The tough parts for me are usually making decisions. When I come to some point where I start to waffle about whether I really want to use the border I planned or maybe do an entirely different color, that's where I get hung up and the project becomes a UFO - sometimes for years! - until inspiration strikes. Another sticking point is if I discover some large mistake that has to be frogged and redone. Groan. If I have a specific plan for the quilt, such as a wedding coming up, usually the deadline is enough to prod me past the difficulty, and in hindsight it almost always turns out to be much less of a big deal than it seemed to be.
I do tend to save myself a lot of grief by not even attempting anything as difficult as your whole cloth work appears to be! Your efforts will definitely be worth it in the end.