Yeah I liked Startup.Com too, it's a pretty interesting documentary. Basically in the 90's these two guys start a web company that allows people to pay parking tickets online, and get big investments. The company goes to shit, etc.
Here's the trailer:
IMDb Video: Startup.com
I wouldn't try and get any friends to watch it, they probably won't like it.
About
Glengarry Glen Ross:
I just thought the plot was really thin, I was all pumped up for Alec Baldwin's character and his only part in the movie was his sales speech. Maybe the plot was funky because it was adapted from a Play? And the end really irritated me, I watched it like a year ago so I can't quite remember why, but the ending was disappointing. It felt like 2 hours of conversation like in Pulp Fiction, but the conversation wasn't interesting at all.