Was this the same as MSN Messenger? Got a lot of nostalgia from the PowWow UI. In Europe we used MSN Messenger pretty exclusively in the late 90s, early 2000's while ICQ and AOL were more popular in the US.
I thought Comic Sans came from Microsoft Bob but according to Wikipedia, Microsoft Bob was the intended use but the typeface wasn't ready in time so it was first release in Microsoft 3D Movie Maker and then went on to other uses like Comic Chat and the Large Hadron Collider.