 Nyorai kuenderera mberi kweiyi ndima - OSullivan akatanga mwaka wa2005-06 paGrand Prix, uye akasvika kumagumo, asi akarasikirwa 29 naJohn Higgins. Mumutambo wake wokupedzisira wa32 naMark King muUK Championship, OSullivan akagara nechipfeko chakanyorova chakaputirwa pamusoro wake kwechikamu chikuru chemakwikwi, uye akarasikirwa 89. Iye ipapo akabudirira kudzivirira zita rake rePremier League. Paakapedza ari wekutanga muchikamu cheligi, akakunda Steve Davis 53 mumasemifainari, naStephen Hendry 60 mumutambo wekupedzisira. OSullivan akabva asvika kumagumo eMasters, asi akarasikirwa neHiggins 9-10. Mumutambo wokusarudza, akawana mapoinzi 60 ari mberi asati arasikirwa neruvara rutsvuku runokosha uye Higgins, akaita 64 clearance kuti akunde mutambo. OSullivan akapotsa Malta Cup, uye akarasikirwa nemitambo yake yekutanga pamitambo miviri inotevera, sezvo akarasikirwa ne15 kurwisa Ian McCulloch kuWelsh Open uye 05 kurwisa James Wattana kuChina Open. 