It really depends on how you tackle gradual typing on a project level. The easiest way to sabotage is a "any new code must be fukly type checked" requirement, because it often means you also need to add type hints to any code you call, which leads to Optional[Union[Any]] nonsense if you let juniors (or coding assistants) go wild.
As always, no fancy new tech is a substitute for competent project management.
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