Brechin City v Ayr United, 29 November 2000
| Score | 3-1 to Brechin City |
| Referee | Craig MacKay |
| Competition | Bells Challenge Cup 1st round |
| Venue | Glebe Park, Brechin |
| Attendance | 356 |
3 Brechin City
Goals:
| Neil Duffy | own goal | 23 |
|
| Blair Sturrock | 45 |
|
|
| Roddy Grant | 79 |
|
Starting lineup:
Goalkeeper
Derek Soutar
Defender
Harry Cairney
Centre back
Graeme Christie
Defender/Full back
Steven Raynes
Midfielder
Roddy Black
Midfielder
Dougie Coulston
Midfielder
Jimmy Nairn
Midfielder
Paul Riley
Forward
Moray Leask
Forward
Jonathan McKeith
Forward
Blair Sturrock
Substitutions:
| Ben Honeyman for Jonathan McKeith | 58 |
| Roddy Grant for Moray Leask | 71 |
| Barry Donnachie for Paul Riley | 80 |
Cards:
| Paul Riley | 35 | Y |
1 Ayr United
Goals:
| Pat McGinlay | 50 |
|
Starting lineup:
Marius Rovde
Goalkeeper
Neil Duffy
Defender/Midfielder
Paul Lovering
Full back
Michael Renwick
Full back
Pat McGinlay
Midfielder
Neil Scally
Midfielder
Marvyn Wilson
Midfielder
Eddie Annand
Forward
John Bradford
Forward
John Hughes
Forward
Gary Teale
Forward
Substitutions:
| Glynn Hurst for Eddie Annand | 21 |
| Michael Reynolds for Paul Lovering | 46 |
| Mark Crilly for Pat McGinlay | 81 |
Cards:
| Eddie Annand | 15 | Y |
| Neil Scally | 26 | Y |
| Neil Duffy | 45 | Y |
| Pat McGinlay | 53 | Y |