It was prom night 2004, and Matt Garville wasn’t attending. He owned dozens of CDs that needed to be uploaded to his iTunes library.

A burgeoning music obsessive at an all-boys Catholic school in Oradell, New Jersey, Garville had been gifted an iPod for graduation. “It’s the coolest thing imaginable when it first started,” he told The Washington Post, “having like your entire CD collections digitized and being able to pick any song or album instantaneously and play it.” As his friends danced to Usher and Maroon 5 that night, he was ripping Nirvana, Blink-182 and Nine Inch Nails tracks into a meticulously organized MP3 library. Against all odds, he still uses iTunes to this day.

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