Daniel Levy and Tottenham have a number of big decisions to make this summer with a host of Ange Postecoglou's team about to enter the final two years of their contract
It is a summer for big decisions at Tottenham Hotspur Stadium with the club having the perfect opportunity to reset after a frustrating few years in north London. Unable to build on their Champions League finish in May 2022, Tottenham will not be competing in Europe at all in 2023/24 after finishing the Premier League campaign in eighth.
Now with a new manager at the helm in Ange Postecoglou, Tottenham must also find a new managing director of football following Fabio Paratici's departure in April. On the pitch, Spurs have plenty to do in the transfer market with some fresh faces required to help take the team to the next level.
So which players have two years left on their contract and what exactly could the future hold for them? football.london takes a look.
Transfer value: £400k (Transfermarkt)
Having spent time on loan in Sweden, Whiteman returned to the club in the winter and went on to sign a new contract with the club that runs until 2025. Fourth in the pecking order as things stand, the academy graduate, who turns 25 in October, is going to need to head off in order for regular first-team football at some point soon unless he springs a major surprise and breaks through at Tottenham.
As he isn't the most valuable of players due to his lack of first-team experience at Spurs, the Lilywhites could keep him as cover for this season before making a final decision over him next summer.
Verdict: Keep as cover
Transfer value: £6m
Given Spurs need to make some big changes in defence this summer, this is the ideal window for both parties to go their separate ways.
Verdict: Sell
Transfer value: £7m
Rodon is another who could also head off for a fresh challenge after limited first-team football over the past three years. The Wales international will be hoping a chance at Tottenham finally arrives under Postecoglou as he looks to make a name for himself at the club.
As he could well find himself down the pecking order once again, Rodon may be playing his football elsewhere on a permanent basis come August.
Verdict: Sell
Transfer value: £9m
As Destiny Udogie appears to be the future for Spurs at left-back and with Ben Davies also on the books, Reguilon could be on the move.
Verdict: Sell
Transfer value: £13m
Davies has served Tottenham incredibly well since joining from Swansea City in 2014. Excelling on the left of a back three under Antonio Conte, the Wales international was rewarded for his fine form with a new three-year deal last summer.
Capable of playing in a couple of positions and someone who always gives their all, he's a player Postecoglou and Tottenham need to keep at the club.
Verdict: Keep
Transfer value: £15m
Given that there's players ahead of him in the pecking order and his frustrating injury record, it perhaps is time to part with the 23-year-old so he can take on a new challenge.
Verdict: Sell
Transfer value: £39m
A regular in the Tottenham XI ever since joining from Southampton three years ago, Hojbjerg has been linked with a surprise exit from Tottenham Hotspur Stadium. It's not exactly clear if he fits into Postecoglou's system at present and he may find his chances limited come next season.
If Hojbjerg isn't to be part of the new manager's plans, Spurs should be able to bring in a decent fee for the Dane and use that money to strengthen elsewhere.
Verdict: Sell, if doesn't fit Postecoglou's system
Transfer value: £12m
It seems the ideal time to sell the player and bring his Tottenham woes to an end in the process.
Verdict: Sell
Transfer value: £19m
Signed in the same summer as Lo Celso, it has just not worked out at all for Ndombele either. Although Postecoglou's system appears to be made for him, it is his work off the ball that could prove to be his undoing if given a chance by the new manager.
Given his form over the past 18 months for Lyon and Napoli, clubs won't exactly be queuing up for his services on a permanent basis unless Tottenham are willing to part with him on the cheap. Ndombele is another that needs to exit Spurs in order to get his career back on track.
Verdict: Sell
Transfer value: £43m
He still has plenty to offer Tottenham, though, and they will more than likely want to keep him at the club beyond 2025.
Verdict: Keep
Transfer value: £3m
The 2023/24 season is a vital one for Parrott as he looks to achieve his long-term goal of becoming a Tottenham regular. Another campaign out on loan looks very likely, with the player really needing to hit the goal trail as he is ultimately going to be judged on goals as he is a striker.
Tottenham will then have a decision to make over the Republic of Ireland international next summer.
Verdict: Loan and then make final decision in 2024
Who would you keep or sell at Spurs this summer? Have your say below!