provides the user with a report on compatibility among the different versions of the installed libraries. Additionally, it sends an integer to the standard error. Therefore, this can provide an easy way to implement an automatic test that guarantees the sanity of the environment.