That's a big part of my life - doing things that I'm not prepared to do. Doing things that I don't know how to do, and keep doing them until I get good at them. I always try to put myself out of my comfort zone and out of my depth, and hopefully somewhere along the line I'll catch up.
Idleness, pleasure, what abysses! To do nothing is a dreary course to take, be sure of it. To live idle upon the substance of society! To be useless, that is to say, noxious! This leads straight to the lowest depth of misery.
Mostly I make lists for projects. This can be daunting. Breaking something big into its constituent parts will help you organize your thoughts, but it can also force you to confront the depth of your ignorance and the hugeness of the task. That's OK. The project may be the lion, but the list is your whip.