moishe,
note the difference between rich people going in politics, and politicians becoming rich while or after being in office. With the first group, we need to give some leeway for people to protect themselves, otherwise, nobody will go into politics, and we will only have professional politicians. Romney is now considered a standard of a kosher politicians – but his business experience was perverted and laughed at whenever he ran for office against Dems. (caveat: making sure they do not depend on foreign sources is legit).
My thoughts on Trump specifically:
1) He was pretty transparent that he does not plan to do tax disclosures before elections. So, voters were able to take that into account
2) I am pretty much shocked that after so many years of investigations, he is not yet convicted of something. I was pretty sure that he would have been. I can’t imagine the level of kashrus in his business practices, as one of the remaining accusation is giving tzedoka to a Jewish school… Note that it is already documented that at least several people committed crimes or “mistakes” in pursue of these investigations.
3) level of suspicion should be proportional to expectations. If I hear accusations that T uses his presidency to sell rooms in his hotel, or his daughter gets trademarks approved in China – it is something possible and could be on this or that side of ethical behavior that arise in the course of running businesses that exist for many years. Compare it with a president’s son and uncle with minimal qualifications who get investments and payments from the world hot spots. Totally different level.