I remember as a teen talking to the developers on IRC, in one of the Windows development channels. I remember thinking they were crazy because they didn't want to use the standard Windows components to do the UI. I also remember wondering why anyone bother spending a half hour downloading 1 song over a 56k modem when you could just set your Sony Discman on top of your computer!

Then they started branching out and worked with skinnable UIs, then went totally crazy and built things like ShoutCast, streaming music over the internet was a crazy idea at the time. Amazing group of guys that built that and were willing to learn anything and put incredible amounts of time and effort into a project.