Oomis, you wrote, “The poshuteh Yid might be sitting right next to the Rosh Yeshivah in Olam Haba, for reasons known only to Hashem.”
Why wouldn’t you extend that to non frum people and even non ehrliche people? Is it possible for us to know what another’s nisyonos are?
We make judgments in this world, both for the good and for the bad. Often, we need to, and I’ve pointed to some examples of why we sometimes need to. Still, the Gemara tells us that despite trying to make judgments to the best of our ablities, only Hashem knows the full truth, and in the next world, we will see some things (maybe everything) at least somewhat differently – olam hafuch raisi.
I am merely questioning why you are drawing the line at frum and ehrlich, and assuming that at that point we do know the full story. Maybe for reasons known only to Hashem, the non frum, non ehrliche person will sit next to the frum ehrliche one.