Seems I'm a bit late on this thread, but I think there are a few important points:
One, chop "woodworking" off the title. Can you teach?
In my experiences, there are at least three different learning methods: by being told, by seeing how it's done, and by doing it.
These aren't exclusive classifications. Some people are a mix, or all three, or maybe they learn some other way. That's fine.
To teach, you must know how your student learns, and use that method. Even then, there's no hard and fast rules about how it works. Maybe you will tell someone how to make a table, and then they can make tables! Maybe you show them how to make a table, and they get most of it, but can't quite figure out the last bit.
A big part of the learn-by-experience is that it is likely trial and error. That means there will be errors after the trials, and both the teacher and the student need to be able to identify and move on from that.
Some people can learn by themselves. Others need a guide.
Personally, I would teach woodworking by finding answers to three questions, in this order:
What makes it strong?
What makes it useful?
What makes it beautiful?
You don't need contrasting wood to make a cutting board. You may want it for a beautiful one, but a strong, useful one is just made out of wood that fits together well and is glued up properly.