How does one learn to sky write?
Try reading this article from businessweek.  It's going to give you an answer, but you're probably not going to like it.  Here a quote: 


  “It requires an incredible level of precision flying,” Oliver says. “There are so many factors. Where’s the sun, which way is the wind blowing, where’s your crowd? You only learn that over time, after doing it enough. And you can’t go practice when skywriting fluid is 10 [dollars] a gallon and gasoline is 7 [dollars] a gallon.”
  It’s also difficult to learn the craft of skywriting when nobody is willing to teach it. Oliver and Asbury-Oliver won’t share any of their secrets. In fact, while Asbury-Oliver was employed by Pepsi, she was contractually forbidden from discussing her skywriting techniques with anybody, including friends, colleagues, and journalists. “In the ’30s and ’40s, there were a lot of skywriters trying to make a living,” she says. “So they shared nothing. They wouldn’t tell each other what kind of fluid they used to make the letters, what kind of exhaust pump they used. Everything was top secret.” While an air of secrecy might’ve made sense a century ago, why do they continue to be clandestine, despite their competition being essentially nonexistent? “We’re old enough and we’ve been around long enough that we’re both traditionalists,” says Oliver.