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So my understanding is that Ross sees everything through his conservative catholic worldview, which in and of itself, is troubling and not internally consistent. Second, he's been waging a one-man war against, well, everything "youthful" and "extreme". I'm 10 years older than him, and luckily, I haven't fallen (yet) for the fallacy that youth culture = garbage. He's cut from the same cloth of person that will castigate today's youth as "soft" & "unwilling to work", while failing to recognize that these are the same cohort that have borne the brunt of Afghanistan and Iraq; while Ross tut-tuts from his perch in NYC.

Conservative pressure to preserve property rights over civil rights are far more to blame for any decadence in the US that anything done by "the youth". The breakdown in the social contract between citizens, society, and government is a direct result of the policies pursued and enacted by the leaders of the right and center-right.

If there is any major problem of the "elites", I don't think it is as much disconnectedness, or isolation, or even lack of empathy (maybe a bit of the latter), but more the fallacy that "the elite know better".

As for the lack of connectedness, my feeling is that there is a conservative movement which is consciously creating this split, through media and various tools to encourage the historical myth that the creation of the US relied on the "hardy, independent individual". These characters mostly died alone in the wilderness. It wasn't until people started forming communities that they could survive and prosper.

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