Slight PL, but I've spoken with Jason personally. He is an enormous douche, and he flies off the handle the moment you even allude to any kind of relationship his personal wealth might have to his ideology (he has an extremely cushy six-figure online "job" that allows him to live wherever he wants.) I've seen him go off on a couple of people for pointing out that his ideology of "fuck fixing my own shitty country, that's everyone else's problem. I'm gonna go move to the Netherlands and preach about how living there makes me so much better than all you unhealthy losers," is entitled and privileged as fuck. If by his own admission his videos aren't for the purpose of "fixing," these places, then they're basically just bragging and schadenfreude.
Also, this is neither here nor there, but all the Dutch people I've talked to about this really do not want Americans and Canadians moving to the Netherlands. They're the ones who had to work to make Amsterdam such a nice place to live, yet a bunch of rich American liberals are flooding in because they fucked up their own country and gave up on fixing it. As much as Jason jerks himself off about how much of a saint he is for living in Amsterdam, the locals aren't fond of his breed of transplant at all. I guaran-fucking-tee you guys that Jason still owns and regularly drives a car or even multiple cars, and that's to say nothing of the enormous carbon footprint he leaves with his constant air travel. He's the environmental equivalent to a champagne socialist, and it doesn't surprise me that he's chummy with literal champagne socialist breadtubers.