I suspect this thread is going to bomb as usual, but whatever.
1) If you move to a country with an authoritarian, repressive regime as an ordinary economic migrant, are you offering implicit support for it?
2) What about wealthy woke East Asian/Western performers who play there?
3) Supposing you marry 'upwards' primarily for financial reasons? It happens all the time within borders, but in terms of migration e.g. https://isaanrecord.com/2019/05/29/my-mother-marriage-migrant/
Uh, I can't say I've ever really thought about the third one, but in general I'm very suspicious of anything that sounds like that campist approach of dividing the world up into "good" and "bad" categories - I know a fair few people who've moved to the UK as economic migrants, and I don't think I'd judge them as implicitly supporting the horrors of British colonialism, the war in Iraq, Universal Credit and so on, and it would be ridiculous to say that Latin American migrants locked up in detention centers are somehow Trumpists, so I can't see much grounds for applying those standards elsewhere.
When it comes to wealthy woke performers, obviously they have a bit more agency, but I still think the best thing is not non-engagement with the "bad" countries, but to use their platform in such a way to make it clear that they don't endorse the regime - so, in case Radiohead or Taylor Swift, or their East Asian equivalents, are reading this, I wouldn't really have a problem with them playing Israel if they used their time in the country to promote, and hopefully raise money for, groups like Anarchists Against the Wall, and most importantly if they joined in with demonstrations like the Bilin Popular Struggle Committee ones, which could have quite a big effect, at least in terms of forcing the IDF to either treat said demo more gently or else causing an international scandal when they teargas Justin Bieber or whoever.
Similarly if like Lil Nas X or Lana Del Rey or whoever played Moscow next week and gave a speech from the stage about the Network case, that'd be great - admittedly, I don't think it's that likely, but that's the advice I'd give to any wealthy woke performers who are interested.