Asklemmy

This comes off a little negative but totally get the desire to show a sibling something different,as someone who uses to listen to rogan regularly...

Find whatever guests he liked and nail down what it is he's actually interested in. For me it was history and comedy.

History of Rome with Mike Duncan then lead to youtubers like sandrhomanhistory and the operations room. If he's into more military and masculine show him forgotten weapons also on YouTube.

If you go as left mainstream as John Oliver it's gonna be an uphill battle. Even though I more than likely agree with what he would say have 0 desire to watch it.

Comedy wise the early cumtown episodes are goofy classics.

I read it here before but the best way is deconstructing a specific case of the person in question choosing. The problem is that replacing one influencer with another one won't change the understanding issue of misplaced trust in media/people.

I think that these things should be voluntary by the way. Both for success chances and pure respect for your sibling.

Ask him if they would be interested. Then make them choose an episode. Prepare yourself. Ask them to prepare a little document in which they express their understanding and lesson that they learned from the episode. Ask them if they are willing to investigate how true these things are. Look for evidence together or alone. When done, get together and talk about the truthfulness of the ideas.

Alternatively ask yourself if they have some kind of expertise in something and look if there is a Joe Rogan episode about and suggest them to watch it. The deconstruction would happen automatically. You can help by ask them questions about it. Having to vocalize criticism towards something is an amazing reflection exercise.

The Hasan Abi Broadcast

Modern Wisdom

Tom Segura

Beau of the fifth column on YouTube is just for this he tries to reach people at that level and doesn't talk down to them and is great on foreign policy concepts.

Preferably something that has a similar flavor - example: male host, muscular, easy to digest. I think that will make the transition easier

Tell me you think your brother is superficial without saying you think he is superficial...

If he's a "hard follower" of Joe Rogan than he likely won't be interested in other content. Rogan is a fool, but that's why people find him appealing. Content that is insightful and educational is the opposite of the junk food of Rogan.

Maybe instead, when Rogan says something like "Bro did you know like the pineal gland of the chimpanzee produces anti-covid hormones? This is just what I've heard. Look it up. By the way did you see the tree growing in my toilet?" You can help your sibling by teaching them ways to think, reason, and critically evaluate the BS that freely flows from the Roganverse.