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27.12.1999 @ 15:00 Caledonian Stadium, Inverness Attendance: 1640
Inverness CT 4 - 1 Clydebank
Referee: G Mitchell League-match

Goalscorers
None. None
Starting Lineup
Substitutes
Substitutions
None. None
Yellow cards
None. None
Red cards
None. None
Match report
This game kicked off at 330 pm to avoid televised coverage of Rangers v Celtic. Clydebank keeper Colin Scott was injured in the warm-up and was replaced by Steve Morrison. He had a hard match and eventually let in four goals. The first half was poor but the game came alive in the second half with 5 goals. Paul Sheerin gave ICT the lead in 53 minutes with an unstoppable 30 yard blast and three minutes later Barry Wilson made it 2-0 from close range after Steve Morrison failed to hold a Paul Sheerin shot. In 59 minutes Wilson missed a chance to make it three when he dribbled past the keeper before hiting it over the bar. Clydebank pulled one back in 66 minutes when Ian Cameron scored direct from a 22 yard free kick. The points were secured in 74 minutes when Sheerin headed home his second after a Martin Bavidge chip. With three minutes left Wilson scored his second to make it 4-1 he chased a ball on the edge of the box ahead of a defender and the keeper before scoring from a tight angle. This goal proved to be the last Scottish league or cup goal of the millennium.