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Tottenham Hotspur have been linked with a ‘surprise‘ move for Arsenal shot stopper Karl Hein as the Lilywhites look to revamp their goalkeeping department with a move that would receive headline mentions around Europe.

The highly rated goalie has been on loan at La Liga side Real Valladolid, where he has been highly impressing, which has got the likes of Spurs and Chelsea interested in his services. The 22-year-old is on Arsenal books, and the Gunners would be prepared to let the player leave for the right price in the 2025 transfer intervals.

Tottenham linked with Arsenal keeper Hein

Looking to take advantage of his availability, Premier League heavyweights Manchester United are willing to make a move for Karl Hein, per Fichajes. The report further goes on to state that the player would be available for a €20–25 million fee, something that both Tottenham and Manchester Reds are ‘willing to invest.’ However, that being said, it is to be seen if Spurs can match the competition for Hein’s signature and win the race given that the Estonian is associated with Arsenal.

The Lilywhites have been looking to sign a new backup goalkeeper, and given how the current number one, Vicario, has been having his fair share of problems in between the sticks, signing in someone who can not only compete but also someone who can take over from the Italian international. And meanwhile, the 22-year-old has been impressing massively in the Spanish top tier, and he would certainly want to dislodging Vicario from the starting lineup if he were to move to White Hart Lane.

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The Premier League 2016-17 season was the 25th edition of the Premier League, the top division of the English championship since 1992. The season began on 13 August 2016 and ended on 21 May 2017. Tottenham Hotspur took part, coached by Mauricio Pochettino and captained by Hugo Lloris. Spurs finished second in the table, having played 38 games, earning 86 points, and losing the championship to Chelsea. The fight was really intense, allowing fans to make the most daring EPL predictions! Thus, this season has turned out to be Tottenham Hotspur’s best season ever, marking the highest point in the history of the Premier League.

Background Of Tottenham Hotspur Pre-2016

Tottenham Hotspur Football Club – one of the oldest clubs in England, founded in 1882 – has experienced different times. In the 1990s, despite winning the FA Cup 1991, it failed to succeed in the English championship. In the early 2000s, Tottenham began to regain its leading position. In 2008, Spurs won the Football League Cup, beating Chelsea, which became an important milestone on the road to revival. The turning point in Tottenham Hotspur history was the appointment of Mauricio Pochettino as head coach in 2014. He managed to cope with the failures of Spurs previous seasons. Since 2014, the team has demonstrated bright and attacking football, which allowed it to perform at the top of the Premier League table. So in 2016/2017, it finished among the top three teams in the league.

Record-Breaking League Position

In February 2008, at Wembley Stadium, central defender Jonathan Woodgate headed in a free kick to bring Tottenham their last English Football League Cup to date. A year later, Spurs, who had a poor start to the championship and replaced Ramos with Redknapp, again broke through to the League Cup final. In April 2012, Tottenham and Chelsea met in the FA Cup semi-final for the first time at the new Wembley. The Blues won but started a great fight. In the 2016/2017 season, Chelsea and Spurs were on par. By the FA Cup semi-final match, it was already obvious that 2016/2017 was the Spurs best season ever – they had won 7 games in a row! Naturally, the fans were already expecting a long-awaited victory. Let’s look at the final statistics of the leaders.

Chelsea

Games: 38; Wins: 30; Draws: 3; Losses: 5; Total Points: 93

Tottenham Hotspur

Games: 38; Wins: 26; Draws: 8; Losses: 4; Total Points: 86

Manchester City

Games: 38; Wins: 23; Draws: 9; Losses: 6; Total Points: 78

Liverpool

Games: 38; Wins: 22; Draws: 10; Losses: 6; Total Points: 76

Arsenal

Games: 38; Wins: 23; Draws: 6; Losses: 9; Total Points: 75

Unfortunately, the Spurs did not reach the first line. However, thanks to Tottenham record points and their breakthrough, they secured 2nd place with 86 points, achieving their highest points in league history!

Offensive & Defensive Mastery

In the 2016/2017 season Spurs scored 86 goals, demonstrating emotional and assertive football. For instance, Chelsea preferred to act in a calm and measured mode, waiting for the opponent’s mistake. However, Tottenham wanted to fight and struggle in every part of the field. Therefore, many games were played with Spurs advantage – they furiously attacked the opponent and outplayed them on the all flanks. Therefore, the feat of 26 goals is truly impressive! This is thanks to the frantic offensive performance. It is worth noting that the Spurs also demonstrated defense, gave the initiative to the opponent, and brought the games to victory! For example, this happened on January 4 at London’s White Hart Lane with 31,491 spectators! It is worth noting that Pochettino’s team felt great during the Christmas period of 2017! They had already won their last four matches, three of them by a large margin. So, balanced Spurs offensive and defensive performance contributed to their Premier League 2016-17 success.

Harry Kane: The Standout Striker

Tottenham Hotspur 2016-2017 season became legendary and this is also largely due to the players, in particular Harry Kane. He is the all-time leading scorer for Tottenham Hotspur and the England national team, and the second-highest scorer in the Premier League. In the 2016/17 season, he helped Tottenham take second place in the Premier League, scoring a record 29 goals! He was also named the PFA Fans’ Player of the Year. Naturally, this season solidified his reputation. Kane scored the winner against Sunderland in the Premier League but twisted his right ankle while trying to take the ball away from Papy Djilobodja. It seems that Kane’s performance elevated the entire team. Having missed five league games and three in the Champions League group stage, Harry Kane top scorer returned on November 6 in a 1-1 draw with Arsenal, equalizing the score. On 22 November, he scored his first goal in the Champions League in the return match against Monaco (1:2) at the Stade Louis II.

Memorable Matches

Harry Kane ended Everton’s nine-game unbeaten streak! So, the main hero of the Tottenham vs. Everton 4-0 match was Harry Kane, who scored twice. In the first case, he made a cannon shot from outside the penalty area, which was a surprise for Joel Robles Blazquez, and then, in a counterattack, he converted a date with the goalkeeper, which was arranged for him by Dele Alli. This was one of the Key matches Tottenham! Thus, Mauricio Pochettino’s team advanced to the fourth round of the cup. In the match of the 20th round of the English Premier League – Spurs 5-2 Southampton – Harry Kane scored a hat-trick and set two records at once! He overtook Alan Shearer for the number of goals in the championship in a calendar year (38 vs 36). Besides, he set the best scoring result among footballers from the leading leagues in 2017, overtaking Messi (56 vs 54).

Mauricio Pochettino’s Tactical Genius

Mauricio Pochettino, the world’s strongest coach, focuses on tactical flexibility. He changed the team’s tactical system to 3-5-2, generated numerical superiority in midfield, and took advantage of the players’ mobility and speed. Moreover, he analyzes difficult moments and mistakes with the players in detail. Pochettino’s staff has a video department – the assistant coach gives detailed instructions, and the staff cuts the necessary videos during the matches. Pochettino shows players what exactly needs to be changed. Mauricio Pochettino tactics and the selection of versatile players and careful tactical preparation helped Pochettino to rebuild the lineup, scheme, and style for each opponent. This led to the Spurs best season ever to regain their leading positions.

The Legacy Of The 2016-2017 Season

Tottenham Hotspur legacy in 2016-2016 is hard to overestimate! Finally, Spurs have regained their leading positions. For fans, this marked the revival of their favorite team and the opportunity to make the most optimistic forecasts! With their aggressive football and careful tactical planning, Spurs have gained the upper hand even over Chelsea and Arsenal. After the end of the season, the club’s status changed to the Premier League impact leader.

Conclusion

Tottenham’s struggles continued as they suffered a 2-1 defeat to Ipswich Town in true Spursy fashion, handing the visitors their first win of the season. Adding to Spurs’ woes, reports suggest Sergio Reguilón is looking to terminate his contract in January due to his exclusion from the team under Postecoglou. The full-back aims to secure a move elsewhere to gain more consistent first-team opportunities, leaving Tottenham to face a decision on his future.

Sergio Reguilón, who joined Tottenham from Real Madrid for £32 million in 2020, has struggled to find a place in the squad since Ange Postecoglou’s arrival in 2023. Despite loan spells at Manchester United and Brentford, neither club chose to sign him permanently. Now, Reguilón is reportedly seeking to terminate his contract in January to secure regular first-team football, a move that reflects his desire for stability after a series of temporary stints away from Spurs.

Reguilon Wants to Leave Tottenham

Initially anticipated to depart Tottenham, Sergio Reguilón remained without a deal, leaving him sidelined from the squad. Excluded from both the European matchday team and the Premier League bench, the 27-year-old has yet to make any appearances this season which would want to Lilywhites to offload the £53,000 per week star.

Due to limited game time, report from Caught Offside now suggest that Sergio Reguilón aims to end his contract at Tottenham for regular play elsewhere, with La Liga clubs Sevilla and Getafe showing interest. Spurs are unlikely to block the move, given that he ranks behind Destiny Udogie, Ben Davies, and even others filling in at left-back. Reguilón previously called his sudden Tottenham exclusion “strange,” explaining that a surprising fallout with the manager abruptly side lined him from the first team.

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Tottenham Hotspur defender Cristian Romero has been linked with a move away from White Hart Lane, with Real Madrid expressing interest in landing the former Atalanta star. The Argentine centre back was linked with the Spanish giants along the previous summer window; however, Daniel Levy was adamant about not letting the player leave as he put a hefty price tag on his head.

Many thought the links with the move to Los Blancos would calm down once the summer window concludes, though that hasn’t been the case as they have continued to pursue a move for the 26-year-old. And the Lilywhites could face a stern test to keep hold of the player in the upcoming winter transfer window as CaughtOffside indicates Madrid’s probable push for Romero’s signature in January.

Will Spurs hold onto Romero amidst Real Madrid’s pursuit?

Carlo Ancelotti’s are in dire need to bring in a new central defender as they have been dealt with a series of injuries at the back, the latest being Eder Militao’s ACL, that will keep him occupied on the sidelines for the rest of the ongoing season, and things become more complicated owing to David Alaba’s injury, whose return remains uncertain following a serious ligament problem last year.

In the midst of such defensive woes, Florentino Perez would be looking to make a possible push to bring in their defensive targets in the winter window, with Romero emerging among top priority targets.

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Do you think Spurs can keep hold of the Argentine if Real Madrid come to secure his services this winter? Let us know your thoughts in the comments below.

Tottenham Hotspur welcomed Ipswich Town at home for an important game in the Premier League and were looking to walk away with the three points ahead of the November international break. Ipswich meanwhile came to the N17 searching for their first three points of the season.

Having beaten Aston Villa 4-1 last weekend, Spurs were in good league form coming into this game. The line-up that Ange Postecoglou named was along expected lines with Cristian Romero managing to prove his fitness.

In the first half of the game, Tottenham started brightly but could not really create clear cut chances. Ipswich took advantage, scoring two goals and going into the break just 45 minutes away from their first victory of the season.

The second half played out in an expected manner. Tottenham started very well and had a goal ruled out almost immediately. They then got one back through Rodrigo Bentancur. Eventually, despite being the better team in the second half, Spurs fell to a 2-1 defeat to the newly promoted side. This is one that would surely sting Ange.

Here is how we think Tottenham Hotspur players fared in the game against Ipswich Town in the Premier League at home.

GK | Guglielmo Vicario: (6/10)

Cannot be faulted for the first goal. Parried the ball straight into Radu Dragusin’s feet for the second. Neither can be put down to his mistakes though. Made a few decent saves but yet again, looked shaky when claiming crosses.

RB | Pedro Porro: (7/10)

A ‘nothing to write home about’ first-half performance from the Spaniard. Didn’t do much going forward and didn’t do much wrong defensively either. Excellent corner delivery for Bentancur’s goal.

CB | Cristian Romero: (6/10)

Should have shown awareness for Ipswich’s first goal, where he seemed to have assumed that the danger was cleared. Took much better control of the situation in the second half.

CB | Radu Dragusin: (6.5/10)

Dragusin was having a good game before directly making the mistake (?) in Ipswich’s second goal. Did not affect that mistake to affect him though, as he continued to put in a solid shift in the second half.

LB | Destiny Udogie: (6.5/10)

The more adventurous of the two full backs in the first 45 minutes. Did not create much out of his combination play with Son though. Made more clever runs in the second half. End product has to improve though.

CDM | Rodrigo Bentancur: (7/10)

Missed the tackle in the lead-up to the second goal. Not at his sharpest in the first 45. Headed home Tottenham’s first goal from the corner to spark hopes of a comeback. Screamed his way into a yellow card. Taken off for Yves Bissouma after a ‘mixed bag’ performance.

CDM | Pape Matar Sarr: (6/10)

Typically, industrious first half. Looked to force the situation but not much came of it. Taken off in the 65th minute with what seemed like an injury.

CAM | Dejan Kulusevski: (6/10)

Some nice touches; some poor ones. Neither great nor poor in the first 45. Looked much more involved on the ball in the second half. It did not result in anything though.

RW | Brennan Johnson: (4/10)

Missed a guilt-edge chance from a beautiful Son cross, very early in the game. Did not do much else in the first 45. Taken off at around 85 minutes for James Maddison after a disappointing display.

LW | Son Heung-min: (6/10)

Similar first-half to Kulusevski – some sublime touches, some atrocious ones. Drew one good save. Looked so much better in the second half. Moved into a central role after Pape Sarr left the field. Not a bad day but not a great one either.

ST | Dominic Solanke: (7.5/10)

Tottenham’s best player in the first half. Clever touches, intense pressing and typical centre-forward play. Also drew a couple of saves. Unfortunate to have a goal ruled out for handball early in the second half.

Continued to very impressive as the game progressed. More than anything, it is his intelligence and hard work that stands out. Unfortunately, could not get the all-important goal on the night. Had a chance to win the game in stoppage time but his shot was saved, yet again!

Substitutes:

Timo Werner: (6/10)

Came on for Pape Sarr and typical Werner performance. Intelligent runs, incredible pace but 0 end product.

James Maddison: (N/A):

Came on for Brennan Johnson.

Yves Bissouma: (N/A):

Came on for Rodrigo Bentancur.

Tottenham Hotspur have been subject to aggressive links with a move to bring highly regarded midfielder Johnny Cardoso to White Hart Lane in the 2025 transfer interval as Daniel Levy looks to ensure that he gives the needed midfield depth to Australian head coach Ange Postecoglou.

The North Londoners have been looking to bring in a new midfielder (maybe two) in the upcoming transfer window as they look to replace the influence of the veteran departures of Pierre-Emile Hojbjerg and Gio Lo Celso in the off season. And a move for the USMNT maestro has been on cards at Hotspur Way, given the fact that Tottenham hold the option to land his signatures on a bargain transfer.

Transfer guru Fabrizio Romano on X acknowledged how Spurs have agreed a priority option with Spanish giants to land the 23-year-old midfielder as part of the deal that took Argentine maestro Giovani Lo Celso to Betis.

Could Villa steal Cardoso from under Tottenham’s nose?

However, Spurs interest hasn’t stopped other clubs from pursuing a potential transfer for the midfielder, with Atletico Madrid already registering interest in his signatures. Now, Premier League giants Aston Villa have been looking to make a move for the 23-year-old.

Unai Emery is said to be the driving force pursuing his signatures as they look to beat Tottenham in his pursuit, per Ficherio, and the Villans have Monchi, who is sporting director at Aston Villa, who knows the Spanish top tier inside out, and his expertise may worry Levy.

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Tottenham Hotspur defender Sergio Reguilon has been subjected to links with a move away from White Hart Lane as he looks to conclude his disastrous time in North London when the January transfer window reopens.

The Spaniard has been struggling to accumulate regular game time under his belt, donning the Lilywhites badge. And the 27-year-old is looking to leave the club to get some consistent minutes.

Reguilon linked with Sevilla return

Regular has been linked with a move to Spanish giants Sevilla in the winter window. The La Liga giants have been left unimpressed with Brighton and Hove Albion loanee Valentin Barco, and they are prepared to send him back to the English top-tier side in January, and they’ve already been looking at potential alternative alternatives for the Argentine, per Fichajes.

Signing Reguilon makes perfect sense for Sevilla as of now, with the 27-year-old having already played for them in the past, and the fact that he knows the club inside and out will make it easier for the Real Madrid graduate to make an immediate impact for the La Liga giants.

Reguilon has been looking to rejuvenate his career following his difficult time at Tottenham, and potential back home could help him do exactly so.

For Tottenham, they are looking to get rid of the player in the winter window, and a possible move to Sevilla could work out perfectly for all parties.

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Do you think Spurs can move on from Sergio Reguilon in the upcoming winter window? Let us know your thoughts in the comments below.

Tottenham Hotspur academy graduate Alfie Dorrington has been backed to pursue a loan deal away from White Hart Lane in the upcoming winter transfer window.

Spurs have been blessed with multiple academy starlets off late, and it is Daniel Levy’s job to ensure that all of the youngsters take strides in the development along the campaign. We have already seen the club push for potential loan transfers for Academy players recently, and they made look to give Alfie Dorrington an experience of some valuable minutes under his belt once the January window comes around.

Dorrington tipped for loan move

Dorrington has been struggling with injuries while he has seen some of his teammates go on, make an impact in the first team, or enjoy minutes and men’s football for their loan clubs. And John Wenham, owner of the reputable Spurs podcast Lilywhite Rose, believes that Tottenham would be looking to send the 19-year-old out on loan.

Speaking in an exclusive interview with Tottenham News, Wenham said:

“Dorrington is flying under the radar because of these frustrating, continuous injury setbacks.

“However, he is a very good player and I think he could have a higher ceiling than Ashley Phillips. In January he has to be sent out on loan.

“I think our young players should get out and play first-team football. Dorrington has seen the majority of his strongest teammates from last season leave the club this year.

“As a result, it has been really difficult for him, especially with these injuries. Therefore, I think a good loan in January where he goes off and plays 20 games and demonstrates to everyone how good he is would be huge for his development.”

Dorrington has been highly regarded as a player. However, for the defender to succeed, he needs to play some consistent football, and that is not possible with the injury concerns he has been having. Hence, a loan makes perfect sense for the centre back. Getting a gist of men’s first team football is more developmental for the player than featuring along with his academy mates.

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Tottenham youngster Ashley Phillips is performing well on loan at Stoke City

Tottenham Hotspur aren’t short on young talent at the moment, with Mikey Moore and Will Lankshear leading the way when it comes to exciting prospects emerging out of Hotspur Way.

Ange Postecoglou has not hesitated to give young talents and academy products opportunities to shine in the first team. He is aware of the development of the academy kids, and to help them take the next step, the Spurs boss allowed many of them to leave on loan. One of those was Ashley Phillips.

Ashley Phillips, who arrived at Tottenham from Blackburn Rovers in 2023, spent the second half of last season on loan at Plymouth Argyle. The youngster was one of Plymouth Argyle’s standout performers, playing a key role in helping the club secure their Championship status.

He returned to N17 in June and signed for Championship side Stoke City on a season-long loan two months later. After a slow start to life at Stoke City, the teenager is beginning to make strides and grab the opportunities coming his way with both hands.

John Wenham—the owner of the reputable Spurs podcast Lilywhite Rose—thinks Phillips should be ready for a Premier League loan next season after he returns from Blackburn. After back-to-back loan spells in the Championship, he wants the Tottenham youngster to test himself in the English top flight.

Phillips is taking impressive strides into senior football, and the fact that he had to patiently wait for his opportunities in the opening months of the season will allow him to develop in different facets of being a professional football player.

New Stoke boss Narcis Pelach has given the Manchester-born talent great confidence since replacing Steven Schumacher in mid-September. Under Pelach, the Potters are comparatively doing well and Phillips has been one of the key players in their resurgence. He started against his former employers Blackburn in midweek, helping his team keep a clean sheet in the 2-0 away success.

This was the teenager’s fourth successive start for the Championship outfit, and with every passing game, Phillips is gaining the trust of Pelach. Should the Stoke loan go well, the bosses at the Hotspur Way must consider sending the central defender on loan to a Premier League club next season.

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Exposing Phillips to top-level football is essential and a temporary switch to a Premier League side—a mid-table or promoted—before integrating him into the Spurs side would not be a bad idea.

Tottenham’s unpredictable start to the season has left them in 7th place in both the Premier League and Champions League, with injuries to seven key players influencing their struggles. Richarlison, sidelined by injuries himself, has missed five league matches and most Europa League fixtures, forcing manager Ange Postecoglou to consider other options for his forward line. The club will have to make a crucial decision regarding Richarlison’s future, as his recurring injuries raise concerns over his reliability moving forward.

Richarlison seemed to have regained form and fitness, especially after assisting Dominic Solanke in Spurs’ recent 4-1 win over Aston Villa. However, his progress was short-lived, as a hamstring injury ruled him out of the mid-week Europa League game against Galatasaray. Ange Postecoglou confirmed the setback, adding to his frustration as Spurs prepare for Sunday’s match against Ipswich Town without the Brazilian forward.

What does the future hold for the Brazilian?

Richarlison’s ongoing injury troubles highlight a growing challenge for Ange Postecoglou, who relies on a fit, dynamic squad to execute his high-intensity style. A £60 million signing, Richarlison was expected to be a consistent force at Tottenham, but his repeated absences leave a void in Postecoglou’s plans. For the Lilywhites, this raises questions about his long-term reliability and suitability for their current system.

Commenting via Youtube on the ex-Everton star, Postecoglou said:

“He was very disappointed. I think I said in the lead up, we tried to take a different approach, he worked awfully hard on his rehab but also his general fitness.”

“I’m reticent to put [a time on] it but he’ll be out for a significant amount of time. It’s a significant hamstring injury.”

With Richarlison approaching 28 and struggling to make a significant impact even when fit, Tottenham may soon face a tough decision on his future. Given the high expectations from his £60 million transfer, the club might need to consider alternative options to strengthen their forward line, especially as Postecoglou’s system demands consistent and impactful performances.

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