Window by window - How Liverpool have bettered Man United in the transfer market

Jurgen Klopp was unveiled as Liverpool's manager in October 2015.

Since his Anfield arrival, the German coach has transformed Liverpool into a team not playing Champions League football to a team who were crowned winners of the competition last June and were runners-up the season before. From a team not mounting serious Premier League title charges to one who have done so in back-to-back campaigns.

This transformation has of course been helped by the arrival of some incredibly talented footballers.

During his four years on Merseyside, Klopp has overseen seven different transfer windows. In that time he has added 22 players to the Reds' roster

The boss has slowly but surely assembled a world-class team.

In comparison, Liverpool's weekend rivals Manchester United have in that time seen their grip on English football loosen.

United unravelled following the departure of manager Alex Ferguson in 2013 and their business in the transfer window has been less than savvy.

Since Klopp took charge United have added 14 players to their squad under three different managers.

Liverpool will face off with their old nemesis on Sunday at Anfield, and here we take a look back at who the two rivals have signed since Klopp arrived at Anfield and how the Reds have bettered their bitter rivals.

January 2016

The first transfer window Klopp was able to start the fix up of the squad he inherited from Brendan Rodgers was in the January which followed his arrival.

It wasn't an entirely memorable first window.

Marko Grujic was the first player who came through the arrival lounge under Klopp.

The Serbian has yet to find his feet at Anfield having been loaned out to Cardiff City in 2018 while currently enjoying a loan spell in the Bundesliga with Hertha Berlin.

An exciting prospect in the midfield, it is unclear if Grujic will find his way at Liverpool but has really impressed out in Germany.

Goalkeeper Kamil Grabara also arrived for £250,000 to bolster the shot-stopping ranks. The Poland Under-21 international is on loan at Huddersfield Town and has played 26 times this term for the Championship outfit.

It was a quiet transfer window for Man United too, who under then-boss Louis van Gaal opted against any new additions.

Summer 2016

This maiden summer transfer window under Jurgen Klopp was a busy one.

The first signing of real impact during the Klopp era was brought in during this time.

After an eight-month look at his squad, teamed with an eighth placed finish in the league, this summer saw Klopp's project really start to take shape.

Sadio Mane was signed from Southampton for £30m and the Senegal striker has been hugely instrumental to Liverpool's recent success.

He has scored 74 times in 152 appearances for the Reds and was crowned African Player of the Year for 2019 earlier this month.

Loris Karius also arrived on Merseyside from Klopp's former club Mainz 05 for less than £5m. Following his nightmare in Kiev, the German shot-stopper was loaned to Besiktas on a two-year deal.

Klopp would dip into the Bundesliga market once more as he acquired Joel Matip on a free from Schalke.

The former Cameroon international has become a vital cog in Liverpool's defence and was a key player as the Reds challenged for the Premier League title last season, and were crowned Champions League winners in Madrid.

Matip has been injured for a large part of this season but his knowhow at centre-half will be pivotal to Liverpool upon his return.

Ragnar Klavan also made the move from Germany as he arrived from Augsburg for £4.2million. The centre-half became somewhat of a cult figure among fans, and was also the first Estonian player to score in the Premier League with his late winner against Burnley in January, 2018.

German shot-stopper Alex Manninger arrived as a free agent to provide cover for Simon Mignolet and fellow arrival Loris Karius. The Austrian never made a first-team appearance for the club and departed the following summer.

Gini Wijnaldum, who had glimmered at Newcastle United, also arrived. The unbelievable Dutchman has become a mainstay in Liverpool's midfield and his influence was recognised last year as he was nominated for the Ballon d'Or alongside six of his team-mates.

Jose Mourinho was now in the Old Trafford dugout and during his first summer in charge he brought in some big name signings.

English records were broken as Paul Pogba returned to Manchester for a then record fee of £89.3m.

Eric Bailly was brought in to shore up the defence as Zlatan Ibrahimovic and Henrikh Mkhitaryn had United fans excited for the season to come. They were left under-whelmed and finished in the Europa League places as Liverpool claimed fourth.

Summer 2017

Both Liverpool and Man United opted to make no new signings in the January 2017 window.

But Reds fans saw their patience rewarded by Klopp and Michael Edwards who pulled off one of the biggest transfer coups in the club's history.

When Mohamed Salah arrived from Roma in June 2017 it was hoped he would add some much-needed fire power and creativity to Liverpool's attack.

Salah turned out to be a goalscoring revelation and the missing piece in Liverpool's now imperious frontline. Since his arrival from Italy, the Egyptian has scored 85 goals in 132 appearances and has been a pivotal figure in the Reds' recent success.

Dominic Solanke arrived from Chelsea as an Under-17 World Cup winner with England. Things didn't quite go to plan at Liverpool for the youngster and Bournemouth came in with a £19m bid in January 2019.

After one season in the Premier League with Hull City, Andy Robertson was rescued from the Championship for £8m and is now regarded as one of the best left-backs in world football. Robertson will go down as one of Liverpool's best ever transfer coups under Klopp.

Liverpool have rarely bought directly from league rivals but Alex Oxlade-Chamberlain was the exception on deadline day.

The England midfielder arrived from Arsenal and apart from having received some unwanted injury setbacks during his three years at the club, Oxlade-Chamberlain has brought an attacking dynamic to the Reds midfield and has been in fine form this term. At the age of 26 he should continue to add that dynamism for years to come.

In the same summer United signed Romelu Lukaku from Everton. The Belgian forward was set to spearhead their attack and despite scoring 42 times in 96 outings, Lukaku left Old Trafford and moved to Inter Milan last summer having not won a single trophy with United.

Nemanja Matic was also brought in from Chelsea. This was a sensible transfer move with Matic a proven Premier League professional having been crowned a top flight champion three times with Chelsea. The Serbian has made 100 appearances for United since his London switch.

Victor Lindelof arrived from Benfica as a versatile centre-half. United have struggled defensively in recent seasons and, while Lindelof isn't entirely to blame for that, he has featured in all but one of their Premier League games this season with United sitting 27 points off the pace of Liverpool.

January 2018

Liverpool and Man United each signed one player in the January 2018 transfer market.

The Reds opted to solidify defensive woes by adding Virgil van Dijk for a record-breaking £75m fee for a defender.

Van Dijk has gone from a player with world-class potential to a player who is in no doubt one the very best in the world.

The Dutch centre-back has transformed Liverpool's defence, and was named the PFA Player of the Year for the 2018/19 campaign after recording 20 clean sheets and just 22 goals during his time on the field.

In this same window, United also made a particularly bold move as they signed Alexis Sanchez from Arsenal.

Sanchez arrived in a swap deal from the Gunners which saw Henrikh Mkhitaryan go the other way. But the Chilean's arrival didn't quite have the effect United fans would have been hoping for.

The ex-Barcelona forward had been Arsenal's talisman for almost four seasons having scored 80 goals in 166 appearances. Though his time at Old Trafford was less than successful with Sanchez scoring just five times in 45 outings.

Sanchez was the highest paid player in the Premier League after putting pen to paper on a four-and-a-half year deal which earned him a reported £350,000 per week. Last summer the 31-year-old made a switch to Serie A after signing for Inter Milan.

Summer 2018

This was the window when Naby Keita finally made his move from RB Leipzig. The Guinea international initially struggled to break into Liverpool's first team in his maiden year but eventually showed his worth towards the end of last season before injury all but ended his campaign.

In recent weeks fortune has seemed to favour the midfielder who has displayed his skillset when called upon. Having made just five appearances in the league so far, many fans feel that at the tender age of 24 there is a lot more to come from Keita.

Fabinho was announced as a Liverpool player just two days after the Reds had lost the Champions League final against Real Madrid.

Having won Ligue 1 with Monaco the experienced Brazilian took his time to settle into the side but since he was handed his first start last October the defensive midfielder hasn't looked back.

Fabinho has become a mainstay in Klopp's side and one of the first names on the teamsheet. Though his season has been somewhat disrupted after he picked up an injury against Napoli in November. But the 26-year-old is now back in training and will soon make his return to the holding role he has mastered.

Xherdan Shaqiri also arrived at the club, the Swiss international was signed for £13m from a relegated Stoke City. His arrival was considered a gamble by some but has for the most part paid off. Shaqiri has been an important squad player under Klopp.

A technically gifted attacker, when called upon he has popped up with some moments of magic. Fans will never forget his second-half brace which downed Man United last season.

Having already poached Salah from Roma, the Reds went back in to steal the Italian's goalkeeper. Alisson became the world's most expensive keeper when he came to Anfield but has paid the club back tenfold.

The Brazil number 1 is widely regarded as the world's best shot-stopper and has received a plethora of clean sheets and personal accolades which more than back this up.

In the same summer United - still managed by Mourinho - brought in three new faces.

Diogo Dalot arrived from Porto. Aged 20 the Portuguese full-back can be deemed as one for the future.

Fred was signed from Shakhtar Donetsk but has failed to live up to the hype his arrival was greeted by.

As Liverpool bagged Shaqiri, United also had some transfer business of their own with Stoke. Lee Grant arrived from the Potters. The 36-year-old goalkeeper has yet to make an appearance for the club.

Summer 2019

There were no arrivals in January 2019 for Liverpool after a busy summer in the previous year.

Klopp also kept his cool in the transfer market having already built a Champions League winning squad.

Youngsters Sepp van den Berg and Harvey Elliott were both added to the roster as players for the future.

Alisson Becker received some reinforcements in the goalkeeping department as both Adrian and Andy Lonergan arrived as free agents.

Adrian has became a valiant reserve. The Spaniard denied Tammy Abraham in a penalty shootout as Liverpool were crowned Super Cup winners last August. The former West Ham man also stepped up to the plate in the absence of Alisson at the start of the season and when the Brazilian was suspended after being dismissed in the match against Brighton.

With Ole Gunnar Solskjaer now at the wheel, United made no moves in the January window.

They instead waited for the summer months to come as they added three high profile names to their roster.

Aaron Wan-Bissaka had impressed at right-back for Crystal Palace, and after arriving from Selhurst Park for £50m, the 22-year-old has already made 25 appearances for United.

Daniel James was the standout man for Swansea City and completed his dream move to Old Trafford. The Welsh international has impressed this term having scored three times in the league and provided six assists. The bright winger is also aged 22.

It was hoped with Harry Maguire's £85m arrival from Leicester City that United's leaky defence would shore up in the way Liverpool's did following Van Dijk arrival. United have kept just four clean sheets this term and shipped 25 goals in 22 games.

January 2019

Liverpool stole the march on Man United as they signed Takumi Minamino from RB Salzburg earlier this month.

United were reportedly said to be interested in acquiring the attacker but the Reds got their first and made Minamino their own for just £7.25m.

Solskjaer's side are yet to do business in this window but are being heavily linked with a move for Sporting CP star Bruno Fernandes.