Stephen Hendry, a seven-time champion, failed to qualify for the World Championship for the first time since 2012 after losing 10-4 in the first round to James Cahill, who is the nephew of his ex-wife.
In another match, Ken Doherty, the 1997 world champion, beat 12-time women’s world champion Reanne Evans in Sheffield.
Cahill, 27, moves on to face China’s Lei Peifan in the second round, while 53-year-old Doherty will take on Hammad Miah from England.
Despite making a break of 115, Ng On Yee of China, a three-time women’s champion, lost 10-8 to Michael Holt of England at the English Institute of Sport.
Hendry, who made the 777th century of his career against Cahill, admitted to playing “too many bad shots” during the match.
“It is still a very distant dream in the future that one day I’ll walk out at the Crucible again,” he told World Snooker.
“It is very doubtful and huge odds against, but that is the dream.”