[see 'Update' below]
I know discussions of actual applied politics are to be avoided. I don't want to start one.
But I thought LessWrong people might be a source for where the best arguments have been made for libertarianism in the economic sense (not why you should stay out of people's bedrooms). Even better, arguments for some degree of socialism in the same place would be nice. It seems there is a natural continuum. To pick one specific realm: anywhere from 0% to 100% of a person's income could be allocated for redistribution to even things out. Where to put that number will inevitably be a matter of grubby politics (won't it?). But still, arguments for why we should have a low number or a high number must involve some basic disagreements which could be (hopefully) separated into different values, different estimated probabilities, and different attempts to apply a rational analysis.
The world is dripping with partisan analyses along these lines (with "warfare" rules). Where are the best ones that avoid that failing?
I considered posting this under "dumb questions" but I judged that it's not really a question about LessWrong per se.
Update: Thank you to all who took the time to reply. Perhaps I'm learning about how some would start applying consequentialism to a real-life problem. I expected people to point me to discussions about what's right and what's fair -- which is what I'd expect in most other forums. But I guess here my responders so far are taking this to be a sort of question for technocrats who can work out the utility. So my next question will be about consequentialism once I've thought about it a little more.
If you're looking for a non-consequentialist, rights-based defense of libertarianism, the locus classicus is Robert Nozick's Anarchy, State and Utopia. It's a big, sprawling and dense book, so perhaps you'd be better served reading a summary on the internet (like this IEP article), although if you're up for tackling the book, I think you'd find it rewarding. To get a quick sense of the way Nozick argues, here's a famous thought experiment from the book.
A good, up-to-date, consequentialist argument is Allan Meltzer's Why Capitalism?. It's short, engaging and available for the Kindle.
Neither of these books give much time to arguments for socialism, so you'll have to look elsewhere for that. G. A. Cohen's Why Not Socialism? is a good counterpoint to Nozick, and Paul Krugman's Conscience of a Liberal complements Meltzer. Krugman has a reputation for prioritizing partisanship over dispassionate analysis, but this book is not nearly as polemical as many of his NYT columns.
Curious. My first thought was "Since the author seems to be abusing emotional connotations to make his point, what is the most subversive position about this thought experiment that I can still defend? " And my answer is, it is possible to frame the very first situation in terms of non-slavery, simply because the master is so far above the slave that it's borderline meaningless to attribute him agency. You might as well call humans slaves of chance.