I started with pro audio 9, from there I went to Sonar 2 studio version, then Sonar 3 studio version, then sonar 3 producer version, then Sonar 5 producer, then Sonar 7 producer, then Sonar 8 producer, Then Sonar 8.5 producer, Then Sonar X1 producer, then expanded.

And now I will go to Sonar X2. also bought the full version of rapture and true pianos.

I'm an absolute newbie compared to some of you.

6PE was my first ever foray into the world of the DAW back in 2007.

My entrance was Cakewalk Apprentice, very early 90's, that came with some soundcard. Then I bought Pro Audio (4, I think) somewhere in the mid 90's. I did not have the PC-power to run it efficiently, though, and I had to settle with workarounds without end. It wasn't untill around 2004 that I had a computer proper enough to run SONAR 4 reasonably well. Since then I've hardly had time to use it at all :o(

Cakewalk 3 here.  Was that the one featuring sound globs?  It was purple and black and dos when I started. 

The original DOS Cakewalk reminds me very much of the tracker program I started off with in the early 90's on my Amiga - OctaMED! 8 channels of very grungy 8-bit samples, triggering samples and volume levels with numbers...chopping beats up by dividing the number of bytes by 8 and entering the start and finish bytes for each segment....old skool! In some ways I enjoyed myself more back then than I do now.