Greenwald admits that even with his Harvard (medical specialty) and Yale (medical school) and Princeton (undergraduate) education, it’s flying he loves best. When he was 9 years old, he was stepped on by a horse at a summer camp north of his hometown of Chicago. It was the 300-nm flight to a hospital in a single-engine Piper that impressed him, not the surgery for his fractured leg. He soloed at 16 and got his private at 17. “I’ll do anything to fly,” he says.
In college he built a Pitts S-1C but he sold that airplane to buy an engagement ring for his wife, Juli, whom he married the day he graduated from medical school. The couple have two children and
enjoy flying to and in exotic destinations such as Barrow, Alaska, and Saniqiluak and Iqaluit on Baffin Island in Canada.
In addition to being a DPE, Greenwald is also a “weekend A&P,” a CFII, ATP, and teaches aerobatics. For travel he favors a highly modified Piper Navajo Chieftain, which has long-range tanks; for aerobatics, his Extra 330LX with a Thunderbolt engine; and for “pure adrenaline, my L–39C with lightweight mods!”