Good times for me:
The rise of CC in 1999, the forming of CTU in 2000, around the creation of my first levels, gamemodes and tilesets, when CC started playing CTF and first official clanwars in very late 2001, and the times when I got my real life friends to play JJ2 online with me (2001 and 2002).

Bad times for me:
The war with RG, the first war with GpW, the times when there were rumors being spread out about the evilness of CC and TEC (which caused me the bad reputation I had for a long time), the BOMB-wars, the dissolve-CTU war (with GoC) and the death of the majority of the CTU clans and when a lot of my JJ2 friends left, the almost-dead situation of CC (when most of our members were inactive, luckily it's different now and better than ever), the second war with GpW and some other minor problems.

Fortunately, the good times lasted longer than the bad times. I can say that it's a good time for me now on JJ2.