Tottenham’s Chelsea Double Deal: Mudryk Medical, £75m Option & Tosin’s £7m Move

Mudryk is set to join on a season-long loan, with Tottenham holding a £75 million option to buy at the end of the campaign. Tosin, meanwhile, is moving permanently for £7 million plus add-ons.

The two transfers represent very different gambles for Tottenham, but both are closely linked to the club's late-window squad reshaping under Roberto De Zerbi.

The Tottenham-Chelsea Deadline-Day Domino

The agreements underline how dramatically Spurs' plans have shifted in the final stages of the transfer window.

Mudryk Medical Marks a Fresh Start

For Mudryk, the move represents an opportunity to rebuild his career after a difficult period at Chelsea.

The Ukrainian winger has not featured in competitive football for Chelsea since his suspension, but he returned to training and played during the club's pre-season campaign after his anti-doping case was resolved.

Tottenham now see a chance to give him regular football—and the presence of De Zerbi is an important part of the equation.

The Italian coach previously worked with Mudryk at Shakhtar Donetsk, where the winger developed into one of Europe's most exciting young attackers. De Zerbi's familiarity with his qualities makes Tottenham a particularly intriguing destination.

The £75m clause is an option rather than an obligation, meaning Spurs are not committed to making the transfer permanent at the end of the loan.

That distinction is crucial.

Tottenham can effectively spend the season evaluating whether Mudryk can rediscover the form that made Chelsea pay a huge fee for him in the first place.

Why Tottenham Are Taking the Mudryk Gamble

The risk is obvious: Mudryk has struggled to establish himself consistently since joining Chelsea.

But the potential reward is significant.

At his best, the Ukrainian provides something Spurs need—explosive acceleration, direct running and the ability to attack space from the left.

And with De Zerbi now in charge, Tottenham have a manager who already understands how to get the best out of him.

The £75m option also gives Chelsea a route to recover a substantial portion of their original investment without forcing Tottenham into a permanent commitment immediately.

Tosin Adds Defensive Depth

The second deal is far more straightforward.

Tottenham are signing Tosin Adarabioyo permanently for £7m plus add-ons, with the defender also cleared to complete his medical.

The 28-year-old joined Chelsea from Fulham in 2024 on a free transfer but subsequently fell down the defensive pecking order.

He made only eight Premier League starts last season, and his limited role under Xabi Alonso helped open the door for a move across London.

For Spurs, the relatively modest fee makes the deal a straightforward attempt to strengthen their defensive options.

Two Deals, Two Very Different Objectives

Player: Mykhailo Mudryk
Deal: Loan + £75m option
Tottenham’s Objective: Revive attacking career

Player: Tosin Adarabioyo
Deal: £7m + add-ons
Tottenham’s Objective: Add defensive depth

Mudryk is the headline-grabber, but Tosin could prove equally useful over the course of a long season.

The defender offers Premier League experience and another option in a position where squad depth can quickly become a problem through injuries and suspensions.

Why This Could Be a Defining Deadline-Day Move

Tottenham's late business is particularly interesting because the club had originally been pursuing Iliman Ndiaye from Everton.

Manchester City ultimately moved ahead of Spurs for the Senegal international, agreeing a deal worth up to £65m, forcing Tottenham to look elsewhere for attacking reinforcements.

That is where Mudryk enters the picture.

The move therefore gives De Zerbi a familiar attacking player while protecting Spurs from being locked into a permanent transfer immediately.

The Big Question: Will Spurs Pay £75m?

That could ultimately be the most fascinating part of the deal.

Tottenham have secured the option to sign Mudryk permanently for £75m, but that does not mean they will exercise it.

Everything now depends on what happens during the loan.

If Mudryk rediscovers his confidence, starts regularly and becomes a key contributor under De Zerbi, Tottenham could face a major decision next summer.

If he struggles again, they can simply allow the loan to expire.

For Chelsea, meanwhile, the arrangement gives their expensive signing a chance to rebuild his market value away from Stamford Bridge.

And for Tottenham, it is a calculated deadline-day gamble.

Mudryk gets a fresh start. Tosin gets a new club. De Zerbi gets two additional options.

The next question is whether either Chelsea arrival can become a genuine difference-maker for Spurs.