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UnholySmoke comments on The Finale of the Ultimate Meta Mega Crossover - Less Wrong
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Gwern, I refer you to http://xkcd.com/137/
At the risk of violent downvoting, one of the many reference points that jumped into my mind while reading was 'the closest thing I've experienced to jumping between nested levels of reality is on drugs'.
"Don't let yourself unreflectively fall into a routine" and "don't be emotionally uncomfortable with nonconformity" are of course good advice; "be indifferent to PR when you're trying to do something for which PR actually matters" is bad advice.
How about the middle ground - "If constant PR consideration stops you from expressing yourself all the time, maybe it's time to reconsider your priorities"?
Posting stuff on Facebook that might get you in trouble is the archetype these day I suppose, but I really can't bring myself to care about things like that.
Maybe I just don't have a strong enough terminal value to protect right now, but I find it easier to imagine myself thinking, 50 years hence, "I wish I'd just decided 'to hell with it' and said what I thought" than "I wish I'd shut up, gone with the flow and eased my path."
I'll hit you up in late 2059 and let you know how that went.