Curious question: They are not releasing this in Canada at the moment, but I can go through one of my US-based servers to add it to my cart. Assuming I ever get past the high-demand errors, does anyone know if I'll be allowed to ship it to Canada?

Keep in mind, both Canadian and US customers access the site via play.google.com. They are only determining your country based on IP (or something similar) and presenting a different experience.