Started iTunes with a 10GB 2nd Gen iPod in 2002. Imported all my rips into iTunes. I bought only CDs for about the next 7-8 years, and ripped them. iTunes sucked way back then, but it was the easiest way to get music to my ipod. I ran winamp for a very long time, up until about the time I stopped buying CDs. Around 2008, I got an iPhone, and I was tired of losing CDs, having them get scrached up in my car, or carrying them back and forth from the car to the house. Digital became much more convenient, I could hook the phone up in the car, I had a dock in the livingroom, and I carried my phone everywhere. So, I have made most of my purchases since then through iTunes. I have bought a few CDs since then, but mostly if I buy, it is through iTunes, not because it is the best, but probably because it is the most convenient now. I do alot of streaming from pandora, or XM. I am on the fence about spending more money to stream from iTunes or spotify.