Barnet 0-1 Everton
15th September 1999, Underhill - League Cup 2nd Round Leg 1

Goals: Pembridge (8)
Mark Pembridge's fantastic freekick on his return from injury was enough to beat a defensively sound Barnet side. Richard Dunne was stretchered off in the first half with a twisted knee, and is expected to not be fit until October.
Barnet (5-3-2): Nicky Hammond, Ross Davidson, Lee Fowler (c), Gavin Oliver, Jon Underwood, Greg Heald, Danny Chapman, Danny Brown, Steve Barnes, Ken Carlery, Dean Parratt.
Everton (5-3-2): Neville Southall (c), Mitch Ward, Mark Pembridge, David Unsworth, David Weir, Richard Dunne, Gareth Farrley, Jamie Milligan, Don Hutchinson, Phil Jevons, Tommy Johnson.
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Everton 0-0 Watford
18th September 1999, Goodison Park

A fine performance by Jorge Campos in the Watford goal was enough to earn his side a draw at Goodison Park.
Everton (4-4-2): Steve Simonsen, Michael Ball, Dave Watson (c), David Weir, John Collins, Nick Barmby, Jamie Milligan, Mark Pembridge, Kevin Campbell, Francis Jeffers.
Watford (5-3-2): Jorge Campos, Ben Iroha, Robert Page (c), Mark WIlliams, Neil Cox, Nigel Gibbs, Micah Hyde, Steve Palmer, Clint Easton, Glynn Hurst, Allan Smart.
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Everton 2-0 Barnet (3-0 agg)
23rd September 1999, Goodison Park

Goals: Campbell (15, 55)
A full strength Everton side knocked third division Barnet out of the League Cup at Goodison Park. Clinical finished from Kevin Campbell was enough to ensure that a relatively untroubled Toffees go straight into the next round.
Everton (4-4-2): Steve Simonsen, Michael Ball, Dave Watson (c), David Weir, Abel Xavier, Gareth Farrelly, Nick Barmby, Jamie Milligan, Don Hutchinson, Kevin Campbell, Tommy Johnson.
Barnet (5-3-2): Nicky Hammond, Ross Davidson, Lee Fowler (c), Gavin Oliver, Jon Underwood, Greg Heald, Danny Chapman, Danny Brown, Steve Barnes, Ken Carlery, Dean Parratt.
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Sheffield Wednesday 2-0 Everton
25th September 1999

Goals: Newsome (22), Sibon (43)
Two first half goals and a fine performance from Kevin Pressmen in the Wednesday goal was enough to see off a wasteful Everton side in a key relegation six pointer.
Wednesday (4-4-2): Kevin Pressman, Peter Atherton, Andy Hinchcliffe, Emerson Thome, John Newsome (c), Niclas Alexandersson, Dimon Donnelly, Phil O'Donnel, Wim Jonk, Gerald Sibon, Gilles De Bilde.
Everton (4-4-2): Steve Simonsen, Michael Ball, Dave Watson (c), David Weir, Abel Xavier, Peter Degn, Nick Barmby, Jamie Milligan, Don Hutchinson, Kevin Campbell, Francis Jeffers
27th September 1999 League Table
15th September 1999, Underhill - League Cup 2nd Round Leg 1

Goals: Pembridge (8)
Mark Pembridge's fantastic freekick on his return from injury was enough to beat a defensively sound Barnet side. Richard Dunne was stretchered off in the first half with a twisted knee, and is expected to not be fit until October.
Barnet (5-3-2): Nicky Hammond, Ross Davidson, Lee Fowler (c), Gavin Oliver, Jon Underwood, Greg Heald, Danny Chapman, Danny Brown, Steve Barnes, Ken Carlery, Dean Parratt.
Everton (5-3-2): Neville Southall (c), Mitch Ward, Mark Pembridge, David Unsworth, David Weir, Richard Dunne, Gareth Farrley, Jamie Milligan, Don Hutchinson, Phil Jevons, Tommy Johnson.
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Everton 0-0 Watford
18th September 1999, Goodison Park

A fine performance by Jorge Campos in the Watford goal was enough to earn his side a draw at Goodison Park.
Everton (4-4-2): Steve Simonsen, Michael Ball, Dave Watson (c), David Weir, John Collins, Nick Barmby, Jamie Milligan, Mark Pembridge, Kevin Campbell, Francis Jeffers.
Watford (5-3-2): Jorge Campos, Ben Iroha, Robert Page (c), Mark WIlliams, Neil Cox, Nigel Gibbs, Micah Hyde, Steve Palmer, Clint Easton, Glynn Hurst, Allan Smart.
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Everton 2-0 Barnet (3-0 agg)
23rd September 1999, Goodison Park

Goals: Campbell (15, 55)
A full strength Everton side knocked third division Barnet out of the League Cup at Goodison Park. Clinical finished from Kevin Campbell was enough to ensure that a relatively untroubled Toffees go straight into the next round.
Everton (4-4-2): Steve Simonsen, Michael Ball, Dave Watson (c), David Weir, Abel Xavier, Gareth Farrelly, Nick Barmby, Jamie Milligan, Don Hutchinson, Kevin Campbell, Tommy Johnson.
Barnet (5-3-2): Nicky Hammond, Ross Davidson, Lee Fowler (c), Gavin Oliver, Jon Underwood, Greg Heald, Danny Chapman, Danny Brown, Steve Barnes, Ken Carlery, Dean Parratt.
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Sheffield Wednesday 2-0 Everton
25th September 1999

Goals: Newsome (22), Sibon (43)
Two first half goals and a fine performance from Kevin Pressmen in the Wednesday goal was enough to see off a wasteful Everton side in a key relegation six pointer.
Wednesday (4-4-2): Kevin Pressman, Peter Atherton, Andy Hinchcliffe, Emerson Thome, John Newsome (c), Niclas Alexandersson, Dimon Donnelly, Phil O'Donnel, Wim Jonk, Gerald Sibon, Gilles De Bilde.
Everton (4-4-2): Steve Simonsen, Michael Ball, Dave Watson (c), David Weir, Abel Xavier, Peter Degn, Nick Barmby, Jamie Milligan, Don Hutchinson, Kevin Campbell, Francis Jeffers
27th September 1999 League Table
| 17th | Everton | -8 | 6 |
| 18th | Watford | -10 | 6 |
| 19th | Newcastle United | -11 | 5 |
| 20th | Leicester City | -9 | 4 |










