Pirates of Silicon Valley, 1999 http://www.imdb.com/title/tt0168122/
Ridiculous acting, horrible production values, probably 50% untrue and over-dramatized, but still remarkable story about how two "young people" built colossal competitors in the course of a decade. Only in America.
1. a reminder of how intertwined Apple and Microsoft have been over the years
2. Gates and Jobs are both, um, forceful personalities
Thank you Larry L. for this one.