1. In Sunshine or in Shadow: How Boxing Brought Hope in the Troubles by Donald McRae @donaldgmcrae – a wonderful look at boxing in Northern Ireland during the Troubles.
2. Showtime: Magic, Kareem, Riley, and the Los Angeles Lakers Dynasty of the 1980s by Jeff Pearlman @jeffpearlman. The best account of any great sports team’s rise and reign that you’ll read.
3. The Miracle of St. Anthony: A Season with Coach Bob Hurley and Basketball’s Most Improbable Dynasty by @wojespn. Before he was a famous NBA insider , Woj wrote one of the all-time great sports books about a legendary high school basketball coach.
4. The Perfect Mile by @nealbascomb. The story of the battle to break the 4 minute mile – narrative sports history at it’s absolute finest.
5. Brilliant Orange: The Neurotic Genius of Dutch Football by @dwinnera. A masterpiece of sports writing that made me think about football, it’s evolution and it’s relationship to society in a whole new light.
6. The Education of a Coach by David Halberstam. The late great Halberstam might be the best writer to every write about sport. A masterful look at Bill Belichick’s evolution as a coach and the men who influenced him.
7. Moneyball: The Art of Winning an Unfair Game by Michael Lewis. The most influential sports book ever written helped to popularise the use of data analytics. Like all Lewis’ books its also a fantastic read.
8. A Life Too Short: The Tragedy of Robert Enke by Ronald Reng. Compassionate, thoughtful and emotional bio of the late German goalkeeper and his mental health struggles. Captures a side of sporting life all too often left in the shadows.
9. Open: An Autobiography by @AndreAgassi. Simply the best sporting autobiography ever written. Devastatingly honest.
10. Bundini: Don’t Believe the Hype by @Todd_Snyder22. The story of Ali’s famous hype man and a perfect combination of writer and subject.
11. Game of Shadows: Barry Bonds, BALCO, and the Steroids Scandal that Rocked Professional Sports by @markfwespn and @LanceWCIR. One of the most significant sports books in exposing drug cheats. A great book.
12. The Great Nowitzki: Basketball and the Meaning of Life by Thomas Pletzinger @tpletzinger . A brilliant biography of the German basketball legend. Captured the intensity of what it takes and what it means to both become, and stay, great.
13. Inverting the Pyramid: The History of Football Tactics by Jonathan Wilson @jonawils. The first great popular book on tactical evolution of the modern game.
14. The Perfect Pass: American Genius and the Reinvention of Football by S. C. Gwynne. The origin and evolution of passing in American Football – a fascinating, brilliant book.
15. The Sports Gene: Inside the Science of Extraordinary Athletic Performance by @DavidEpstein. A brilliant, immensely readable, exploration of athletic success and the question of nature vs nurture.
16. Seabiscuit: An American Legend by Laura Hillenbrand. No book better places its subject in its time and place. A pleasure to read.
17. Across the River: Life, Death, and Football in an American City by @kentbabb. A remarkable book about a remarkable coach.
18. Full Time: The Secret Life Of Tony Cascarino by Paul Kimmage @PaulKimmage. No book has ever been better on the insecurity and mental toil of life in professional sports (apart from maybe Rough Ride!)
19. Garrincha: The Triumph and Tragedy of Brazil’s Forgotten Footballing Hero by Ruy Castro (tr. @adowniebrazil). A wonderful biography of the legendary Brazilian winger.
20. Four Kings: Leonard, Hagler, Hearns, Duran and the Last Great Era of Boxing by George Kimball. The late great Kimball was one of the finest boxing writers of all time.
A lot of close calls made and at least 20 other books got serious consideration. Also 1999 was a hilariously good year with Playing for Keeps, the Miracle of Castel di Sangro, Addicted and Hand of God all likely to make the list had they been published a year later.