[pilsetnieks]

There was a Josh Hartnett/Adam Scott movie called August that's set in the dot-com boom. It's got fairly low reviews but I also don't think they do it justice. Some of the reviews seem to be about how it's impenetrable and hard to understand.

For some lighter fare that others in your family might also connect to, there's Ashton Kutcher's A lot like love but there the dot-com thing is just a side plot.

Also, Antitrust with Ryan Phillippe. Not specifically about the dot-com boom but roughly the same time period.

I mean none of those movies are masterpieces but I think they impart some sense of the time period.