I sunk a ton of time into Encarta as a kid. In some ways, it still seems superior to Wikipedia.
Man, those were the days...
However, english wikipedia is probably one of the most important, if not THE most important invention internet has brought us. Such a wealth of information and all as a free access. I've dreamt of such thing in our future back then, and now we have it.
https://www.youtube.com/watch?v=dEH-HxLJtBM https://www.youtube.com/watch?v=x4t2g37DAcQ
The demise of CD-ROM as a format and later the .com bust probably had a fair bit to do with the education software market getting reshaped in weird ways. I was a freshman in HS in '01 so at that point I was far enough away from that kind of stuff that I never really found out how it ended up.