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By this time, O'Leary was no longer automatic first choice (with the partnership of Tony Adams and Steve Bould at the centre of George Graham's defence), but he still turned in over 20 appearances as Arsenal won the 1988–89 First Division title thanks to a 2–0 win at Anfield on the final day of the season.
Again, the opinions of a cross-section of local fans were canvassed, and post-promotion transfer activity (something which hindered Sunderland's 1996-7 season) was probed at great length as the signings of Steve Bould, Thomas Helmer and Stefan Schwarz were discussed.