It's why I'm a little-L libertarian; free markets can and will efficiently price and trade in evil. Slaves were once traded on the open market, after all, and they were probably efficiently priced, but that certainly doesn't make it a good thing. (Just to hit the point again, efficiency has very little to do with "good".)

I think it's possible to regulate effectively, but the problem is that it requires an engineer's approach, not a government's approach. One must be able to adapt, admit one is wrong, and generally regulate at the incentives, instead of being required to stay politically viable and only then regulate, be politically unable to admit error (and via the mechanisms of politics, become insulated from the facts that would show error), and be continuously stuck in the regulation of the effects instead of the incentives that got us there. Oh, and as I alluded to previously, being regulated by people who won't even look at the mechanics of the market squarely because they think they're intrinsically evil because sometimes they make bad things happen (which they definitely do!) isn't a great start to engineering success.

Yes. The market can be evil by human standards, just as gravity feels pretty evil when you're in a crashing plane. But you gotta deal with what really exists, not what you wish existed, and when harnessed properly it's one of the bigger forces for good we've ever discovered.

That's a fair question, but don't let it suck you into a "false choice" fallacy.

There are plenty of real-world examples of this. In all cases, free trade will make all parties better off on the whole. However, the effect of doing so may be that individuals at the margin lose out, e.g., an unskilled factory worker may find that someone in China is doing what used to be his job. It's pretty well decided now (although not without any controversy) that, at the margin, minimum wage laws increase unemployment in the lowest-paid workers.

The fact that some deregulation may have (localized) negative consequences shouldn't automatically disqualify them: there are more choices than just "let the market run free" vs "continue the regulation". We can, for example, get the benefits of that free trade, and use a portion of the economic gains to finance job retraining programs.

However, I'd also like to point out an implicit assumption in your question that may be problematic. You refer to "the global objective function". Part of our difficulty is that there isn't such a global function that all can agree on. Indeed, it may be that some of our utility functions are mutually exclusive. Many people would say that we should optimize for full employment, but I personally think that's bunk: there are plenty of people who don't want to work, but do so because they need to buy food; they'd rather take care of the kids while the spouse works. The adoption of a single utility function to govern the country (something, it seems to me, that both Conservatives and Liberals would like to see) sells out American individualism, and the diverse lifestyles and values of our people.

Perhaps we misunderstood one another. When I said "without loss of generality", I meant that for almost any conceivable objective function, free markets may not maximize that function. For a social objective like "the weighted average of the self-actualization of all people in their individual ways", a market may be non-optimal. I hesitate to construct an example for fear of getting bogged down in one particular case, but Jerf's efficient pricing of slavery comes to mind. Another might be the well-being of nonparticipants; for instance, habitat preservation for wildlife.

I argue that the only function that a free market can optimize for is the market itself; all other consequences such as happiness, fulfillment, distribution of experiences etc., are side effects which arise from coupling the market to the world via the decisions of participants, regulations, etc. Only if you assume perfect coupling of the market to the global objective is the system morally optimal.

In all cases, free trade will make all parties better off on the whole

This, however, makes it sound like you are assuming perfect coupling in the absence of any regulation, or that your objective function is the execution of the free market itself, and not, say, the well-being of the individuals and societies participating in it. I must not understand you correctly.

Actually, I rather like your proposed objective. Except I'm not sure what you mean by "weighted average": what would be the weighting factor? I realize you said that you didn't want to get bogged down in the function itself, but I think it may be important.

If we can agree that capital is the means by which a person can achieve fulfillment (I don't just mean by "being rich", obviously. It may enable the person to donate to charity; or that person's labor, which which has a monetary value, may achieve some end; or to obtain medical care to cure an ailment; etc.), then I can see an answer.

In the free trade example, opening borders to trade expands the economies of both nations. That's pretty much the same as saying that more capital is available within both nations, which means that -- across the whole population -- people are better able to move up their utility function (i.e., achieve self-actualization). In other words, because money -- capital -- has the power to buy or enable other things, then our positions may be compatible.

Of course, some individuals may benefit more than others, and indeed, some may find themselves worse off. That's where some would claim that we as a society owe compensation to some, to pay for our own gains.

Looking back at what I just wrote, it seems the crux of the argument, then, is the degree to which you can believe that capital can provide the answer to whatever your objective function is.

I'm going to reject the example of a market in slavery. This is the very epitome of a non free market. The slaves themselves are being forced into the transaction, and since a free market, by definition, requires rational actors entering the transaction of their own free will (because they all expect to be better off in the end), it cannot be considered free.

The classic examples of market failure are "tragedy of the commons" problems due to externalized costs, and public goods that would suffer "free rider" problems, like national defense. The externalization problems are due to our legal framework for property rights; a system that fully allocates property rights (e.g., some person owns this river; some person owns the air) would fix this, as demonstrated by the Coase Theorem. The free rider problem is stickier. They do turn out to be much rarer than people believe (e.g., the classic example is the lighthouse, but historical research shows that in the past, these have been provided by markets), but they're not entirely fictional, and I don't have a good answer to the overall question at the moment.