Milan Skriniar and a surprise exit: Tottenham’s rumored transfer deadline day to-do list

The phones are never quiet at Tottenham Hotspur on transfer deadline day and this one is set to be no different.

According to Football.London, even the most pessimistic of Spurs fans would struggle to complain too much about this transfer window as the club have brought in six new players to fix problems throughout the club.

Gareth Bale, Sergio Reguilon, Pierre-Emile Hojbjerg and Matt Doherty were all signed to improve Jose Mourinho’s starting XI and Joe Hart was brought in to add more big game experience and winning mentality as the club’s new number two in goal.

Then came Carlos Vinicius, with Tottenham bringing in the 25-year-old Brazilian on loan with an option to buy him if he finally proves to be the second striker they have needed for a long time.

There is still more to be done though on deadline day for the main window, before the 11 day domestic window opens for Premier League clubs to deal with their EFL counterparts.

This has been the slowest aspect for Tottenham this summer as up until this week only Kyle Walker-Peters had been sold from the first team squad, following Jan Vertonghen and Michel Vorm leaving at their end of their contracts in July.

Teenagers Troy Parrott and Oliver Skipp had both headed out on loan to Milwall and Norwich respectively.

Juan Foyth then followed on Sunday with a loan move to Villarreal with an option for the Spanish club and the player to make the deal permanent for £13.5million.

Tottenham also tied the Argentine down to a new three-year contract, with Villarreal picking up the wages, which means he will still have two years left on his deal, protecting Spurs if he or the La Liga club decide not to take up his option.

Ryan Sessegnon is set to follow Foyth out on loan next with a move to Bundesliga side Hoffenheim.

There will be no option to sign the 20-year-old permanently as Tottenham have high hopes for his future.

Hoffenheim were chosen in order to get the required minutes for Sessegnon as a left-back or wing-back, the position Mourinho sees the England U21 international playing in for the long-term.

The German side utilise wing-backs in their system, need someone on the left, and were seen as the perfect choice.

Levy must also find someone to take Danny Rose, who is now in the last eight months of his contract at the club.

Since talk of a move to Genoa there has been little serious interest in Rose and he certainly wouldn’t have been asking “Anything from Milan” of the chairman recently.

Dele Alli and Serge Aurier are both expected to remain at the club despite speculation over their future this summer.

Tottenham would likely consider a bid for Paulo Gazzaniga should one come in and the Argentine, now third choice keeper, want to move on for game time.

There is interest in Cameron Carter-Vickers from various Championship clubs and Tottenham will have to make a decision on whether to sell him or accept a loan and extend his contract as they did with fellow centre-back Foyth.

Jack Clarke played in all of Tottenham’s pre-season friendlies (Image: Julian Finney/Getty Images)

Loan out young players

There’s less rush for this with the EFL window set to open for 11 days after the main window closes on but Levy might look to move a few on before then in order to raise some nominal loan fees and free up some wage budget space.

Jack Clarke needs to be found a loan move and Birmingham are believed to be leading the way for his signature.

If Gazzaniga stays, then one or both of England U21 international Brandon Austin and Alfie Whiteman could do with a loan, the former having spent the second half of last season at Viborg in Denmark.

Kazaiah Sterling, George Marsh and Anthony Georgiou need to continue their Football Leagude development, while there could be some interest and decisions to make on the batch of younger players who are around the fringes of the first team in Harvey White, Dennis Cirkin and Malachi Fagan-Walcott.

Others in the development squad could also look to make their first forays into first team football in the Football League.

Milan Skriniar in action for Inter Milan in the Serie A match against Benevento

Attempt to sign a centre-back

It’s no secret that the final piece of Mourinho’s puzzle is another centre-back, preferably one who can play on the left of the defensive duo if required.

However, with six signings already in the bag, Tottenham are playing in slightly cooler with this position.

Mourinho and the club will also make the move for the right signing and at the right price. Otherwise the Portuguese is happy to make do with his current central defensive options until the January window.

Tottenham will continue to keep a dialogue open with Inter Milan over Milan Skriniar but the two clubs currently remain too far apart on their valuation of the Slovakian, who is keen on the move to the Premier League.

The 25-year-old starting for Inter against Lazio suggests the Serie A club are unlikely to bend on selling him at this late stage.

Spurs also have an interest in Juventus centre back Merih Demiral, but the Turin side have also shown a reluctance to part with the 22-year-old Turkish defender.

Despite interest, any deal for Chelsea’s 27-year-old German is believed to be complicated on a number of levels.

Spurs will look at any late opportunities that arise and are too good to miss out on in the final day but it would have to be the right move.

Look out for late opportunities in either direction

Deadline day is the day of opportunity when players suddenly become available and clubs are suddenly looking for money to fund their own purchases and sudden, unexpected interest arises in your own players.

While Tottenham are only looking for a top quality centre-back to bring in, while it’s unlikely you can never entirely rule out a surprise move in another position if a deal is just too good to pass up on.

Reguilon, although earlier in the window, is a case in point. Spurs did not go into the window looking for a new left-back but they were keeping an eye on the situation with the Spaniard, knowing that if he came on to the market at a good price he was just too special to miss out on. They did similar in January with Steven Bergwijn.

That works both ways of course, where an unexpected bid might arise for a Spurs player that was not expected to depart and if Levy decides the bid is just too tempting and helps with the purchase of someone else then who knows what deadline day could throw up.

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