Back in 2005, Fog Creek produced a documentary called "Aardvark'd: 12 Weeks with Geeks", about their internship program. There are lots of great interviews in there, including Paul Graham and Jessica Livingston from the early days of Y Combinator (as well as interviews with Aaron Schwartz, Alexis Ohanian, and Steve Huffman).
This is amazing. Even as someone who has been vaguely around for a while (e.g. attended the first couple Startup School events), it's easy to forget that this is how it was. It really puts a lot of things in context.
I remember when Fog Creek first announced that series and it cost a jillion dollars. A Fog Creek sales rep at the Fog Creek World Tour in 2010 in Atlanta gave me an "extra" copy of the DVD set and I felt like I had stolen something.
https://youtu.be/0NRL7YsXjSg?t=2946