I touched on this a bit during the Be Aggressive! listening party, and then again on OCR Talkback, but I'll post the story anyway.
I used to use BearShare back in my high school years to download video game songs that I liked. During that time, I stumbled on Rayza's "Whirlwind" remix and checked out the MP3's metadata, and that's when I first heard of OverClocked ReMix. I was on 56k for a while, so during my last year of high school, I'd use the T1 connection at my school during my Visual Basic programming class to download a bunch of OC ReMixes and I'd burn them to a CD-R, and then bring 'em home so I could transfer them to my Creative Jukebox Zen. I can't remember exactly what year I was doing this, but it was when OC ReMix had its old blue design.
After high school, I got caught up in work and life stuff, and was pretty focused on the band I was in, so I kinda fell out of OC ReMix. I fell back in again in 2006, when I decided to check the site out again and saw that Project Chaos had been released.
The moment I decided to do VGM remixing was when I was listening to SnappleMan's "Malicious Fingers". After that, I lurked the forums a bit, got insulted by a few people on the forums around 2008 or 2009-ish iirc, skulked away, and came back in 2010 to participate in Dj Mokram's Secret Bonus Point project, which would end up being my first debut onto the VGM arrange scene. A year later, I got posted to the site. Just over a year after that, Be Aggressive! happened.