He is likely kicking himself for the bad luck of wining the election.
That being said, now that he’s been in the job a while, he’s figured out that he can’t make things happen just by giving speeches. Most adults know this, but I’m not sure he did as he probably believed his own press. He is probably very frustrated and (I predict) he will get burned out rather quickly. By the three year point, a lot of his enthusiasm and charisma may disappear along with his youthful appearance.
From your lips to God's ear. Let his days be few and let another take his office (Psalms 109:8). If stress is what it takes, stress him good.