The two main ideas that led to quantization are Planck's solution to black body radiation and Einstein's solution to the photoelectric effect. In both cases, we are dealing with absorption and emission by materials, which are comprised of several atoms.
If an electron jumps to a different state, we'll get a photon (or radiation) with energy $E=h\nu$. For materials, there will be many atoms, so we can say that a light stream is made out of photons of its corresponding frequency components.
But when it comes to accelerating a free electron, if we are able to move it back and forth somehow, we could either move it up and down at a low amplitude or at a high amplitude.
A high-amplitude wave would be said to be comprised of more photons than a low-amplitude wave. Eventually, we should be able to lower the amplitude to the point the energy of the wavefront is equal to that of a single photon. And technically we could go even lower.
This isn't possible with black bodies, photovoltaic cells and conductors because they use atoms for absorption and emission, and hence can only do so in discrete quantities, multiples of orbital jump energy requirements.
So is there any significance to the quantization of energy in contexts other than by atoms?