Middlesbrough 1 Tottenham 0
By James Pearson
Last Updated: 01/01/70 1:00am
The North East side were handed the chance to open the scoring from the penalty spot in the second half, however Massimo Maccarone saw his effort saved by Kasey Keller.
The Italian's blushes were spared however, with another substitute Szilard Nemeth seeing off a challenge from Dean Richards before shooting home.
Boro began the better of the sides with Juninho causing problems for Spurs, but Anthony Gardner was well placed to tackle the Brazilian and end his run.
Jermaine Defoe, who has been on fire since his move from West Ham, tried his luck from long-range, but the former Hammer sent his right-footed volley high and wide.
The best chance of the first half fell to Darren Anderton only for Mark Schwarzer to pull off a fabulous save from the former England man's volley from a left-wing corner.
Boro started the second half as they started the opening 45 minutes with Juninho forcing an excellent save from Keller from his drive from just outside the box.
Shortly after Boudewijn Zenden has his effort save, referee Mark Halsey somewhat harshly awarded the home side a penalty when Richards was adjudged to have brought down Joseph-Desire Job in the area.
The Cameroon international appeared outside the box and the tackle seemed clean, however the penalty stood, although Maccarone saw his low shot saved.
It did not look Boro's night moments later when a defensive mistake gave Job a free-shot from close range, but the African bobbled his shot just wide with only Keller to beat.
Nemeth showed his colleagues how to finish when a long-ball beat Richards for the Slovakian international to run the ball past Keller and roll into the net.
It was no more than the home side deserved. Despite a late flurry from David Pleat's side, including a rasping drive from Robbie Keane, Boro held on for the points.