Not to mention the man is wearing on-ear headphones and is using a smartphone in front of his laptop, which seems more common today than ever.
I have bigger ears and a get a lot of discomfort from most headphones. I have a pair of Audio Technica ATH-A900X (with huge cans) at home, but I'm always hunting for a cheaper pair to carry around with me.
My ears are huge, they fit very well within these earpads. By comparison I use the Beyerdynamic DT770 as my music headphones (vs travel) as those are the only ones I've tried so far that fit my ears and are super comfortable.