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‘Tottenham could beat them’ – Tim Sherwood makes nightmare prediction for Chelsea

Tottenham Hotspur face a defining run of fixtures to preserve their Premier League status, and Tim Sherwood believes a notoriously difficult London derby could finally swing in their favour, given the current state of the opposition.

Tottenham Hotspur still have a couple of big games to come as they fight to stay in the Premier League this season.

In fact, it is fair to say that they have five finals to play, starting with this weekend’s encounter with Wolverhampton Wanderers.

After the trip to Molineux, Tottenham have Aston Villa, Leeds United and Chelsea before they take on Everton on the final day.

Securing at least three wins in their final five games could well see them secure their Premier League status, as they would hit that magic 40-point mark.

Position Team Played MP Won W Drawn D Lost L For GF Against GA Diff GD Points Pts
16 Nottingham ForestNottingham Forest33 9 9 15 36 45 -9 36
17 West HamWest Ham33 8 9 16 40 57 -17 33
18 TottenhamTottenham33 7 10 16 42 53 -11 31
19 BurnleyBurnley33 4 8 21 34 67 -33 20
20 WolvesWolves33 3 8 22 24 61 -37 17
Credit: Up Front With Simon Jordan

Tottenham run-in assessed as Tim Sherwood makes Chelsea claim

Spurs have struggled for most of the season, especially in 2026, where they are winless, making it hard to see where they will pick up points from in their remaining league games.

A victory against Wolves is crucial if they are to leave the drop zone at the end of this gameweek, but Spurs’ record at Molineux also does not inspire confidence, as they remain without a victory in their last three visits.

However, former Tottenham boss Tim Sherwood believes that Spurs could now beat a familiar foe in Chelsea when they meet later this month.

The two sides are set to meet in matchweek 37 at Stamford Bridge, a ground Tottenham have not tasted victory in since 2018.

Speaking on the current situation at the West London club following their defeat to Brighton and Hove Albion, Sherwood expressed his belief to Sky Sports that the current Chelsea manager, Liam Rosenior, is unlikely to keep his job.

He said: “A team playing against a bunch of individuals who have no spirit, no character. They stood in the end… I have just watched them at the end of the game going to the Chelsea fans, half of them have already left the stadium and they left probably 20 minutes ago.

“This game was done and dusted after the second goal went in in the second half. They played five at the back in the first half, it was embarrassing, the amount of room that Brighton had just popped it through them. The second half was a little bit better, at the start of the second half they went with four at the back.

“He will not survive this, Liam Rosenior will not survive this, unfortunately for him.

“I said this at the top of the show when I was talking about Chelsea. It is a real tough job for any manager to go in there and change the environment because these Chelsea fans are used to winning trophies, the biggest trophies in the Premier League with the biggest players.”

Tim Sherwood backs Spurs to beat Chelsea as survival race heats up

Chelsea are without a win in their last five outings, and for the first time in 114 years, they have gone five games without scoring a goal.

Such poor form makes them a side many teams will be eager to face, and Sherwood believes this could be the moment Spurs finally get one over their rivals, highlighting issues with player commitment and mentality.

He added: “They are not playing for their manager and whether it is him, or Pochettino when he was there, Potter when he was there, Enzo Maresca, they have thrown them all under the bus. The players all need to look at themselves, but the club needs to change.

“You are not going to shift the mindset of Chelsea fans with what we are seeing at the moment. It is not encouraging, it is not progressive, it is going backwards in one way.

“It is mind-boggling. The encouraging thing for a Tottenham man is maybe Tottenham could beat them now. I mean, I am looking at that, I am writing that off because that is a fixture you go, ooof, never beaten Chelsea. Oh, they would beat Chelsea after that performance, one hundred per cent.”

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      TottenhamTottenham

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    • Aston VillaAston Villa

      TottenhamTottenham

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      LeedsLeeds

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    • ChelseaChelsea

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      EvertonEverton

The post ‘Tottenham could beat them’ – Tim Sherwood makes nightmare prediction for Chelsea appeared first on Spurs Web.

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