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“Olney was in the middle of his third song when he stopped, apologized, and shut his eyes,” Rigby wrote on Facebook. “He was very still, sitting upright with his guitar on, wearing the coolest hat and a beautiful rust suede jacket we laughed about because it was raining like hell outside the boathouse where we were playing — I just want the picture to be as graceful and dignified as it was, because it at first looked like he was just taking a moment.”
Olney died of a heart attack during a performance onstage at the 30A Songwriter Festival in Santa Rosa Beach, Florida, on January 18, 2020, at age 71. "David was playing a song when he paused, said 'I'm sorry' and put his chin to his chest. He never dropped his guitar or fell off his stool. It was as easy and gentle as he was," Scott Miller said.