> The problem is that there is not clear enough guidelines for enforcing some criteria for what constitutes a new state. Thus we have a false positive like Wyoming, which shouldn't be a state with its minuscule population, and we a false negative in Puerto Rico, which is anachronistically governed like a colony .

Wyoming met the requirements when it was admitted, but its population hasn't grown as much as other states (e.g. no gold rush, etc). If you think this is somehow an incorrect result, what you're really arguing for is the abolishment of established states or periodically "redistricting" them in a way that would do more harm than good (given that states are more than just subdivisions for representative purposes).

> and we a false negative in Puerto Rico, which is anachronistically governed like a colony.

They've had many referendums on that question, and I think they voted against statehood until recently.