This was pretty fun and surprisingly wholesome even for him. He went into a town hall event that was like 70% hard MAGA people wearing red hats and Trump shirts. He talked to them as people and made fun of himself. He even wore the Trump hat and posed for pictures with the MAGA kids https://pbs.twimg.com/media/GXOS8rYWgAAXW2s?format=jpg&name=900x900
Everyone seemed to be having a good time. The president did his best to entertain, and show people with a narrow worldview that there's humans on the other side too.
The story of that red Trump hat he is wearing in the pic is that he traded it. He gave a MAGA guy a unique Biden presidential hat signed by him, the fancy WH ones they make specifically for the president to wear. In return, Biden demanded the red hat from that guy's head as a trophy. Then they shook hands.
https://www.phillymag.com/news/2019/09/14/donald-trump-at-wharton-university-of-pennsylvania/
It’s rare for a professor to disparage the intelligence of a student, but according to attorney Frank DiPrima, who was close friends with professor William T. Kelley for 47 years, the prof made an exception for Donald Trump, at least in private. “He must have told me that 100 times over the course of 30 years,” says DiPrima, who has been practicing law since 1963 and has served as in-house counsel for entities including the Federal Trade Commission and Playboy Enterprises. “I remember the inflection of his voice when he said it: ‘Donald Trump was the dumbest goddamn student I ever had!’” He would say that [Trump] came to Wharton thinking he already knew everything, that he was arrogant and he wasn’t there to learn.”