Confrontational interviews are a difficult style to do well, and probably not a great style for Joe Rogan in particular. If the guest is smarter or at least more quick-witted than the interviewer, the interviewer can be made to look like a fool.
Also, it’s very easy for that style of interview to make people close down and rely on rehearsed talking points. If you really want to know what someone thinks, you need to create a sense of emotional safety for them to open up. Especially these days. You can’t make the interview feel like an interrogation. Even literal interrogators will tell you that.
Sure, a light-hearted chat with easy questions can of course make a person open up, but when it comes to the billionaire CEO of one of the most powerful companies in the world (or some high-powered politician, or whatever), is it ethical to donate what basically amounts to a PR job (answering softballs and getting to seem relatable while ignoring problematic topics) that is framed to viewers/listeners as an interview?
“Yeah, I heard something about Facebook and privacy that sounded bad, but I saw Zuckerberg on Joe Rogan talking about hunting elk and smoking weed, he seemed like a relatable guy. I’m sure he tries his best and wouldn’t betray his users on purpose.”
Exactly. Part of the reason Joe Rogan is so huge is that a lot of people are sick of the current interviewing model, where some sneering journalist (who usually lives in Brooklyn) asks a bunch of leading questions in an effort to humiliate his guest by luring them into a contradiction.
Well-adjusted people don't regularly enjoy watching others get humiliated. They'd rather see an interesting conversation between interesting people, which is exactly what Rogan gives them and exactly what the traditional media does not.