I'm not sure I have ever had such conflicting emotions towards a subject in a documentary. Timothy Levitch, in the span of an hour, is annoying, philosophic, inspirational, hilarious, sad, and pitiful. The pitiful part is a hard sell , I know, because his personality is so magnetic. But the scene where he has a conversation with the Brooklyn Bridge I felt really sorry for him. Timothy speaks a lot in this movie about being anti-civilization. He loves the idea of New York, but at the same time seems to despise the infrastructure. Does he not realize that the Brooklyn Bridge was built by men and industry that probably have no ideas or morals that line up with Mr. Levitch? He talks to this bridge because he feels like it is transcedent, which I'm not saying it isn't, but Timothy seems to hate the same things this bridge stands for (like "the grid"). Of course he does say he is in a relationship with the city, which would imply that his feelings might flucuate.
The most gripping part of this documentary comes on the actual tours. I think his talent and personality is really given a purpose with these tours. He also dislikes the idea of a job, but to me the most intriguing part of his life occurs when he is on the clock. I wish we could have seen more of his interation with people on his tours. I think it would have been interesting to see how people reacted post-Levitch tour. I couldn't help but think how happy I would if Timothy would have been my tour guide to New York. As you can see I went from questioning Timothy to almost admiring him.