Tony Book, former captain and manager of Manchester City, has passed away at the age of 90, the club confirmed on Tuesday.

A legendary right-back, Book captained Manchester City during one of their most successful eras, leading the club to four major trophies, including the English top-flight title and the European Cup Winners’ Cup in the late 1960s and early 1970s.

As manager, Book guided City to League Cup glory in 1976. His contributions to the club earned him the title of honorary president, as well as life president of the official supporters’ club.

City Chairman Khaldoon Al Mubarak paid tribute to Book, highlighting his lasting impact on the club.

“For nearly sixty years, Tony helped shape Manchester City,” Al Mubarak said. “Not just in what he contributed as a player, captain, and manager, but in the way he conducted himself. His hopes and ambitions for his club were matched only by his incredible humility regarding his own significant achievements.”

He continued, “Tony’s devotion to his club meant he was still fulfilling club duties earlier this season. I will miss seeing him at our games enormously.”