Chelsea have change into one thing of a laughing inventory over the previous few years, with their method to transfers bordering on farce, having spent tons of of thousands and thousands of kilos and been by a number of managers within the brief two-year interval since Todd Boehly’s consortium took over.
Their unrivalled extravagance within the switch market has not been matched with success on the pitch, with the overwhelming majority of the circa-£1bn spent in that point set to go down the proverbial drain. Put merely, there have been much more misses than hits.
On the time of writing, 9 new signings have been introduced in by Enzo Maresca – the third everlasting supervisor to be appointed through the Boehly/Clearlake period. Whereas most of these signings can but declare to be among the many worst arrivals in current occasions, the chances are hardly of their favour given the present hierarchy’s poor success fee in terms of shopping for gamers.
With that in thoughts, now we have provide you with an inventory of Chelsea’s worst post-Roman Abramovich offers to date. For this listing, we have thought-about gamers’ performances, the payment they had been purchased for, and the quantity of sense a deal made – whether or not from a monetary or sporting standpoint. After all, that is all topic to alter…
Chelsea’s worst transfers underneath Todd Boehly (ranked) |
|||
---|---|---|---|
Rank |
Participant |
Signed from |
Payment |
1 |
Moises Caicedo |
Brighton |
£115m |
2 |
Mykhailo Mudryk |
Shakhtar Donetsk |
£89m |
3 |
Nicolas Jackson |
Villarreal |
£32m |
4 |
Joao Felix |
Atletico Madrid |
Mortgage (+£45m) |
5 |
Benoit Badiashile |
Monaco |
£35m |
6 |
Enzo Fernandez |
Benfica |
£107m |
7 |
Raheem Sterling |
Man Metropolis |
£50m |
8 |
Pierre-Emerick Aubameyang |
Barcelona |
£10.3m |
9 |
Axel Disasi |
Monaco |
£38.5m |
10 |
Malo Gusto |
Lyon |
£30.7m |
11 |
Wesley Fofana |
Leicester |
£70m |
12 |
Omari Kellyman |
Aston Villa |
£19m |
13 |
Robert Sanchez |
Brighton |
£25m |

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13
Robert Sanchez
£25m from Brighton, 2023
After promoting Edouard Mendy to Saudi Arabian membership Al-Ahli, Chelsea had been in want of a brand new No 1. Their choice to switch the Senegalese shot-stopper with Spaniard Sanchez was not essentially a nasty one given its necessity, however few may argue that it has labored out for the perfect.
Sanchez wasn’t even assured of his beginning place heading into the brand new season, although he was named in Chelsea’s opening-day defeat to Manchester Metropolis in Enzo Maresca’s first sport in cost.
He has didn’t make the No 1 place his personal regardless of his obvious lack of top-quality competitors, although given the errors he has made, it may very well be thought-about that’s extra all the way down to the participant reasonably than the backroom staff.
That mentioned, permitting Kepa Arrizabalaga to maneuver on in the identical summer season hardly appeared sensible, whereas the actual fact two extra goalkeepers have been signed since factors to a complete lack of path.
12
Omari Kellyman
£19m from Aston Villa, 2024
After all, there is no such thing as a blame hooked up to Kellyman himself right here. A cynic may even say the homeowners had been genuinely performing within the membership’s greatest pursuits by signing the Aston Villa teenager for £19m with a view to bypass issues over the Premier League’s revenue and sustainability guidelines.
However after all, the actual fact that Chelsea had been in any type of PSR predicament can have been straight all the way down to their spending habits.
And given the huge sums of cash spent over the previous few years (not restricted to the gamers on this listing, nor even the Boehly regime – keep in mind Lukaku?), Kellyman’s expensive arrival is a damning indictment not solely on fashionable soccer however Chelsea’s monetary mismanagements.

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11
Wesley Fofana
£70m from Leicester, 2022
One other one the place you could not squarely place the blame on the possession, however Wesley Fofana’s Chelsea profession has been an unmitigated catastrophe.
We’ll give the homeowners the advantage of the doubt, however they definitely have not had the perfect of luck, with Fofana making simply 20 appearances earlier than the beginning of this season, having missed the whole lot of the 2023/24 marketing campaign.
Whereas Fofana’s luckless harm document is way from the homeowners’ fault, his switch has nonetheless been a colossal waste of cash to date. However with the Frenchman not turning 24 till December, there may be loads of time to show issues round.
10
Malo Gusto
£30.7m from Lyon, 2023
Malo Gusto is one in every of a number of Chelsea arrivals who’ve but to achieve their potential. Given he is solely 21, there may be loads of time for the Frenchman to change into a real famous person and render his £30.7m switch payment a cut price, however the decision-making course of is what makes this transfer a daring one.
9 assists in all competitions display a artistic facet from the full-back, although his ill-discipline was additionally on present, gathering seven yellows and a purple in his solely full season to this point.
He has additionally been thrust into first-team motion amid Reece James’ harm struggles, although the fingers can once more be pointed on the possession right here – was spending a lot on an understudy to one of many Blues’ greatest gamers (when match) the perfect plan at a time he desperately wants video games?
James’ health issues have as an alternative turned out to be a blessing for Gusto’s profession, so this is hoping he can profit from his alternative within the new marketing campaign (sparing Boehly’s blushes within the course of).
9
Axel Disasi
£38.5m from Monaco, 2023
Regardless of scoring on debut towards Liverpool final season, Axel Disasi can hardly declare to be the rock on the again Chelsea want – significantly amid the exit of Thiago Silva in the summertime.
It might be harsh to pin the brunt of the blame on the centre-back’s door – he has shone once in a while – however for such an outlay on a defender who will likely be one of many extra skilled heads within the Chelsea squad at 26, it may very well be argued that the Blues are but to see a return on that hefty payment (which is not any fault of the participant’s, after all).
He was a trusted member of the squad underneath Mauricio Pochettino – he performed 44 occasions in all competitions – however was nonetheless a part of the worst defence in final season’s high eight.
One may argue that Pochettino’s exit and the likes of Trevoh Chalobah being banished from the primary staff – each selections from up high – danger undoing Disasi’s development up to now and placing an excessive amount of strain on him to return good for a staff that’s missing in cohesion amid all of the adjustments at Stamford Bridge.
8
Pierre-Emerick Aubameyang
£10.3m from Barcelona, 2022
Given the aimless spending since their takeover, one of many extra left-field signings from Chelsea was that of Pierre-Emerick Aubameyang. Having beforehand left rivals Arsenal underneath a cloud after dropping the captaincy there, the Gabon striker signed from Barcelona, the place he appeared to rediscover his scoring contact.
Nonetheless, that appeared to fade as soon as he returned to London. Whereas hardly an obscene waste of cash, it was most definitely a waste of time; a return of three targets in 22 video games would hardly have been what Boehly and co had been after.
However once more, the homeowners aren’t fully innocent. They fired Thomas Tuchel simply 5 days after signing Aubameyang, with successor Graham Potter limiting him to cameo showings off the bench as Auba’s Premier League comeback fell flat.

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7
Raheem Sterling
£50m from Man Metropolis, 2022
Handing a league rival £50m is not widespread – actually, Chelsea had been the primary to do it in 2011 – however on this case, Manchester Metropolis had been absolutely laughing all the best way to the financial institution.
Raheem Sterling had not lengthy been the star of England’s Euro 2020 marketing campaign, however he had seen his probabilities at Metropolis dwindle regardless of their successes, with the arrival of Jack Grealish offering a robust problem to his beginning place.
Maybe few may begrudge Chelsea for leaping on the chance of bringing Sterling to Stamford Bridge, however with loads of iffy switch market selections being made, the Blues actually may have achieved with a success right here.
As a substitute, Sterling has failed to say himself at Chelsea, and is now on the best way out following Enzo Maresca’s arrival. It can finish a reasonably pitiful interval for the winger, who notched 14 occasions within the Premier League in two seasons – only one greater than in his ultimate Metropolis marketing campaign.
6
Enzo Fernandez
£107m from Benfica, 2023
It is the golden rule of a switch window: by no means purchase anybody purely off the again of a World Cup. However in early 2023, that is precisely what Chelsea’s so-called switch specialists appeared to do when signing 21-year-old Enzo Fernandez, to not point out for a then-British document of £107m.
Clearlake’s penchant for long-term investments has arguably not been epitomised greater than within the arrival of the Argentinian, who has didn’t set Stamford Bridge alight since his nine-figure change.
Regardless of this, he has featured closely in a uncommon present of stability, if not a present of expertise. For over £100m, one would absolutely count on Fernandez to be within the operating for the Younger Participant of the 12 months award as a primary up-and-coming expertise, however Chelsea’s solely consultant in that regard has been a Metropolis academy product purchased for lower than half that value.
For a membership seemingly uncontrolled in terms of funds, they don’t seem to be even near at the very least getting some success to justify their outlays.

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5
Benoit Badiashile
£35m from Monaco, 2023
Having been at Chelsea for 18 months, Benoit Badiashile must have an extended listing of accomplishments than he can at present declare. The Frenchman arrived in January 2023 on a seven-and-a-half-year deal, however did not precisely hit the bottom operating.
His performances have been slated, whereas he has solely featured invariably for Chelsea. Accidents have performed a component on this, however their inflated squad is also accountable – regardless of being purchased by Graham Potter (or reasonably, throughout his tenure), the centre-back was disregarded of the Blues’ Champions League squad forward of the knockout levels in 2022/23.
Having but to ship in Chelsea colors regardless of all his promise, he’s just about a dwelling encapsulation of what the membership has change into underneath the Boehly regime.
4
Joao Felix
Mortgage and £45m from Atletico Madrid, 2023 & 2024
That is Boehly’s Chelsea doing Boehly’s Chelsea issues. Loaning Joao Felix from Atletico Madrid in early 2023 was intriguing sufficient – not least after he managed to get himself despatched off on his debut.
His comeback did not see him put in as a first-team common, with little to talk of his temporary time in blue earlier than returning to the Spanish capital, the place he continued to be unsettled as he was shipped off to Barcelona for a yr. It was a brow-raising deal, to say the least.
Then, amid all of the chaos of being seemingly determined to dump one in every of their finer academy merchandise in recent times (no, not Mason Mount), Chelsea reasonably inexplicably turned to a well-recognized face after failing to signal Samu Omorodion – a striker – with a view to enable Conor Gallagher to go away.
Having apparently disrespected the teenager throughout contract negotiations, offers for him and Gallagher regarded off, even forcing the midfielder to return to coaching at Cobham, the place he was clearly now not wished.
Joao Felix – not a striker – lately secured a return to Stamford Bridge, virtually purely to get Gallagher off the books. So now the Blues are a midfielder mild, have spent over the chances (Atleti have netted a sizeable revenue over these offers) and have a participant who they know was beforehand underwhelming. Confused? Good – so are we.
3
Nicolas Jackson
£32m from Villarreal, 2023
When signing younger gamers, it is troublesome to know who’s accountable when issues do not instantly catch hearth. Mauricio Pochettino definitely backed his signing to return good, and let’s not neglect Chelsea are actually a Europa League-level outfit (at greatest) – so 17 targets in all competitions is not too shabby for Nicolas Jackson’s first yr.
However with Pochettino out of the image and Chelsea snooping round for brand spanking new strikers, who is aware of what the longer term holds for Jackson? The participant has to take his share of the criticism coming his manner, too – his type fluctuated all through the 2023/24 marketing campaign, although he did get pleasure from a late flurry of targets because the Blues hit their stride.
Sadly, until Jackson simply occurs to change into a world-beater in a single day, this has all of the hallmarks of one other switch failure. Whether or not Joao Felix or a future arrival will have an effect on the Senegalese’s first-team prospects stays to be seen, however it does not precisely seem as if Maresca is his greatest fan.
All this implies is the homeowners’ reasonably pointless choice to sack Pochettino has all however doomed one more big-money punt to failure.
2
Mykhailo Mudryk
£89m from Shakhtar Donetsk, 2023
It wasn’t too way back that £89m purchased you the perfect gamers on the earth. In one of many clearest indicators of proof that switch costs have gone uncontrolled, that sum has purchased Chelsea the online sum of, effectively, not very a lot in any respect.
You would be a courageous one to argue that Mykhailo Mudryk both has been or will likely be well worth the cash, with the Ukrainian flattering to deceive after shining for Shakhtar Donetsk previous to his Stamford Bridge transfer.
If making the flawed name on Mudryk wasn’t humiliating sufficient, his transfer got here in virtually full distinction to Leandro Trossard’s, as Arsenal turned to the winger after being crushed by Chelsea to Mudryk’s signature. The Gunners went on to maneuver for the 18-goal Belgian and ex-Blues man Kai Havertz for a mixed £92m – cash spent much more properly given their respective outputs in north London.
As with many gamers on this listing, time is on Mudryk’s facet to remodel his fortunes at Chelsea, however his price ticket means the heights he has to achieve are fairly frankly huge.

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1
Moises Caicedo
£115m from Brighton, 2023
In August 2023, Chelsea broke the British switch document to signal Moises Caicedo from Brighton. For all the chaos that the Boehly regime has endured, the actual fact the Blues have the flexibility to win switch battles over the likes of Liverpool is commendable.
Nonetheless, the general technique in terms of team-building has been uncovered. Caicedo is a superb expertise for certain, however his failure to say himself as one of many league’s greatest gamers factors in the direction of the surroundings at Chelsea being sub-optimal. There are such a lot of ‘flops’ arriving at Chelsea, the membership absolutely needs to be the basis trigger.
Sacking Pochettino has added one other layer of ‘what if?’, particularly as he’d left the membership with simply 1 defeat in 15 league video games – and as one of many Argentinian’s key males, no matter hope there was Caicedo has most likely been reset following the newest raft of personnel adjustments on the membership.
It’s troublesome to pinpoint what the aim is of handing a supervisor a lot cash, solely to tear the whole lot up and begin once more – particularly simply when issues regarded on the up. By way of Caicedo particularly, there fairly actually has not been a bigger waste of cash up to now in English soccer historical past.