No. It is not a physical pain. The prophetic verses are metaphorically representing the spiritual agony of separation from God with the physical phenomena of fire and worms. But, the agony of the soul is more acute than the pain of the body. As far as the wicked whose souls are destroyed, I’m not sure if it’s 100% clear that they are condemned to eternal torment of the soul or if at some point their souls are completely annihilated.
In theory, this might be true, even to some extent in Jewish theology. However, not only do I not believe that Hitler could repent sufficiently - my personal opinion is that it is actually ludicrous to propose that that might have happened. The self-righteous response (as I perceive it) of “don’t tell God what to do” is completely inappropriate in my view. Is there a normal person who is looking to defend Hitler? To close, I will admit that my “proof” of the existence of hell from Hitler was to some degree tongue-in-cheek. I meant to illustrate that I believe it is illogical to posit that ancient Judaism did not have a conception of divine punishment after death for atrocities committed during life. Belief in a God of Justice mandates that appropriate punishment be meted out in this life or the next.