10 history-making objects from the 20th century
Secretariat’s Triple Crown saddle, a Jack Kerouac manuscript and Hunter S. Thompson’s ‘Red Shark’ convertible are amongst the highlights of era-defining pop culture memorabilia coming to Christie’s in a landmark series of sales this March from The Jim Irsay Collection

Extraordinary artefacts of American culture define The Jim Irsay Collection, which, alongside his world-famous guitar and music collection, includes literature, movie and sports memorabilia that shaped the post-war era. From Secretariat’s saddle to Hunter S. Thompson’s ‘Red Shark’, original film scripts from Rocky and Scarface and more, each artefact in the collection is a piece of history. With a portion of the proceeds going to philanthropic organizations Irsay championed, this sale is about passing the legacy forward. Read more about 10 objects from unforgettable moments that shaped 20th-century pop culture.
Typescript scroll of On the Road, comprising the first draft of the definitive Beat Generation novel, 1951. Estimate: $2,500,000–4,000,000. Offered in The Jim Irsay Collection: Hall of Fame on 12 March 2026 at Christie’s in New York
Jim Irsay’s first major acquisition was the original typed draft of Jack Kerouac’s On the Road, one of the most celebrated and provocative artefacts of American literary history, which he purchased at Christie’s in 2001. Widely recognised as the Father of the Beat Generation, Kerouac famously typed the manuscript in a frenzied 20-day burst in New York in April 1951, using a continuous 119-foot scroll of paper he fashioned himself to allow uninterrupted typing. The single-spaced text, devoid of paragraphs and marked with cross-outs and pencilled revisions, offers insight into the author’s creative process, including his choice to fictionalise the story. The manuscript was exhibited in the 1996 exhibition Beat Culture and the New America: 1950-1965 at the Whitney Museum of American Art.
Fear and Loathing in Las Vegas, 1998: Hunter S. Thompson’s 1973 Chevrolet Caprice classic convertible, known as the ‘Red Shark’. Estimate: $100,000–150,000. Offered in The Jim Irsay Collection: Hall of Fame on 12 March 2026 at Christie’s in New York
Nicknamed ‘The Red Shark,’ this cherry-red 1973 Chevrolet Caprice classic convertible, powered by a 454 V-8 engine, was owned by author Hunter S. Thompson and stands as a defining artefact of Gonzo journalism and Hollywood memorabilia. Presented to Thompson by friends in 1991 as a realisation of the rental car immortalised in his book Fear and Loathing in Las Vegas (1972), Thompson’s convertible then appeared in Terry Gilliam’s 1998 film adaptation and featured on the covers of Thompson’s subsequent books Better Than Sex (1994) and Hey Rube (2004). The Shark’s adventures were also chronicled in Thompson’s memoir Kingdom of Fear (2003), numerous articles, and the recollections of friends including Johnny Depp, Ralph Steadman, Walter Isaacson and Bill Murray.
Secretariat’s Triple Crown saddle, 1972. Including stirrups and leathers; together with signed panoramic photograph of Secretariat’s legendary Belmont victory. Estimate: $1,500,000–3,000,000. Offered in The Jim Irsay Collection: Hall of Fame on 12 March 2026 at Christie’s in New York
Rocky, 1976: Sylvester Stallone’s handwritten script notebook. Estimate: $200,000–400,000. Offered in The Jim Irsay Collection: Hall of Fame on 12 March 2026 at Christie’s in New York
The 1970s-era Mead spiral-bound notebook contains early handwritten notes and dialogue by Sylvester Stallone for the Oscar-winning film Rocky (1976). Comprising 29 pages in Stallone’s hand, this supreme example of Rocky memorabilia includes original plot ideas, scene outlines, dialogue passages and character development concepts, with numerous edits, annotations and revisions throughout. The notebook offers a rare inside look at the creative genesis of one of the most enduring films in American cinema.
Outstanding Wayne Gretzky Edmonton Oilers professional model home jersey photomatched to 500th career goal and 1987 Stanley Cup Finals clinching game #7 (MeiGray Photomatch), Nike, 1986–1987. 31 in. Estimate: $300,000–500,000. Offered in The Jim Irsay Collection: Hall of Fame on 12 March 2026 at Christie’s in New York
Handwritten letter by Steve Jobs, postmarked the day before his 19th birthday, 1974. Estimate: $200,000–500,000. Offered in The Jim Irsay Collection: Hall of Fame on 12 March 2026 at Christie’s in New York
In 1974 Steve Jobs wrote and signed this letter to his childhood friend Tim Brown. It reveals a more candid, intimate side of the visionary Apple founder. Written in response to a letter from Brown sharing thoughts on Zen Buddhism, Jobs’ letter discusses his desire to travel to India for the Kumba Mela, a Hindu pilgrimage and festival celebrated approximately every 12 years. It’s postmarked a day before Jobs turned nineteen, when he returned to the San Francisco Bay area after dropping out of Reed College in Portland and working on a commune and apple farm. The important missive dates to the period when Jobs started working at Atari, a video game company led by Nolan Bushnell, while saving money for his trip to India. There is no return address on the envelope because he had no fixed address at the time.
Babe Ruth and Lou Gehrig autographed baseball with its original box, circa 1927–1931. 3 x 3 in. Estimate: $25,000–50,000. Offered in The Jim Irsay Collection: Icons of Pop Culture on 13 March 2026 at Christie’s New York
Jackie Robinson professional model baseball bat (PSA/DNA GU 9), Hillerich & Bradsby Co., 1953. 34½ in, 32.5 ounces. Estimate: $250,000–350,000. Offered in The Jim Irsay Collection: Hall of Fame on 12 March 2026 at Christie’s in New York
Al Pacino: an annotated script for Scarface, 1983. Estimate: $30,000–50,000. Offered in The Jim Irsay Collection: Icons of Pop Culture on 13 March 2026 at Christie’s New York
This served as Al Pacino’s personal shooting script during production of the Brian De Palma-directed 1983 crime drama Scarface, which forever changed the gangster movie genre. Pacino played Cuban immigrant Tony Montana, who ascended through the Miami crime scene to become a powerful drug lord. Several annotations in this 168-page volume include line changes and phonetic spellings to help the actor perfect his Cuban accent. This script was originally gifted by Pacino to an assistant at his production company, Chal Productions. The film’s title is embossed on the cover in gold-coloured lettering.
Willy Wonka and the Chocolate Factory, 1971: a prop golden ticket. Estimate: $60,000–120,000. Offered in The Jim Irsay Collection: Icons of Pop Culture on 13 March 2026 at Christie’s New York
The ‘Golden Ticket’ from Willy Wonka & the Chocolate Factory (1971) is immediately recognizable to generations — adults and children alike. Starring Gene Wilder in one of his most beloved roles, the movie became a cult classic. The prop ticket instructs the lucky finder to present it at the factory gates at 10 o’clock in the morning: ‘In your wildest dreams you could not imagine the marvelous SURPRISES that await YOU!’ Wonka factory tour and chocolate empire inheritance not included.
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