As someone who is socially awkward, especially at small talk and the superficial dialog that seems to preface any real discussion or conversation, I find Howard Stern to be amazing to listen to. He can talk about one small thing for minutes at a time without you realizing how much time has gone by.
I don't really appreciate his humour, but analysing his conversations is very interesting and educational.
Stern sounds like he would go "deep" into a topic. Most people seem to want appetizers: various little known facts with little context. If you go too deep, it's boring and too technical for most people. Maybe that is why small talk is difficult for some? (That includes me.)
I don't really appreciate his humour, but analysing his conversations is very interesting and educational.