Nice to discover you, Benjamin, by virtue of your post on Shareable.
I've explored, pursued and described a way to do something like you've described in what I've called either "Aikido Activism" or "Integrated Aikido Entrepreneurship" -- essentially game-changing game play, with a dimension of insinuating evolutionally-stable strategies (durability, sustainability) into the play. As such it acknowledges the force of nature and deep ecology (more generally, deep systems dynamics) and the force of any individual or community of individuals to introduce deeper understandings into any contemporary culture.
Also, it involves an appreciation for the current dominant rhythm and imagines changing the rhythm by both blending with the current rhythm while at once introducing evolutionally-tractable inflections.
As the first essay is subtitled, "Changing the World One Corporation at a Time," one can imagine this standing between the traditional form of capitalism and the open source world as holding ideals and structure between the two. My view is that Open Source is something like Burning Man. It -- in and of itself -- mainly represents an outlet of creativity which only influences the mainstream culture at the periphery ... yet its example and influence hold the potential to help birth something that will shift the very center of gravity of human culture -- if insinuated together with the Aikido strategy of game-changing play.
Thanks for your very interesting thoughts and writing, and for being you. I hope to learn more : )