I've met with titans of Silicon Valley because they're investing in our national expansion. I've had lunch with Claire Danes because she sees DonorsChoose.org as the best way to help students in public schools. I would never, ever rub shoulders with such people if I had followed the typical career path in investment banking or whatever.
I'd listened to my colleagues in the teachers' lunchroom. I could tell they were passionate, fired-up people who had great ideas for strategies and projects to help kids learn better. They just didn't have the resources. I was frustrated, but I also knew it was a frustration felt by teachers all over the city.
After 14 years of running DonorsChoose.org as someone who had never written a line of code, I did do a three-month night school course. After all these years, I could at least speak some of the same vocabulary and have a first-hand appreciation for what my colleagues on the engineering team are doing.