What he was doing was listening to a whole LP that was crafted as a piece of work by the artist as opposed to a bunch of individual downloads.
I don't know about all recordings, but I know that song sequence is a very important and carefully considered aspect of putting an album together for many. The random play feature on many cd players always seemed odd to me, distorting the artist's intent. It's the same reason I never cared for the idea of "best of" collections--everything is heard out of the context intended by the artist and/or producer of the original recordings. My only experience with downloads is a couple of recent James Hooker albums, not available on a physical medium. But the albums are complete, and the selections can be listened to in original order.