What to do with a giant portrait of yourself by one of the most famous artists of the 20th century? That’s the question Vanity Fair special correspondent Bob Colacello found himself asking last fall. In 1980 Andy Warhol, his then boss at Interview magazine, had painted a 40-by-40-inch likeness of Colacello as a gift for brokering a commissioned sale, but after 30 years, Colacello was finding it “hard to live with.” With Warhol prices continually hitting new highs—and with a mortgage to pay off—the writer decided to put his portrait up for auction at Sotheby’s. Videographer Jacques Del Conte headed to the auction house to witness the nail-biting sale and sat down with Colacello, who had plenty to say about the portrait and his mixed emotions in selling it. Directed and Edited by Jacques del Conte Music by Chris George Produced by Dana Brown