Tim Sherwood has been speaking exclusively to My Betting Sites ahead of the North London Derby, which includes topics such as Harry Kane’s future, as well as his combined Arsenal and Spurs XI. 

Harry Kane has been Tottenham Hotspur’s go-to man for goals in recent seasons, and it won’t come as much of a surprise to see him being linked with a move to Manchester City, who continue to catch the eye in the Premier League. Spurs held onto Kane recently, but former Spurs boss Tim Sherwood has admitted that he wouldn’t be surprised if City are to reignite their interest in the England international.

“Tottenham fans should be encouraged he’s still at the football club and he’ll give 100 per cent. It was a big call [not to sell him] because this time next year when he’s 29, I’m not sure anyone is going to pay £100million-plus for him unless there’s a Roman Abramovich-type owner where they don’t care about the resale value, like they did with Romelu Lukaku. 

“Most clubs look for a resale value and not only that, where can Harry go? He’s not leaving for money, he’s leaving to join a club who can win trophies. You’d think he can’t go to Liverpool, Manchester United have just got Ronaldo in, Man City could well go and get Haaland with that buyout clause and Chelsea have got Lukaku. So where can he go? There is no one better equipped [to win] than those four clubs.

“It was now or never for him unless it is going to be Man City. It could be that he’s got to rely on Haaland to go to Real Madrid. Obviously, Pep Guardiola wanted to take Harry, but he wasn’t prepared to pay the money that Tottenham wanted. Hopefully not, but unless Tottenham are so tailed off in January and Man City need a little boost, that could be a good signing for them in January.”

Should Harry Kane pursue a move to Manchester City this summer though? Betfair seems to suggest that Manchester United are the favourites to land his signature though, as they’re priced at 4/1 to sign Kane this summer.

Sherwood was critical of both Arsenal and Tottenham’s recruitment over the years, and labelled it as ‘terrible’, which is a statement that both sets of supporters could potentially agree with due to their fortunes in recent months.

“Both teams’ recruitment has been terrible. Both clubs are signing average foreign players that block up pathways to their academy players and I don’t agree with that. It’s not healthy. I can’t remember the last time they signed a really good player. It’s been so long. I can’t really put my finger on any recent signings and say, ‘yeah, he’s been a brilliant signing’.

“Tottenham’s best recent signing would be Heung-min Son, but you’re going way back there. Hojbjerg is alright with the style Jose Mourinho wanted to play and certainly the way Nuno wants to play, but for every half-decent signing, you’ve probably got five not very good ones. Arsenal bring in the likes of Martin Odegaard, he’s a good footballer, but you’ve already got Emile Smith Rowe in that area.

“They let Joe Willock go to Newcastle – and if Arsenal ever needed a player that was a goalscoring midfielder… Willock showed in a cameo role off the bench for Newcastle how effective he can be in the Premier League. I scratch my head when I look at both Arsenal and Tottenham’s recruitment.”

Sherwood was also quizzed on his combined Arsenal and Tottenham Hotspur team if he had to pick one, and it’s fair to say that he’s got a mix between both teams involved in this one, which is likely to raise debate amongst both sets of supporters.

Tim Sherwood’s combined Arsenal/Tottenham starting XI: Lloris; Tanganga, Dier, Gabriel, Tierney; Saka, Hojbjerg, Partey, Son; Kane, Aubameyang.

“A couple years ago I was asked this and there were no Arsenal players in it. That would change now, it has to. I’d still have Lloris in goal because I don’t think Ramsdale’s done enough yet and I definitely wouldn’t have Leno. Right-back, the way he’s started the season, I’d have Tanganga instead of Takehiro Tomiyasu.

“There’s not a lot to choose from the centre-backs; Dier I’d select and let’s put Gabriel in there, in my opinion Ben White hasn’t done enough yet. Kieran Tierney has to be left-back. Hojbjerg in defensive midfield. I’d definitely have Partey in my team, but he’s done nothing since coming to Arsenal. In the north London derby last year, he was poor. I’ve got to find a place for Saka and then I’d have Son, Harry Kane, Aubameyang.”

Sherwood was quick to emphasise that both Arsenal and Spurs should prioritise cup competitions over the Premier League for now, otherwise, they run the risk of finishing seventh or eighth, which would be far from ideal for both clubs.

“My advice would be to go and win a cup. I’d almost understand resting players in the Premier League. They won’t get relegated and their fans want something to cheer for, so go and win a domestic cup. You can’t forget about the league, of course not, but I’d prioritise domestic cup competitions.

“Tottenham could prioritise the Europa Conference League. Whoever finishes above each other, they’re either going to be seventh or eighth. It depends how the club value that. Daniel Levy at Tottenham would say, ‘we need to be in Europe, in the Europa League or Champions League’. And with Arsenal, you just can’t call it. It’s really strange.”

One player that has struggled to recapture his best run of form in recent months is Dele Alli, who seems to be a shadow of the player we once saw lighting up the Premier League stage. Sherwood backed Alli to find his best form if played in the No.10 role, but if he remains in the current position he’s playing in, the future could look bleak.

“Only if he plays as a No.10, that’s where he wants to play. He wants to run beyond Son and Kane. He’s good at that, he arrives in the box. He’s got good fitness and has an eye for a goal. He’s got an anticipation to score goals. So in the position he’s playing at the moment, no, I can’t see him returning to that form. Play him as a No.10 then yes, absolutely I can see him returning to that form. He’s still young, he’s still capable of developing.”

Sky Bet are the bookie to head to if you’re looking to bet on Dele Alli to make the England 2022 World Cup squad, as they’re offering sizeable odds of 10/1 for the midfielder to head to Qatar with Gareth Southgate’s men.