Oh he was for sure out of touch, he got hugely successful in the 70s and interviewed actual rich and powerful people, real world leaders and superstars. Over his career he interviewed over 50k people, everyone from Nelson Mandela to Eric Andre. Like the other commenter said, it was kind of his shtick to not prepare or learn too much about the guest so he'd "genuinely be curious" about them.

I'm not saying the dude was a saint, he was a womanizer and was married like 7 times, but he wasn't born into money or anything. He was a little kid from Brooklyn whose dad died when he was 9 and it messed him up, he grew up poor as fuck until he lucked into radio in the 50s. He did end up seeing a lot of success, idk if he ever got private jet rich but I'm sure he traveled 1st class more than once.

Eat the rich and everything but also save your ire for someone that deserves it, an old dead interviewer seems pointless.