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I’m remember when CrowdStrike caused that huge outage, he basically blamed Windows / Microsoft for it. I kind of stopped taking him seriously after that. I more-or-less agree with his point of view, but he seems more interested in selling outrage rather than journalism.

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I agree. Early on, it felt more like journalism, then I think he blew up and found something that works. If you challenge him on this, he will call you insecure or jealous, which I also find obnoxious[0]. I also find it highly ironic that all the ads on his podcast, at least on apple, are selling AI related products.

[0] - https://www.reddit.com/r/BetterOffline/comments/1p5zv33/why_...

FWIW, iHeart Radio probably manages his ad runs. He likely has no say over which ads get run on his show, and as I understand, the podcast advertising market has slowed tremendously in 2026. Podcasting platforms can't be as picky as they used to be.

He may not have control over the podcast spots, but his PR firm does have several AI companies as clients.

iHeart Radio ads are usually from other podcasts though. I listen through PodBean and all their ads are for other shows.

iHeart is so antiAI they added "Guaranteed Human" in the middle of every podcast they stream.

Does apple run additional ads on podcasts?

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