That's quite a history! I myself started doing some silly remixes from tapes. I was recording from tapes into wavs and then layering them with other beats that I got off other songs. Then I got one of those track wizards called Dance Machine, played with that for a year and then fruity and then Reason
How's Reason on the Mac? Is it better than PC version in terms of sound quality and speed? What's your setup is like?