I'm not worked up over the "slight of Trump." I just find it funny that Obama is supposedly relatable and Trump isn't.
I think Obama is a douche, I think he's a narcissist.
But do I think Obama can speak to the average person far more casually and on their level (sports, life, what's the coolest thing about life in the WH) - yes.
Trump can appeal to normal people in a way he probably shouldn't be able to considering his wealth, but that doesn't mean he's relatable in any sense. It doesn't mean he'd be a dick either, I'd fully expect he's pleasant.