It's not contributing much to the discussion to just say "This." but man I really just want to say, indeed as someone who isn't originally from an American culture but now resides in America: the observation you make is profound and so important, and I hope everyone considers this and thinks about this.

Because I know exactly what you're talking about and I'm struggling with this so much, about being supportive of our friends on various decisions they make sometimes even when we don't think deep down it's the right thing in some situations, but we're afraid to say it for an increasing amount of reasons: criticism from woke culture, being afraid of being seen as bossy, party-pooper, disagreeable, puritan. But friends are friends, give them honesty, show them the doubt you feel, tell them your gut feeling. Yeah it'll take some work to make it palatable, but do it, give the hard take that you really should.