Protests intended to shock, will convey the message to only a few intellectually curious minds in Keene but regrettably will shun those who don't really bother to think hard about the real message these protests intends to convey. We have no difficulty selling the message of freedom to this class of intellectuals, the challenge is however to get the message to those who don't think much about issues, the broader audience.
If Ian wants to achieve liberty in his lifetime, he should discourage activism that provides ammunition to the enemies of freedom who enjoy characterising Free Staters as: gun toting, pot smoking, boob flashing, anti government anarchists. Any suggestion that his movement fits this characterisation will drive the less intellectually curious away from the message of freedom.
As for me, I don't mind these protests, in fact I won't miss the topless protest for anything in the world. But if you ask me if this advance the message of freedom: no it will only arm the enemies of freedom. I'm sure the smart folks in Keene can come up with smarter ideas.