A deeply personal collection of love letters in which a teenage Bob Dylan tells his high-school sweetheart that he envisions changing his name and selling a million records is going up for sale in Boston.
The Hibbing, Minnesota, boy — still known then as Bob Zimmerman — wrote the 42 letters totaling 150 pages to Barbara Ann Hewitt between 1957 and 1959. The missives, to be auctioned by RR Auction, have never before been made public and shed light on a period in the folk-rock icon’s life for which not much firsthand information is known.
“This archive is one of the most culturally important of the 20th century we have ever offered,” said RR Auction Executive Vice President Bobby Livingston, a big Dylan fan. The collection, including a lavish Valentine’s card, is a “first-person account of Dylan’s formative years,” he said. Hewitt’s daughter found the letters after her mother died in 2020. They, along with the original envelopes addressed in Dylan’s handwriting, are being offered as a single lot with a starting bid of $250,000. Bidding closes on Nov. 17.RR Auction is not releasing the exact content of the letters ahead of time, but they deal with timeless and universal teenage concerns: clothes, cars, and musical tastes, the auction house said.
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