Skwire's approach is much stronger than the soft-head types, I think. She talks about her experience as a poet and the similarities between the work of a poet and the sorts of things that Hayek talked about. She concludes:
"Every poet (and, I suspect, every musician/painter/actor/novelist/sculptor/etc.) has been here. We sit down to write what we are sure will be a sonnet about how cold our hands are, and it turns, before we have even noticed, into a love poem.This is a much stronger avenue, I think, because it clues people in to some very important insights of Hayek, which helps them to accept his contributions.
The soul of the poet and the soul of the Hayekian, the libertarian, the classical liberal, the free marketer, are not really so far apart. The beauties of spontaneous order are the key connection. Because really, how much difference is there between knowing that the creative process works–because of its disorder and not in spite it– and knowing that the market does the same thing?"
But I promised advice of my own (as someone who is not pre-disposed towards libertarian), and that advice is to simply realize that you don't have to be a libertarian to appreciate Hayek and his work on the discovery process. In other words, while this will give Skwire and other non-libertarian poets quite a bit to talk about and avenues for jumping into Hayek, it doesn't really address libertarianism at all.
Well the biggest weakness that I've noticed in libertarian outreach is that they think promoting libertarianism is all about promoting markets and spontaneous order (as Skwire suggests above). This misdiagnoses the nature of libertarianism, in my opinion. Now it's true - talking up markets is important. Most people are not exactly anti-market (contrary to apparent popular opinion), but they also usually don't think much about why the market works so well or how much it has contributed to human flourishing. So elaborating on that point is always going to do good, but that doesn't make you a libertarian at all. That just puts you in the liberal tradition (which is not a bad place to be!). The more you talk to people about Hayek or Smith or markets in general, the better educated people are going to be about what it means to be in the liberal tradition when it comes to the economy. Most people know what it means when it comes to social relations and when it comes to politics. We as a society are very good at communicating liberalism in those areas because liberal social relations are a basic part of childrens' upbringing, and liberal government is taught very early on - in history and government classes. Young people usually don't see economics discussed seriously until they get to college (if they ever see it), so there's usually catching up to do on this front.
So these things that Skwire raises are important to talk about, but they won't make you a libertarian.
What differentiates libertarians from other classical liberals is not the market, but government. Libertarians have a very different view of the role of government and what is acceptable in government than their fellow classical liberals. Qualitatively, it's simply a far less active role. This gives you a spectrum of people that includes Friedman, Mankiw, Sumner, or even Hayek that call themselves "libertarian" but exist on wider range of possible roles of government. The common thread is that they're all more limited than most of the population. Of course there are other strains of libertarianism that are much more specific in what is and is not allowed.
So there is a range of what we call "libertarianism", but it is not distinguished by a preference for liberty or the market or limited government. It is distinguished by a preference for a very inactive government. I am pro-liberty, pro-market, and pro-limited government, but I support a decently active government which is why I'm not a libertarian.
As I said above there is a public education function to be fulfilled when we talk about the market and about spontaneous order, whether or not you're a libertarian. But to really convince people to be libertarians you have to epxlain why the government should not be all that active.
I've been explained to many, many times about the wonder of spontaneous order, the importance of liberty, and why markets work. If you want to make more libertarians talk about active vs. inactive government. If you spend all your time talking about markets and spontaneous order you're probably going to just end up producing more liberals and conservatives that are better educated about markets than they were before. That's not a bad thing, but it doesn't make libertarians (if that's your goal - obviously it's not mine!).
This is hard for a lot of libertarians to grasp, of course, because a lot of them assume that liberty, non-active government, limited government, and free markets are synonymous and interchangable.
They're absolutely not. I think liberty requires limited government and free markets, almost as a matter of definition. I don't think it requires non-active government. I also doubt that free markets require limited government and vice versa (although of course it helps).