Geoff Littlefield has built a life shaped by curiosity, cultural awareness, and a natural sense of storytelling. His path has never followed a single line. Instead, it has moved through broadcasting, business, music, writing, and film, forming a career that reflects both British heritage and a deep connection to American entertainment. His work has taken him from the classrooms of London to radio studios, management offices, and international production meetings. Along the way, he has written bestselling books, produced projects rooted in sport and music, and built relationships that span two creative traditions.
Littlefield was born in London in July of 1950 and grew up in a city filled with sport, culture, and a spirit of reinvention. His early education at Earlsfield Junior Boys School and later at Spencer Park School shaped his interest in communication and public life. Even as a young student, he showed a talent for noticing details and turning them into stories. That talent revealed itself clearly when, at the age of thirteen, he appeared on the BBC radio quiz programme Junior Sporting Chance. The programme was presented by Brian Johnston, and Littlefield served as the captain of the winning team. For many young people, this would have been a single standout moment, but for him, it was the first real step into the world of broadcasting and entertainment. The same year, he interviewed Chelsea and England football players for his school magazine and published his first article. These experiences gave him confidence that he could work comfortably with people in public roles and translate their stories into something meaningful.
In the years that followed, he continued to build his understanding of people and communication. He later completed a BTEC Higher National Certificate in European Information Technology with Languages at NESCOT and earned an AS level in Psychology at the University of Reading. These studies supported his interest in both structure and human behaviour, qualities that would later influence his work in management and production.
His early professional life was marked by a surprising turn into business. In 1974, he founded REL Shipping Agents in Earlsfield. What began as a practical step developed into a successful company that grew well enough for him to sell his share in 1983 for 25,000 pounds, from an initial investment of 400 pounds. It was a rare achievement for a young entrepreneur and a sign that he had a natural understanding of how to build and manage an organisation. In 1984, he created The Personal Telegram Company, a business that offered creative message-delivery services across London and the South East. The most memorable part of the company was the Musclegram service, which became a novelty of its time and attracted a surprisingly wide circle of clients. This chapter of his life showed his ability to blend imagination with practical execution, a skill he would later apply to entertainment projects.
His real move into the world of music and management began in the mid-nineteen-nineties, when he decided to focus on classic American music. He had long admired the Great American Songbook and the cultural legacy behind it. His interest led him to a partnership with Perry Damone, the son of the celebrated American singer Vic Damone. Together, they co-founded the Damone Management Group, which worked in record production, artist management, and promotion in both the United Kingdom and the United States. The collaboration offered him an entry into American entertainment that fit naturally with his own British background. His growing knowledge of American music and his ability to build cross-cultural relationships became key strengths throughout this period.
As the Damone Management Group evolved into the Damone Entertainment Group, he became its Chief Operating Officer and helped guide the organisation into broader work. The company expanded its presence within the United Kingdom and contributed to the production of Vic Damone’s Signature Collection, Vol. 2. At the same time, Littlefield introduced live Valentine’s music nights to the Chelsea Football Club’s 55 Club, creating an event that combined his love for sport with his passion for music. He also managed American singer Joe Francis, producing a UK tour and arranging auditions for the musical Chicago in the West End.
His work eventually grew into film- and sport-based projects, reflecting his wide and lasting interests. In 2011, he founded Allestone Productions, a company through which he has worked on film, music, and sports content. He wrote and produced the DVD Football Managers Uncut in 2016, a project that connected his history in broadcasting with his long-standing appreciation for football culture. Between 2011 and 2012, he also headed La Conoscenza and secured a contract to develop a football academy in Jos in Plateau State in Nigeria. The project was formally launched at a press conference and included a televised interview with him that appeared on national and regional broadcasters. It was another example of how he has been able to build international connections while working in areas that hold personal meaning.
Littlefield is also known for his writing. His biography, Nelson Riddle: Music with a Heartbeat, became a bestseller on Amazon Kindle in the Jazz Music category. The book was praised by Sir Michael Parkinson, who called it a fascinating read. His second book, titled Last Night When I Was Young: Sporting Favourites of Mine, also earned bestseller status and received positive comments from The Sun journalist Phil Thomas, who described it as well worth a read. These books reflect his ability to bring cultural history to contemporary readers through simple language, strong detail, and sincere respect for the figures he writes about.
His creative work has expanded into new projects as well. He has written and developed screenplays, including Lunch with Sinatra, which tells the story of Nelson Riddle. He is also developing a biographical mini-series titled Little Garbo about Pier Angeli and a documentary based on his Nelson Riddle biography, which has already been optioned.
Littlefield’s recognition has included the BBC Junior Sporting Chance trophy, which he won at the age of thirteen. His expertise in the Great American Songbook has led to interviews on radio and television in both the United Kingdom and the United States. Through all these achievements, he has remained connected to the interests that shaped him early in life. He has been a lifelong supporter of Chelsea Football Club and continues to balance sport, music, and film with his ongoing work through Allestone Productions.
Today, Geoff Littlefield stands as an example of how one career can connect British culture with the traditions of American entertainment. His work is built on curiosity, steady ambition, and an instinct for the stories behind people and places. Through business ventures, biographies, production work, and creative partnerships, he has created a life that honours both where he comes from and where his interests have taken him.
