That is cool. I am just learning how to draw. Somehow my mother, the artist, never taught me how to draw. It's been fun trying to learn. I am starting with buildings, but people are just too fun to try drawing!
There are 1,050,522 buildings in New York, according to my GIS database that is probably from a few years ago.That is going to take him a long time to draw. If he can draw 5 buildings a day, it will take him 575.6 years.