Since the time of the Greeks, democracy has been understood to have a spatial dimension and so, by extension, an element of scale. Plato measured the polis, the unit of democratic citizenship, at five hundred citizens, an extremely tractable size for a community that seeks to express itself through direct engagement.
The wonderful thing about living in a world of our own creation is that we get to choose what kind of world it's going to be—at least in principle. But the promise is meaningful only if a broad enough "we" can be engaged in the process. At present, mechanisms and democratic institutions for making collective decisions about the deployment of technology are hopelessly cumbersome. How can anyone make a sensible choice without being able to weigh one alternative against another?
Even with all the features and plugins, Canvas presumes certain ways of organizing classes that might not be universal, just typical. And if (like me) you’re an atypical user, you have to choose between constantly fighting with the system or gradually doing more and more things the way Canvas wants you to do them. This, by the way, is why it’s never true to say that technologies are neutral and what matters is how you use them: every technology without exception has affordances, certain actions that it makes easy, and other actions that it makes difficult or impossible. A technology whose affordances run contrary to your convictions can rob you of your independence — and any technology deployed on the scale of Canvas will inevitably do that. It will turn every teacher into an obedient Canvas-user. I don’t want to be an obedient Canvas-user.