It's hard to believe there's a time that iTunes wasn't part of what comes on your Mac, but there was. In January 2001, digital music on the Mac was still in its infancy. But at the January Macworld Expo in San Francisco, Apple introduced iTunes, and it changed everything. All of a sudden it was trivially easy to convert your audio CDs to digital audio and listen to your music whenever you wanted. Since then iTunes has evolved dramatically — becoming a one-stop repository for digital music, video, and apps, a way to sync our iOS devices with our computers, and a digital storefront offering us the wealth of content available from both the iTunes and App Stores. Some say it's gotten too big for its own britches, but iTunes remains central to the way we manage our digital content — and our digital lives — on our Macs.