I can remember 3 HOLY SHIT moment

1- First was when I first saw Illustrator (version 1.0 !!) and realize I could enlarge a type with no loss of quality, I think I decide that day that I would learn as much about design application that I could.

2- Netscape 1.0 was more of an WOW COOL, but to me the real HOLY SHIT moment was when after bragging that I could find almost anything on the internet, my brother ask me to find out about an old WWII airplane. I didn't find anything right away but sent an email to a museum in germany and received an answer two days later, it totally blew my mind that somebody actually answer. I realize that day how much of an democratic thing the internet and email were, no racism, no bullshit, just two people having a POLITE conversation.

3- The iPod, even if half my friends had iPods for a couple of years, it took me to have one with all my songs on it (7000 and counting) to finally realize a dream of having MY music whenever I wanted it. The HOLY SHIT moment was when I had my iPod for a couple of weeks and I was waiting for the bus, I just heard a word that made me want to listen to a particular song and... I had it on me ! Coooolll :-)

I could possibly find more stuff but these three are major for me.