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Thurman “Jack” Naylor’s chance meeting with photographer Margaret Bourke-White ignited in him a passion for photography that led to what many consider to be the finest privately owned photography collection. And this month, 2000 of its finest pieces will be auctioned at Guernsey’s auction house in New York City.

Following a few days of public previews, the unreserved auction will happen October 18-21 at the Americas Society landmark mansion (68th street and Park Ave). Bidding can be done remotely, and Guernsey’s will have catalogues of The Collection and the Auction available for reserve. The remainder of the collection not sold at auction will be sold online about six months after the event.

The collection includes such wonders as Kodak’s earliest efforts and the Deardorff used by Playboy for 30 years. Vintage prints include ones signed by Bourke-White, the unforgettable WWII shot of kissing in Times Square, Marines raising the flag on Iwo Jima, and portraits of Marilyn Monroe and Winston Churchill.