In one such instance I've been studying for years, the WKB approximation, I've realized two things: 1) the approximations are not well understood and 2) the mathematics are quite complicated, but these points notwithstanding the equations are used in experiments. You can read the few-page introduction in "Lectures on the Geometry of Quantization" by Bates & Weinstein <https://math.berkeley.edu/~alanw/GofQ.pdf> to see some of this, in particular the subsection "Quantization and the classical limit". I'll just quote the relevant paragraph:
> Although there remain some unsettled issues connected with the question, “How can ℏ become small?” the answer is essentially the following. For any particular mechanical system, there are usually characteristic distances, masses, velocities, . . . from which a unit of action appropriate to the system can be derived, and the classical limit is applicable when ℏ divided by this unit is much less than 1.
But remember, this is just one approach to the subject. Another heuristic is this: h has dimensions energy x time, which means it converts frequency into energy, e.g. E = hf. In the Fourier transform, the character is exp(2πihx·ξ), where ξ is the frequency. The effect of h -> 0 would be to dampen high-energy waves. Irregularity comes from high frequencies (think of it like this: a sum of sines of large periods would not have many kinks.) When you "iron out" the irregularity of the quantum solution, you end up with a classical one.
Again disclaimer: not a physicist, nor an expert.