Astaire was recruited by the talent agency
International Creative Management (ICM) UK, where he became the youngest agent yet to be employed by the firm. During his ten-year career as head of young artists (clients included
Oscar Winner
Rachel Weisz) and international signings at ICM, Simon established a thriving music department. His fourth novel,
The Last Photograph, is set on 21 December 1988; the day
Pan Am Flight 103 crashed into
Lockerbie. It was
Hello Magazine's book of the week, and the review described it as being 'emotionally eloquent and a searing study of loss and love.' His first authorised biography is of
soccer star
Sol Campbell. It was published in March 2014 and was serialised in
The Sunday Times. The biography became
The Times critic's choice of the week. Astaire was nominated as the best 'new' writer at The Best Sports Book Awards of the Year 2015. In September 2018, a regular feature called Station to Station began in The Sunday Telegraph. Astaire's concept is asking his guests 12 questions while taking an imaginary train journey. His first guest was Ian Holm, and his journey choice was Paris to Antibes. It was to be Ian Holm's last interview. The podcast station2station is based on the idea and was published in March 2024. His opening shows featured Sol Campbell, the lyricist Nicky Chinn and Columbian artist Antonio Suarez Londonio. The second series of 8 episodes was released in August 2024. His daily blog 'Letters to My Daughter' began in March 2020 through World Press. In 2021, Astaire and the British artist Bill Jacklin collaborated to create Cressida's Dream. The story of a father and daughter mixed with the cautionary tale of a world on the edge of apocalypse. The novella was published in December 2021. ==Film==