Celebrated New York City–based jazz drummer Billy Drummond recalls his first visit, with the group OTB ("Out of The Blue"), to the Mount Fuji Jazz Festival in Yamanashi Prefecture, Japan. It was 1988. The Festival's elite drummers ranged in age from 69 (Art Blakey) to 26 (Ralph Peterson). In between were Roy Haynes, Tony Williams, Clifford Barbaro, Victor Lewis, Lewis Nash, Kenny Washington, Cindy Blackman—"and me," Drummond told me, by phone.

One day in the mid-1990s, my friend J and I sat sprawled on the carpeted floor of a hi-fi shop in lower Manhattan, playing records. J, who was employed there as a salesperson, had dimmed the lights and locked the door of the listening room behind us to make sure we wouldn't be disturbed by actual customers. Earlier, he had lugged in a pair of homemade speakers that an elderly woman brought to the store, hoping to sell some of her late husband's gear.

There's a notion among audiophiles that we must be regular consumers of live music, especially live acoustic music. It's the only way, the thinking goes, to calibrate our ears to the sound we should all be aspiring to at home.