As someone who is just learning as well, I can summarize what has worked for me and it will no doubt confirm much of what else has been said here..
First and foremost it's getting the foaming right. I used cold water and a drop of dish soap and practiced and practiced until I could get perfect microfoam.
It took me hours and hours.. Then doing some reading here, I noticed people had more success by plugging their steam tips. I own a Cimbali JR which is very hard to froth small amounts of milk with. So I plugged ALL the holes except the one at the very middle-bottom.
Bingo. It took a lot longer to froth, but it made a huge, huge difference. That is, going from not being able to, to being able to very easily. The plugged holes gave me lots more time to get it right.
I also got the Espro Toroid pitcher.. I find with that, and my modification to the wand, I can get an excellent whirlpool. I can't say for sure if it was the pitcher or not. So I don't want people getting the impression that with this pitcher, you are good to go. I haven't tried without one.
So, I surf the top of the milk until 80F or so and then whirlpool it until about 135F and then stop.
Then clean the wand, clean the thermometer, purge the wand and start swirling the milk (the cleaning gives me 20 seconds or so to let the milk sit).. I swirl the milk for a while and then start the pour.
Rather then try and "draw" anything, I just focused on learning when the milk actually starts to mark the coffee. Thus I'd tilt the cup and right away, just push the spout as close a frickin' possible to the coffee and not move it.. just pour. Then I'd see when it starts to mark the coffee.
Once I got that, I'd then change and start low, move high and then go low again.. Each time trying to figure out at what point does it start to "draw". Without question, the closer to the coffee the spout is, the more it draws. Once you learn this, you know when the "ink" starts running out your pen.
Once I got that feel, I knew when I could start to draw.. After that, just a question of learning how to move the pitcher around the coffee to get the design I want.
But the two crucial steps for me was getting microfoam and learning when the milk actually starts to draw.
The microfoam BTW really does look like white paint. It was only when I went to a local cafe that does Latte Art that I realized I wasn't getting anything close to microfoam.
It's a bit like snowboarding.. When you start you can't figure out how in the world you'll ever do this and then all of a sudden, you are doing it ! The only difference is learning latte art won't break your collarbone.

Good Luck !
J