There’s a link now online to the absolutely stunning documentary Dark Days (2000), about New York City’s mid-’90s homeless community living in Freedom Tunnel, an abandoned part of the Amtrak underground. The subjects themselves use 16 mm gauge cameras to document their endeavours, and the film also serves as an introduction to DJ Shadow’s groundbreaking ‘trip hop’ album Entroducing (1996). With Hoop Dreams (1994) and The Cruise (1998), it’s one of the best documentaries from the tail end of the pre-digital age.
Further reading:
https://www.theguardian.com/film/2014/jan/26/dark-days-marc-singer-new-york
Entroducing (1996):
Wanderings and ... wonderings. 