> there's a reason that Linux has succeeded
I think you mean GNU/Linux? ;)
You are asserting that the real goal of Gittip is to create a new economy, but that's not Chad's goal. You say that this makes him like Stallman, but it also makes him like Linus.
Linus has made it clear that his primary goal isn't to extract revenue, and in many ways he doesn't care much about traditional success metrics. Instead he wants to maximize values like "fun". Chad wants to maximize other values, like "generosity". Is it up to us to say that's wrong?
Also, Gittip has a model of self-funding. Even funding a team of people with different talents. Linux doesn't; it's organized around a code repo, and depends on enthusiasts and enlightened corporations to keep contributions flowing. If you're a marketer or designer who wants to contribute to Linux, you're going to have a lot more trouble. You only think of Linux's model as pragmatic because it's been around for so long, and you've gotten used to the deficiencies.
And when it comes to openness, in big open source projects like the Linux kernel, it's considered rude to have any significant discussions off the mailing lists. I think Chad's insistence on making everything public just updates the principle to modern tools like video chats. I used to work for the Wikimedia Foundation, and we did similar things, so the community could act as a watchdog. Our "full disclosure agreements" were difficult for partners sometimes, but they didn't preclude alliances with Apple or Facebook, or donations from Google.
Now, from where I sit, Chad might have taken the openness tactic a little too far. Some discretion is appropriate, especially when people are just starting to form a relationship. And contributors need privacy. To their credit, the Gittip community is currently reconsidering some of the rules around openness, and Chad has been admirably open to that -- another way in which he's not a Stallman.