Objectively, every president is a villain and a saint, which is why I like to look to specific policies rather than the person as a whole.
There is one thing I hope Mr Obama loses sleep over, the extrajudicial killing of Anwar al-Awlaki. By any standard Anwar is a total POS, but this was a US Citizen killed on foreign soil with no due process, which Mr Constitutional Scholar should have been deeply troubled by.
My fear with that is, what’s next? This person, by all reports, was aiding and actively involved in terrorism, but what about indirect aid, what about financing, what about mistaken records that show a person financing terrorism, but the records are wrong or falsified? I hope future administrations answer these questions with a firm no and never kill an American Citizen on foreign soil without due process.