“The Greatest Day”

The 25th Anniversary Multimedia Retrospective

On September 29, 1998, Gordon Parks captured history by photographing almost 200 rap artists for the cover of XXL magazine, then the largest gathering of musicians in a single image, in a recreation of Art Kane’s 1958 jazz portrait for Esquire, “A Great Day in Harlem.” The resulting photo, “A Great Day in Hip-Hop,” became one of the most iconic images in hip-hop history, putting the year-old XXL on the map in the process.

In 2023, Spencer played a key role in producing and managing the 25th anniversary retrospective for iD8 Entertainment, helping to transform the photograph into a full-scale multimedia project called “The Greatest Day.”

As part of “The Greatest Day” project, Spencer contributed to a limited-edition magazine, a one-night celebration at Fotografiska New York, an exhibition of behind-the-scenes photographs at New York City Hall, and an award-winning Audible podcast. The result wove together archival storytelling, images, and firsthand accounts from the artists, journalists, and photographers who were there in 1998.

His work stretched across archival, editorial, production, and digital realms, managing timelines, coordinating creative assets, and ensuring every piece of the project connected seamlessly, regardless of the medium. Whether surfacing and archiving never-before-seen images from photographers and people who happened to bring a camera that day, working with editors to transcribe and refine interviews, or supporting event teams on the ground, Spencer brought the moving parts together into a seamless whole. The result was a multimedia retrospective that not only honored the photograph’s legacy but also introduced it to new generations as a landmark moment in hip-hop culture.

Fotografiska’s “A Great Night in Hip-Hop: A Tribute to Hip-Hop’s Greatest Day and Most Iconic Photo”

On May 9, 2023, iD8 Entertainment, in collaboration with RESPECT. Magazine, organized a photographic retrospective event at Fotografiska New York called “A Great Night in Hip-Hop: A Tribute to Hip-Hop’s Greatest Day and Most Iconic Photo.”

The evening reunited figures central to the legacy of “A Great Day in Hip-Hop,” including former XXL editor-in-chief Sheena Lester, co-founder and publisher Jonathan Rheingold, writers Datwon Thomas and Larry “Blackspot” Hester, and Johanna Fiore, Gordon Parks’s assistant on the original shoot. They were joined by legendary photographer Barron Claiborne, cultural critic Nelson George, and Jonathan Kane, son of Art Kane. Together, they shared behind-the-scenes stories and reflected on the enduring impact of both the Harlem and Hip-Hop portraits. The event also unveiled never-before-seen images from Art Kane’s archive and from the many photographers who captured Harlem’s 126th Street on September 29, 1998.

Spencer managed the event on the ground, coordinating magazine distribution, room setup and audio, load-ins and tear-downs, and other logistics. His behind-the-scenes work ensured that the night ran seamlessly, allowing the spotlight to stay on the voices and images that defined this cultural milestone. Additionally, a portion of ticket sales for this event went to support the Universal Hip Hop Museum in partnership with Hip Hop 50, further connecting “The Greatest Day” project to the ongoing celebration of the history and legacy of hip-hop.

“Hip-Hop’s Greatest Day” Limited One-Off Magazine

A limited one-off magazine was produced to coincide with the Fotografiska event. Featuring never-before-seen pictures from the day of the iconic photo shoot in 1998, along with stories from some of the luminaries who were there, it quickly became an exclusive and highly sought-after collectible for hip-hop heads who didn’t just want the iconic photo, but the stories behind it.

Published by iD8 Studios, the high-quality magazine ran 80 pages, with a heavy stock cover, hand numbering, and a limited run of just 125 copies. It sold out almost as fast as it went on sale, making it a true collector’s item.

Spencer was instrumental in bringing the magazine to life. He archived and uploaded photographs, transcribed old articles and interviews from XXL and RESPECT. magazines, managed the content management systems that housed the material, and oversaw fulfillment, distributing copies at the Fotografiska event, sending them to VIPs, and handling online sales.

“The Greatest Day” at City Hall

“The Greatest Day” Press

This multimedia retrospective received wide media coverage, with features in CBS News, Spectrum News/NY1, and more. Here is just some of the press “The Greatest Day” received.

In April 2024, the New York City Mayor’s Office and Department of Cultural Affairs unveiled “Hip-Hop’s Greatest Day” inside the City Hall Rotunda, an installation highlighting behind-the-scenes archival photographs from “A Great Day in Hip-Hop.” The exhibition included candid shots of hip-hop luminaries including Slick Rick, Rakim, Fat Joe, and Reverend Run, alongside the two portraits by Art Kane and Gordon Parks that inspired and defined the project.

Spencer supported this final piece of “The Greatest Day” project by contributing to the archival and production work that brought the exhibition together, ensuring images were sourced, organized, and prepared for public display.

As part of the city’s broader effort to bring more representative art into civic spaces, the installation reinforced New York City as the birthplace of hip-hop and extended the momentum of the genre’s 50th anniversary celebrations into 2024. In doing so, it underlined hip-hop’s lasting cultural impact and gave the public a rare chance to engage with these images. By situating them inside City Hall, the very seat of New York City’s government, the installation signaled hip-hop’s rightful place at the center of the city’s cultural identity.

As part of the city’s broader effort to bring more representative art into civic spaces, the exhibition reinforced New York City as the birthplace of hip-hop, underlined its lasting global impact, and carried the momentum of its 50th anniversary into 2024. By placing these images inside City Hall, the very seat of city government, the installation not only offered the public a rare opportunity to engage with them, but it signaled hip-hop’s rightful place at the heart of New York’s cultural identity.

  • A Look Back at One of the Most Iconic Photos in Hip-Hop History (CBS Evening News)

  • City Hall Unveils Installation Commemorating "Hip-Hop's Greatest Day" (New York City Mayor’s Office)

  • How One of the Most Iconic Photos in Hip-Hop Came Together (CBS News)

  • The True Story of XXL's Iconic "A Great Day In Hip-Hop" Photo (Esquire)

  • A Harlem Hip-Hop Photo Exhibition Comes to City Hall (Spectrum News)

  • Photographs of Hip-Hop’s ‘Greatest Day’ Go on View at New York’s City Hall (Artnet)

  • 25 Years On, A Look Back at One of the Most Iconic Photographs in Hip-Hop History (CBS Evening News)

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