I'm a Laissez-faire capitalist Anarchist but I'll still respond.. capitalist pig that I am and all.. (lulz)
I think an Anarchist breaks every dependence and power over themselves that they can. They laugh at the TSA, Homeland Security, and the police not only because they realize that such institutions are asinine, but even the reason for their existence is asinine. There is no such thing as perfect security. No matter what. It doesn't exist.
Insurance in that light is definitely a scam between the state, the doctors, and itself. Whenever possible we should starve out the beast and not feed into it. But I'm of the view that Anarchy is not going to come about because a small group of men got violent for a bit or did without health care. They have the means to deal with that. It's a bit like someone telling you.. a diet is not enough, you need to change your permanent eating habits. Well, a revolt now and then is not enough. We need an absolute change of mentality. We shouldn't feed the system, wherever possible. On the other hand, is the Anarchist way of life really any closer because we go into the doctor uninsured for a broken leg if we still have to go?
Until we educate ourselves to the point that we can break our dependence and take a sort of Patch Adams "Anyone can be a doctor" approach to medicine, we can't be free of it. But so long as we still need Their doctors we will still need Their insurance. So the next question should be.. how to start winning doctors over to Anarchy and dismantling that infrastructure.. hmmm..