About two decades ago, I heard Kind of Blue by Miles Davis, and it floored me. It's the best selling jazz album of all time, and if there's one album that truly started an obsession with jazz, it was that one. As a kid, I'd gotten to see cats like Red Rodney, Zoot Sims and Slide Hampton at Dick Gibson's jazz shows in the early '80s, but it wasn't until hearing Kind of Blue that something just completely clicked. It's hard to completely pinpoint what exactly it was, but I felt it. It's the perfect place to start if you know squat about jazz but are looking to become more versed, as are the other albums that I picked out here. Admittedly, it was hard to pare it down to just ten, and I left out a ton of legendary albums, but these records, most of which were recorded in the '50s and '60s, are a great place to start.