| Date | 24 August 1999 |
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| Competition | Scottish Challenge Cup |
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| Fixture/Score | Ross County 3:0 Greenock Morton |
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| Venue | Victoria Park |
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| Attendance | 1,030 |
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| Referee | Kevin Bisset |
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| Ross County |
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| Manager | Neale Cooper |
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| Starting 11 | 1: Joseph Walker, 2: Ian Maxwell, 3: Martin Canning, 4: Brian Irvine 1, 5: Kenneth Gilbert 1, 6: Steven Ferguson, 7: Roy McBain, 8: John Fraser, 9: Garry Wood 1, 10: George Shaw 1 (1 pen), 11: David Ross |
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| Bench | 0: Steven MacKay, 0: Michael Geraghty 1, 0: Kevin Finlayson |
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| Greenock Morton |
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| Manager | Billy Stark |
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| Starting 11 | Andy Carlin, Derek Anderson, David Murie, John Anderson 1, Andy Millen, Harry Curran 1, Stephen Aitken, Ross Matheson, Owen Archdeacon, Warren Hawke, Ian Ferguson |
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| Bench | Bryan Slavin, Craig McPherson, Keith Wright |
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