East Fife v Raith Rovers, 08 August 2000
| Score | 2-1 to Raith Rovers |
| Referee | Alan Gemmill |
| Competition | Scottish League Cup 1st round |
| Venue | New Bayview Park, Fife |
| Attendance | 1,429 |
1 East Fife
Goals:
| Barrie Moffat | 69 |
|
Starting lineup:
Goalkeeper
Andrew Stewart
Defender
John Allison
Defender
Brian McCloy
Defender
Ray Sharp
Midfielder
John Gallagher
Midfielder
Raymond Logan
Midfielder
Stuart MacKay
Midfielder
Kenny Munro
Forward
Murray Hunter
Forward
Barrie Moffat
Forward
Paul Simpson
Substitutions:
| Steven Kerrigan for Barrie Moffat | 70 |
| Steven Ferguson for Paul Simpson | 84 |
Cards:
| Kenny Munro | 20 | Y |
| Ray Sharp | 62 | Y |
2 Raith Rovers
Goals:
| Paul Tosh | 54 |
|
|
| Jay Stein | 83 |
|
Starting lineup:
Guido Van De Kamp
Goalkeeper
Paul Browne
Defender
Marvin Andrews
Defender/Centre back
Laurie Ellis
Full back
Greig McCulloch
Full back
Kenneth Black
Midfielder
Jay Stein
Midfielder
Steve Tosh
Midfielder
Alex Burns
Forward
Ivan Mballa
Forward
Paul Tosh
Forward
Substitutions:
| Andy Clark for Paul Tosh | 72 |
| Dene Shields for Ivan Mballa | 88 |
Cards:
| Paul Tosh | 54 | Y |