During his life, S. I. Newhouse’s art collection was continuously morphing as he added new items and parted ways with others. “He was always editing,” Tobias Meyer, Newhouse’s art advisor and the collection’s official representative, said of the Condé Nast mogul. “He wasn’t sentimental about selling things. He was able to move on.” On May 18, 16 pieces from that collection will go up for auction at Christie’s—the fourth sale from the collection since Newhouse’s death in 2017. Highlights in this latest selection include a 1948 Jackson Pollock drip painting and a 1913 Constantin Brancusi sculpture, both expected to sell for $100 million. —Paulina Prosnitz