But the keyword here is "career politician." Trump lost money coming into politics. Also, how long has Trump been in politics compared to those on that list?
Context is important.
Context is "we think politicians are too corruptible, let's put the person who's been cutting the checks all this time in charge instead. Problem solved. You're welcome liberals."
So yes context is important but it doesn't do you any favors.
Three years is enough! Then there's the salary paid for past presidents. Plus, they write books, do speeches, and other stuff. Obama made over three million dollars off of sales from one of his books. Not to mention a book tour by Michelle, netting millions more for the Obamas.