That is an understatement.
> JR is deceptive not because everything he says taken in isolation is false
I understand at what you are getting at, words at face value don't mean much, context is everything. However, listening to JR I never get a feeling that I'm being intentionally deceived.
The falsehoods he believes seem to me to be a genuine lack of awareness on his parts, the fact that he changes opinions when confronted with the fact what he said was bullshit gives me trust that he is not out to deceive me.
If he's framing X doctor as best in the field because of Y achievements is because the average Joe would also believe that as well. And the fact that he has corrected some statements made by the past two controversial guests, regarding Covid, is the reason why I trust he's not deceiving with some agenda. Unlike with most mainstream media where I am always trying to figure out the underlying agenda of every statement made from the hosts.
As to an agenda: he has clear monetary and reputational motives for coming up with controversial guests and perspectives. People _like_ acquiring followers, and he's even being paid to do so. There's no need for anything as crude as an outright payment by some snake-oil salesperson to cause a conflict of interest, fame and fortune are quite he incentives by themselves - and here too, people can convince themselves they're onto something (and do so entirely honestly!) when they get this kind of positive feedback - even if it's nonsense.
If you believe that Joe's motives are any more pure than those of mainstream-media hosts, you're wearing rose-tinted glasses. Also, he is a mainstream media host. He's just a deceptive one, that's all. If anything, most mainstream media hosts have _fewer_ incentives to lie; after all, they tend not to simultaneously be media owners nor to rake in quite as much cash as he does, though surely there are exceptions. Also, the mere fact that other media tends to involve a much greater back-office makes it slightly harder to go off the deep end - your colleagues may sometimes say things to burst your (potentially honest) self-deceptive bubble.
2. On a rather related front: what do you think is the key differentiating factor that explains why humans (homo sapiens) have so devastatingly outstripped all ecological competitors?
My personal answer to question 2 explains why I have my doubts about all too rigidly accepting your moral thesis here. I mean, I accept and support the idea that honest debate can help surface tricky truths - and that in that context debate must be free, but not that all speech should be promoted unconditionally. That's harmful, and the only reason we're even talking about that is because as a society we've come to see the first amendment not merely as a tool to constrain an overly powerful, potentially abusive government, but as an axiom of patriotic identity. The first amendment is not perfect, and even if it were, it should not be applied blindly to every situation, nor should it replace all other social norms about honesty and truth.
But even if your perspective differs - I don't expect everyone to follow my lead, of couse - I don't think you're going to understand my reasoning without at least trying to understand and answer that question. In essence - your assertion that it's (implicitly unconditionally) "very healthy to have an enquiring mind" is backed by an assumption I do not share. I know that there are conditions here, and Rogan isn't satisfying those. And the heart of that disagreement is behind question 2.
Also, you don't think that having an enquiring mind is good? How do you justify that? And what is the assumption I made that you don't share?
TL;DR: People enjoy Joe Rogan because he's having simple conversations without pretending to have all the answers. Meanwhile the entire MSM, from Rachel Maddow to James Clapper has deliberately lied to their audience to push for wars and escalations. If you want to start cancelling, start there.
TLDR: That a message has context is an inescapable fact of life; but using context to deceive isn't.
JR is deceptive not because every spoken word he says taken in isolation is false, but because the way he frames and presents various sources leads listeners to draw false conclusions. Taking everything he says at face value is no more valid that taking a joke at face value. TL;DR: - "just asking questions" is deceptive; that's not a valid way to learn nor inform. We could discuss in depth how it's deceptive, but that's not really the point - the point is that not all questions will be interpreted literally, so you need to do the same when judging how reasonable that communication is. You have to look holistically at the message listeners will hear.