7 Worst Transfer Windows of All Time

From Chelsea signing Tiémoué Bakayoko, Davide Zappacosta, Álvaro Morata, and Danny Drinkwater all in one window for more than £150 million, to Manchester United throwing a similar amount at Daniel James, Aaron Wan-Bissaka, and Harry Maguire in the summer of 2019, HITC Sevens takes a look at some of the single worst transfer windows that football clubs have ever had.
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[@jamezmcc]

I'd like to nominate my Arsenal team in the summer of 2016 when Arsene Wenger spent £95m on Xhaka, Mustafi and Lucas Perez while selling Serge Gnabry for less than £5m. Absolutely dreadful stuff.

[@user-te1le7ck6b]

Shocked we didn’t feature

[@ariekabana8843]

Arsenal win the fa cup and 5th in premieship....

[@Andy-qs6me]

@@ariekabana8843 it’s in our blood

[@johaneshenry1770]

No lie, shouldve been number 2 at least

[@moist5032]

Wait xhaka is decent now and lucas Perez didn’t even get a chance

[@beedeesirf1116]

20:47 'Free transfer Victor Anichebe scored just as often as a 15 year old incel.' This took me by utter surprise and I almost spat my drink out. Congratulations Alfie- that was truly savage.

[@danlapidus3827]

That line got a heart chuckle out of me too

[@kindmulberry7196]

Honourable mention, Monaco when they won the Ligue 1 title then proceeded to lose all their best players and just avoid relegation the following season

[@mayukhdatta4017]

Monaco did have an enormously positive net spend and had a lot of money in the bank with that window, and the likes of mbappe and silva leaving was almost inevitable. Thats how clubs who are not regularly powerhouses work, be in teams such as monaco, lille etc. They sell their players for massive excesses following amazing seasons where they beat the leaders against all odds. Then the reinvest the money slowly to become better at youth recruitment and training facilities instead of players. That's why monaco is still fiercely competitive in their league and didn't suffer enormously from covid like the other french clubs. Moreover, the inclusions in this seven are mostly teams who sold their best players and reinvested the money on absolute scrubs. Monaco simply didnt reinvest the money on players, rather thought long term

[@maciejbala477]

@@mayukhdatta4017 yes, but they sold too many too soon. Can't live too much in the future if you can't even field a proper squad, and losing the entire spine of your team has got to hurt you, because who knows which of the new signings will work out and which won't. That's why teams sell some key players (if they really have to, or get a good price and have a replacement ready), but then they sell extortionate prices for others to not have a rebuild of the entire team and have some continuity, which is what Monaco clearly failed to do.

[@Eibarwoman]

@@mayukhdatta4017 Monaco's long term plan looks more like Athletic Bilbao with the Kepa windfall where no fewer than two academy products got an opportunity although Alex Remiro was released for the benefit of his career after Unai Simon took the starting job with all the profit reinvested.

[@kindmulberry7196]

@@mayukhdatta4017 There's nothing wrong with selling your best players, take Salzburg but it has to be sustainable, not just Monaco but many Ligue 1 clubs sell and sell without signing anyone so they get weaker every season and it's why nobody takes Ligue 1 seriously anymore

[@GreekHouseEffect]

They avoided relegation during 2018/19 season. In 2017-18 they finished second. Still, it was one dreadful transfer window after another back then

[@zonetime9102]

When Coutinho was signed, Barcelona hoped to improve their champions league form, Which he did in 2020’, That was Epic

[@TheWarrior17_9]

Genius comment, Hala Madrid!!!

[@michiadams]

Barca had to pay a Champions League clause to Liverpool because he won it with Bayern

[@andersonwang1746]

Lmao

[@SamuelSaveli]

@@michiadams thats such a ridiculous fact haha

[@saptaccrvima3563]

@@SamuelSaveli didn't know we call false statements "facts", now

[@kaczorek73]

Leonardo's transfer window as Milan's Sporting Director in 18/19: Castillejo, Laxalt, Higuain, Caldara, Bakayoko, then Piatek and Paqueta in January. You could argue that was even worse than the 2017 one.

[@seaninho3631]

Paqueta was the only decent one piatek could’ve but flopped later on

[@nuggeeeett_]

@@seaninho3631 Paqueta completely flopped at milan

[@brushark9090]

@@seaninho3631 Paquetá was really good when he first appeared along with Vini Jr at Flamengo, then had an awful time at Milan and finally recovered his form at Lyon. Tbf Milan was really unlucky to not be able to get him at his finest

[@Internazionale2010]

Its funny how 2 of Aston Villas terrible signings in 2015 turned out to be really good players (Gueye, Veretout)

[@sukhdevr3489]

They also had Grealish and Adam Traore in that team lol.

[@TheToonMonkey]

Losing Steve Bruce strengthens a team. There's a reason he's had 12 managerial jobs and only Hull fans like him.

[@alexnowis2468]

👋🏻👍🏻

[@sgtty69]

He won us promotion multiple times mate

[@jameswg13]

Eh most villa fans do especially in hindsight.

[@areebsiddiqui758]

@@jameswg13 lmao no they don't.

[@cage94123567890]

@@sgtty69 And he almost put our club in a Sunderland situation. He's a very polarizing sack of sentient potatoes.

[@JJ-xx5tj]

You may have missed Tottenham’s 2019 window after the champions league final, Ndombele club record fee, 65million and 250k a week! Absolute flop Lo Celso another 45-50million, awful player Jack Clarke, 10million, never got a game, only just sold to Sunderland for a fraction of the price. Finally Ryan Sessegnon, 30million, always injured, had a decent second half of the season last season, some potential but overall not delivered as of yet

[@zerofox641]

We went 18 months without a signing and then made some of the worst aside from how we spent the Bale cash. Sessegnon is the only one who has showed any hope, despite his injury problems. Lo Celso had one decent half season but at least has decent sell on value, and Clarke was never able to develop. Ndombele is, imo, our worst transfer. His fitness levels and attitude have stunk and no one will buy him bc Levy gave him stupid wages and is demanding +40M for a guy who has barely played and when he has mostly looks like ass and can’t play more than 60 minutes.

[@DJMavis]

I've literally never heard of Lo Celso, which is really impressive for a player that cost that much.

[@yourmum955]

@@DJMavis Says a lot about your knowledge of spain at the time tbh, the guy had just had a double figure goal and assist season at Betis

[@yourmum955]

Lo Celso is not an awful player lol

[@linkuppodcast9999]

NEW VID! Check out our Football Podcast Channel now!

[@ACE-700]

Danny drinkwater sitting at home he’s not even good enough to warm the bench 😂

[@rethabilemoloi3490]

💀

[@pascallovic]

For me the Liverpool transferwindow in the summer 2014 was worse then the transferwindow in 2010. Lambert, Lallana, Can, Markovic, Balotelli, Lovren and Moreno to replace Suarez. The transferwindow for Spurs directly after Bale left was terrible as well.

[@taiyebahmed4539]

Nah lallana, can and lovren were somewhat successful at the club. Moreno played regularly while lambert, balotelli and markovic were complete flops

[@anotherguy3082]

@@taiyebahmed4539 this is very valid, however Moreno was consistently panned as the worst full back in the league, and deemed an actual handicap. Still not one of the worst though

[@justhuy7960]

@@taiyebahmed4539 Can was remembered only for that overhead goal, Lovren was the main reason why they desprately needed Van Dijk, Lallana was a decent servant but his impact was ... I would say insignificant, you can see that clearly when he was subbed in for Salah in CL Final 2018

[@diegomiranda9806]

Spurs got some quality after bale. Son, Eriksen and Lamela were in that mix and they were key players when competing for the league against Leicester’s title winning side. Teams spend a lot of money when they lose star players but that’s not always a bad thing.

[@199019852007]

Marvorkic was a beast on fm manager 12/13 and 13/14

[@polarape7386]

Got to mention Benfica's 2017 window. We had won 4 leagues in a row and could win a record breaking 5th championship in a row. Proceeded to sell Lindelof, Nelson Semedo, Ederson and Mitroglou (our top scorer) all in the same window. Made more than 100M€ in sales and what did we bring in? To replace Ederson we brought back Bruno Varela that had been out on loan in the previous season and he was so bad we had to play 18 year old Svilar, to replace Semedo we brought Douglas on loan from Barcelona but he barely payed, to replace Lindelof we bought no one...and to replace Mitroglou we brought Seferovic on a free. 0 points e the Champions league group, lost the league title and the quality of the squad would never recover. To this day Benfica suffers the consequences of that window. Manager was sacked and the president was arrested years later.

[@filipinhos1]

This is the way

[@zefernandes9951]

Also the return of the greatest coach ever jorge jesus spent over 100 mil, much more than the previus years combine, just to finish 3rd and just after the president goes to jail. Bad 5 years to be a fan thank god for lage season

[@PedroLima-ku3em]

I think 20/21 was and will be worse on the long run, but I understand your points.

[@linkuppodcast9999]

NEW VID! Check out our Football Podcast Channel now!

[@petesmart1983]

Cause Portuguese football can't keep there players anymore with the big leagues getting richer and small leagues get all there players took IE. Portugal and holland

[@georgef822]

"scored as often as a 15 year old incel" good lord! 😂💀

[@Alex-xn2pj]

Day 12: A detailed look at the state of Crotone would be nice, going from Serie A in 20/21 with a 20 goal a season striker (Simy) to Serie C by 22/23. Two relegations in a row, something surely has to be wrong at that club.

[@damnthatsfr5475]

Lol chelsea being the thumbnail is perfect because my god have we had some bad transfer windows lately, I will never forget the amount of stress that the signings from the summer 2017 and '20 windows put me through🤧

[@gruncletim]

Sometimes I wonder if Chelsea's best transfer window was the summer we were under the transfer ban, and had to bring up players from the youth team.

[@thejamesonthestreet]

Summer 17 was the summer where Michael Emenalo lost his magic (although some said that it was because Marina). Chelsea pretty much lost all of their primary target like Lukaku, Barkley, Tolisso, and a right-back that I forgot. It almost broke Antonio Conte

[@connorj6462]

Mate honestly it was soooo painful wasn’t it? 😂 We won the league & played champagne football under Conte and they repaid him with THAT window?! 🤦‍♂️ Bakayoko was so bad, drinkwater is a disgrace, Zappacosta was “okay” as a squad player, but my word what an average signing to compete with Moses who wasn’t even an actually RB! Morata well, he seems to have the best agent ever, because he is a fraud.

[@connorj6462]

@@gruncletim Yeah it was a saving grace tbh. Allowed James, Mount, Tammy and Tomori to shine, shame we sold the latter two. Could really do with them right now!

[@linkuppodcast9999]

NEW VID! Check out our Football Podcast Channel now!

[@ex-jepu1370]

Barca 2017/2018 should've been here. Especially when we talk about money-quality ratio

[@benstephens4994]

As a Newcastle fan I may be biased but I would like a look at the 7 worst Sunderland transfer windows

[@MenWithVen]

As a Sudnerland fan so would I. We made signing bad players an art form

[@southern_welsh_cowboy]

I would definitely add Leeds United’s 2003 summer window. We were on our knees financially and had lost many of our top players the year before, but the signings we made just compounded our dire situation. Loaning in the likes of Lamine Sakho, Solomon Olembe, Didier Domi, Zoumana Camara and of course the awful Roque Jr set the tone for our relegation season. It was clearly an unbalanced side full of players that had given up and washed their hands of us. Crazily one of the few shining lights that year was Jermaine Pennent on loan from Arsenal! Even the appointment of Eddie Grey wasn’t enough to save us and when you look at the business that summer, it’s clear to see why.

[@BUSTER_TRIES1]

Felt i had to comment something similar. Led to us nearly being dissolved and points deductions galore. From champs league to league 1. Cheers ridsdale

[@renatodalcin3721]

Roque Jr won the World Cup 1 year before. In context didnt look as a bad deal.

[@southern_welsh_cowboy]

That’s absolutely right. I remembered being so excited when we got him, the media seemed surprised too, but in the end, the only highlight of his time with us were the two goals against Swindon and a torn jersey. 😂.

[@joikabolle1806]

Nobody cares about leeds

[@southern_welsh_cowboy]

Clearly you do 👍

[@Internazionale2010]

Tottenham 2013/14 shouldve got in, we lost bale, signed soldado and lamela and the only good things that happened in 2013/14 was signing eriksen and getting tim sherwood out

[@johnmitchell2269]

Liverpool under Hicks & Gillet were an absolute shambles. Wasted a huge amount of money on bang average and rubbish players over a two to three year period. I also recall Damien Comolli leaving Spurs to join Liverpool during that period as well.

[@andycoppack8656]

He came just after fsg took over and thankfully was soon binned haha

[@evilotis01]

people praised Man Utd for the James/Wan-Bassaka/Maguire window at the time. none of them were terrible signings per se, but each player was wayyyy overpriced. as a Chelsea fan, the Bakayoko/Drinkwater/Zappacosta/Morata window was def worse, esp as it led to us losing Conté, and honestly who could blame him after that?

[@rohithraman6488]

Please don't remind me of that summer 2017 transfer window Alfie, us Chelsea fans still have nightmares of Bakayoko trying to control a ball and Morata struggling to score goals 😂

[@JonasRodgers]

Fax

[@barry4649]

Still got Rudiger though, our 2021 one was arguably worse

[@JonasRodgers]

@@barry4649 dude not even close, that was a good window, ziyech has been decent and havertz is a key player and has huge potential

[@barry4649]

@@JonasRodgers that was 2020

[@JonasRodgers]

@@barry4649 oh right i though u meant the 20/21 season

[@Samuel-vv3dw]

If you are ever thinking about a part 2, I'd seriously consider St. Johnstone Summer 2021, almost all of the players signed were gone within 12 months, went from double winners and draws against Galatasaray and LASK Linz, to relegation fodder. Also lost their best 2 players, as well as 3/4 others who were crucial

[@TheCatDrinksAllTheRedBull]

Is nobody going to mention Fulham's ridiculous £100 million 18-19 summer window? I get that the paycheck for winning the playoff final is massive, but spend that money on improving the backline. They couldn't defend to save their lives

[@MenWithVen]

As a side note on Sunderland, Im pretty sure we signed Rodwell and Alvarez in the same transfer window. Both players worthy of topping "worst transfer of the year". And the year before that under "super agent" Roberto Di Fanti we signed around 7-8 random players from everywhere, told they were "hidden gems" and we would be following the Udinese model of bringing through talent. We avoided relegation by the skin of our teeth and none of those players were heard from again.

[@GraemeBT]

Not our finest hour

[@MenWithVen]

@@GraemeBT PF invades youtube

[@DJMavis]

Really quite impressive that in the Everton window there was a player I still don't remember existing, even when reminded of him. Pickford is a very good goalkeeper, especially when he has players that aren't Michael Keane in front of him though. And God we needed a keeper that year.

[@tomson123tomson]

Jesus 2017 was an awfull time for many clubs

[@idontexist1681]

Galatasaray winter transfer window 2014 is a contender for this list. That window plagued the club for the next 4 years

[@a.e.a.]

Every Galatasaray transfer window since 2013 (except maybe 2017) qualifies for this list

[@idontexist1681]

@@a.e.a. yeah this year is good tho

[@a.e.a.]

@@idontexist1681 Our defensive midfield is still very weak and we need a competent replacement for Marcao.

[@raxorallis2293]

Your videos literally always make my day. Thank you so much and never stop uploading, please!!!

[@Wickerbasket]

Just to add to Villas awful transfer window, they also allowed Albrighton to leave on a free after not offering him a contract and he obviously then went on to win the league a year later.

[@filippolocatelli4092]

As an Ac Milan fan that's the perfect way to describe that transfer window. I stil Remember how excited i was that Summer and how i was depressed shortly after

[@pierfrancescocosta6336]

I'd argue that some of Milan's previous transfer windows were even worse, but still, it's very strange to think that we're talking about the same team who has managed to turn their fortunes around in recent years!

[@kaczorek73]

Even more strange when you think how disastrous Leonardo's transfer window in 2018 was. Maldini has performed a true miracle.

[@dontmindme6995]

I would like to nominate Schalkes 2018/19 transfer window as we lost on the back of a runners up campain our whole 3 backline gaining only 40 M€ and our whole central midfield consisting of Leon Goretzka and Max Meyer (for nothing!!) whilst we tried to replace that with signings worth above 60 M€ that ultimately that saw us drop from 2nd to 14th and then to relegation rock bottom 2 years after that

[@BiggieTrismegistus]

I'm not a Chelsea fan but I see a fair number of their games. What always baffled me is that Alvaro Morata obviously doesn't understand the offside rule. You'd think, given what he does for a living, that would be essential knowledge but he's made it this far without knowing it. It's really weird.

[@RJXXIV]

When he said “In all seriousness” and put a Lampard pic oh my dayssss😂😂

[@danielgreen7370]

I must say....the way you put your videos together is amazing. They're such a good watch

[@jbs2246]

Stokes 2017 summer transfer window sent them down, let 3 key players leave, 2 went out on loan and brought in stars such as Kevin wimmer and the now infamous choupo moting to try and replace arnautovic, disastrous

[@Lythgoemania]

Their 2018 window was even worse

[@mattle841]

Bristol City 2020/21 season transfer dealings was one of the worst I had ever seen. Adrian Mariappa Henri Lansbury Chris Brunt Chris Martin Danny Simpson Alfie Mawson

[@datbui6009]

Dortmund collapsed in 14-15 because of injury crisis as well, a bit like Liverpool 2 season ago

[@farhanmarco7827]

Arsenal summer 2016 should be on dishonourable mention for spending money on Xhaka, Mustafi and Lucas Perez. After this Arsenal haven’t got into CL again.

[@dennysibers4928]

You know your fucked when your weaker without Steve Bruce

[@wayneking9997]

What about signing a player called gay like Aston villa

[@sukhdevr3489]

@@wayneking9997 He's a brilliant player though.

[@discoking8930]

Alfie your content is always amazing informative in depth and well researched. Would love to see a best and worst of premier league players who became managers. Worst and best debut seasons as manager and those that lasted or are still managing.

[@soundscape26]

Best and worst Premier League players who became managers is a good idea... you have my vote.

[@Stratega1982]

As Villa fan I totally agree with our 7th place. We had some other bad windows but this one was the worst.

[@HuntMcD1]

I feel like not including Leeds 2003, any Chelsea windows in the last ten years, or what Spurs did with the Bale money is a bit criminal. Also Spurs 2019 for an outside shout by following up 18 months of no spending with Jack Clarke, Ryan Sessegnon, Gio Lo Celso, and Tanguy NDombele set them back three years.

[@santinocarabelli]

Great vid alfie, little funny thing abt that Liverpool window, mascherano not only left to barcelona, he left to barcelona with full knowledge guardiola did not want him and would not play him even telling him directly "you know you're here to not play right?"

[@sukhdevr3489]

17:35 On the pitch he was good. Only 1 disappointing season where he had to play at CDM/CM in a 442 but he got 14 goals and 7 assists in 18/19 and 8 goals and 10 assists in 20/21.

[@Sarcaman]

Love your videos man, you always make me laugh!! 😂😂

[@dazzaMusic]

Real Madrid 2019 should be in here considering all the players that were signed didn’t really get going and splashing over 100m on Hazard and he still hasn’t done anything since he arrived.

[@neonyzr]

They signed Luka Jovic for an absurd price and he just left for a massive loss

[@joachimeimery8179]

Militao and Mendy are starters for Madrid, and will probably remain for the next 5 years. It's hard to consider as a total failure a transfer window which gave you two players who made you win a champions League.

[@dazzaMusic]

@@joachimeimery8179 yeah but did either of them or any player that was signed do anything in their debut season? You have to remember that Militao couldn’t take over from Ramos who was still number one until he left and that’s when he got going.

[@iankemp1131]

I feel a bit sorry for Moshiri at Everton, he brought in the guy who had recruited so well for Leicester and backed him with money. Pickford has made vital saves; £25M for an England No.1 seems OK. Sigurdsson seemed good previously. For bad transfers how about QPR in 2011 and 2012, a team so bad even Mark Hughes and Harry Redknapp couldn't save them. Bad players, bad attitude, toxic dressing room.

[@nichhodge8503]

Like how you managed to get Hull mentioned in this video, well done Alfie 👏🏼👏🏼👏🏼

[@BALHAM69]

a documentary on the afc Wimbledon on the nine promotions in eleven years, how they’re a fan own club and how they have a stadium in plough lane now. The story of they lost the club, how the F A allowed that and won’t allow that anymore. How they were very close to moving to ireland How they went up the English football leagues. It would be a good documentary video if you can do this. #thepeopleschannel

[@gurururuwarararara8164]

Dude, you need to number your days of posting this, I've seen this comment in what feels like months now. I too would like to see Alfie do that documentary

[@BALHAM69]

@@gurururuwarararara8164 i understand that i don’t want to over spam Alfie you know ? Good video today on clubs and teams who did bad transfers

[@gurururuwarararara8164]

@@BALHAM69 No I mean like, I support your iniative and I'd like to see this documentary come to fruition, therefore you should write like "day (insert number here)" followed by your standard comment, maybe that's just what it'll take for Alfie to take notice of you. By all means, spam the man. #thepeopleschannel can handle that

[@magnusjohansson5698]

Gylfi Sigurdsson wasn't that bad a player for Everton. In 2017-18 he scored 6 times and had 5 assists in all competitions, and the season after he improved to score 14 goals and had 7 assists.

[@upi141]

Then what happened?

[@007Fusiion]

@@upi141 I’m laughing. This is either a knowing statement or an unknowing one.

[@francishughes3422]

He’s smashed an escort on an escort site who ended up being underage she’s in the wrong not him cheating on his wife yes but an escort site should have been done for sex trafficking really

[@danielharding8048]

We need the best transfer windows of all time now.

[@itzzblaze7948]

Once again I like it when he shows watmores Jersey for whatmore

[@lukeberrie3942]

And who can forget Hoever's jersey whenever he says However

[@jatinchadha8141]

And Eddie howe when he say anyhow

[@deanbrown29]

I don't he missed a absolute sitter yesterday cost us the win 😂😭😭😭😭

[@soundscape26]

And Ian Wright for right

[@TheCatDrinksAllTheRedBull]

I like how he chucked in the Lampard meme

[@danielbinns4107]

hearts in 2019 was definitely up there. One brilliant signing in Craig Halkett, a few underwhelming loans and free transfers and 3 absolute disasters in every sense of the word in Glenn Whelan who simply couldn't be arsed, Loic Damour on a 4 year deal, and Joel Perreira who was worse than a bin bag with legs. The same club that was top of the league in december of the previous year would end up relegated at the end of the season

[@zakariking3651]

Video idea: the 7 greatest 'what if' players Like players who's bodies let them down e.g reus, ledley king Or players who let their bad habits get the better of them e.g ravel morrison

[@KinnyRiddle]

A bit disappointed you failed to explain the context behind Liverpool's bad 2010 summer window, which was in the midst of an ownership sale/near-administration saga, with its then owners obstinately refusing to sell despite being millions of pounds in debt, and the fans had to organize to force the banks to bypass them and find a new buyer.

[@AdamOBrien29]

Its not a deep dive into the clubs, he usually goes into very deep detail in his documentary videos

[@sithvsjedi9696]

03:14 🤣🤣🤣 quality mate 🙏🏼

[@rhack10]

Decent vid. Thanks

[@abdubinyaameen6188]

Chelsea 600 million this summer worst window

[@bryanngdawei3282]

I have to disagree with your choice of Manchester United window of 2009 being worse than 2019. If anything, signings league 1 standard defender for 80 million as an overbid makes one of the most laughable transfers of all time….

[@mayukhdatta4017]

While you do have a point that maguire is a shite defender in hindsight. He did look to be world class in that liecester team and having the potential to be England's best defender for years to come. Its just one of those signings that was overpaid for, not that the player was bad in theory

[@kieronparr3403]

They overpaid even for what he was SUPPOSED to deliver

[@bryanngdawei3282]

@@mayukhdatta4017 Is he? All I remember is Johnny Evans carrying the backline and Leicester still finishing 12th.

[@h2ohydrox]

That's a truly savage roast of Tactics Tim.

[@AS90AS90____]

Thanks for going easy on us! 😂

[@AgingChris]

That Victor Anichebe burn was brilliant

[@MrDogcatboyman]

Please do a video on Jomo Sono. Really fascinating guy and an icon of South African football

[@elchappedo7006]

To be honest Chelsea’s transfer dealings have been overrated They’ve been riding on Roman’s money No wonder Todd Boehly sacked the board

[@bhutochakrabarti4173]

This transfer window looks worse. Injury to either chillwell or James and the defense will collapse and sterling has been very inconsistent since 2020 so that attack in top 6 teams looks worse.

[@christophercopley6474]

Please do another one of these there really interesting and funny

[@formulahank1250]

Everton should have kept Big Sam. He took a struggling squad and turned them into a Europa League team

[@DJMavis]

We went nearly three games at home without a shot on target under [redacted] Sam

[@nikolas8203]

@@DJMavis you seem to have done very well without him

[@DJMavis]

@@nikolas8203 that benitez and Lampard were also bad choices didn't mean Sam was a good one

[@nikolas8203]

@@DJMavis no manager will ever be a good choice for Everton

[@DJMavis]

@@nikolas8203 why?

[@nukiepie]

150 mil on James, AWB and Maguire is one of the worst in history

[@jessetavun4244]

Love the way you rosted the players😂

[@Candid1989]

This video has the shortest intro.. Well done 👍

[@jackhewitt600]

Video Suggestion Best Teams that under achieved eg Belgium national team, Tottenham under Pochettino.

[@kirbaimovic]

Nothing beats QPR, that was bang on hilarious 😂

[@MenWithVen]

Yes knew we (Sunderland) would be on here. Lets get a deep dive "what on Earth happened" episode on us

[@EhabAlatipi]

Damn that summer of Liverpool!! the likes of Poulsen & Konchesky!!

[@jesuisunstroopwafel]

Alfie, when will you release your documentaries on Turkey's Big Three (Fenerbahçe, Galatasaray, Beşiktaş)? I remember you teased them back in your Süper Lig video.

[@captainbaconsky]

Any Sparta Praha transfer window in the past 10 years would be great. but the worst one was likely the Andrea Stramaccioni window. Probably tied with the Slavia one the same year. if you know, you know

[@tsybze]

Quality video😄

[@leonardodias1173]

i started laughing once i saw the thumbnail 😂

[@CaptDeadpool32]

Greatest transfer window ever was Liverpool 1977- Alan Hansen, Kenny Dalglish and Graeme Souness. Literally doesn't get any better

[@abhirupnath3261]

Real Madrid-2009 far better

[@dazzaMusic]

Have to disagree on all of those Inter 09-10 was the best Diego Milito, Samuel Eto’o, Wesley Sneijder, Thiago Motta, McDonald Mariga, Emiliano Viviano, Goran Pandev, Marko Arnautovic and Lucio they went on to win the treble that season.

[@CaptDeadpool32]

@@dazzaMusic Most of them had like 2 -3 good years. Those liverpool signings are literally some of the greatest in the history of English football. Don't even waste my time with this shit

[@CaptDeadpool32]

@@abhirupnath3261 ill maybe give you that. But outside of Benzema and Ronaldo, none of them are all time greats. All 3 of liverpools were

[@konradvonschnitzeldorf6506]

Milan 87 Gullit, Van Basten, Costacurta, Ancelotti

[@stephengalvinjrtrue]

3:13 wow, ruthless.

[@johnnyedelhoff5866]

You should check out Hoffenheim's transfer window in the summer of 2012

[@marshtopia529]

2:40 eh that show is the best thing channel 4 has ever made. Not a big brag but that show was ace. Better than the office by miles

[@llRoBoBinHoll]

2:10 To be fair, a microphone and a speaker are basically the same thing. You can use a pair of headphones to record sound, if you speak into the earbuds and record what comes out of the plug.

[@gofufu1]

Given that many of the players mentioned were at the time highly regarded, the conclusion its the worst of all time is hindset hawking. If its the contractual decisions made, then that is surely the responsibility of the analysts, DoFs' and owners - the names of which often escape the level of criticisms labelled at the players. Maybe label the fans who at the time roared approval of some of these recruits or the media circus that surrounds such recruitment - then cry when they face FFP points deductions. Perhaps your next video should cover the 7 worse pitchfork football journalisms of all time, as the sooner they are removed from the game the better.

[@kristian2497]

Thanks for sparing my club(Fulham) for our dreadful 18/19 summer window. A lot of money on a lot of shit haha

[@qmkut9121]

Surprised not to see the Bale-Seven make the list

[@kadirkaita4862]

I knew the AC Milan 2017 window would be mentioned. One of the worst transfer windows ever.

[@r3zaful]

Buying bonucci is one of the worst transfer ever made by ac milan. Like why you bought a slow ball playing center back when the defense are frail already?

[@kadirkaita4862]

@@r3zaful Leonardo and Mirabelli were more interested in "big" names rather than what the team actually needed. Imagine if Maldini had that budget, he would've built a super team by now

[@GreekHouseEffect]

Inter's 2010 and 2011 transfer windows were terrible as well and dismantled a great team very soon

[@pedrohaggstram]

Grêmio 2021 takes the cake for me. You should take a look at it.

[@r3zaful]

Bonucci is a system player lmao, what kind of a mad man buying a clear ball playing center back in an already terrible defense.

[@ThinsofWheat]

The Chelsea 2017 window has to go on there. Conte said "Van Dijk and Lukaku" and Emenalo couldn't get the deals over the line. He "left" the next year.

[@kirbaimovic]

Manchester United: Let's go of the talented Pogba for free, Buys him for a record fee near 100 Mil, starves him of Club trophies, Let's him go for free again 🤣🤣🤣

[@patrykkosmalski5307]

15:47 Borussia was only 2 points behind Bayern in 2018/19

[@jameswg13]

And no Richards is not held high by villa fans at all. More sympathy after recently but no just no. Him and Lescott were just NO

[@deanbrown29]

I thought that but he said Richards thought better then lescott which is true unless you love supercars after 6 nil defeats and big weight off at being truly horrendous in a team you play in

[@jameswg13]

Summer 2015 was a horror window as a villa fan

[@Lythgoemania]

Hey Alfie can we officially add Everton Summer 2022 to this list now? 🤣 Lampard the new Tim Sherwood

[@parveskoyes9937]

Man Utd signing Wan Bissaka, Dan James & Harry Maguire. That’s the worst transfer window of our lifetime.

[@crashfan9997]

Fred, Dalot and Grant was terrible too

[@nert-13]

Real Madrid 2009 Summer was legendary

[@beastTime999]

I like the way you use that guy name Warmore

[@VillaFanDan92]

That Villa transfer window still gives me nightmares.