Tottenham need more departures this summer to fix a bloated squad while also bringing in some quality players to take on the challenge of Champions League football.
But what of those who left Spurs in the past 12 months? With a new head coach walking through the doors in the shape of Thomas Frank some might naturally wonder how those departed players of all ages might have performed under a different manager with different ideas and techniques.
It's time to take a look at how those 15 players who left the club in the past year have got on after heading out of the Hotspur Way exit. Many were big name stars, some among the most expensive Tottenham have ever bought, while others were long-serving stars and others academy prospects that just could not break through properly.
Let's start with the most expensive of them all and a player who divided opinion until the end.
Tanguy Ndombele
Tanguy Ndombele left his mark on Tottenham but not really in the way he would have liked, as the club's biggest ever flop after arriving from the now-relegated Lyon for a club record fee worth more than £60million in all. The Frenchman, who had all the talent in the world but not the other components to be a Premier League success, played just 91 times over half a decade at the north London outfit before having his contract mutually terminated last summer.
Nice signed him on a two-year contract and it was all going reasonably well in the first half of his season back in France with 25 appearances, scoring twice and laying on two assists across 1,407 minutes of football.
Even during that time, as was the case for Ndombele at Spurs, little injuries caused him problems and he was constantly playing through muscle and hip problems and then in March came a nightmare sports hernia issue that ended his season prematurely. Now 28, Ndombele has just been pictured back in early pre-season training with Nice, who finished fourth in Ligue 1 last season and will now take their place in the Champions League qualifiers in early August.
Ndombele will be hoping to finally get his career back on track after showing some glimpses of that in the first half of last season back in his home country.
Giovani Lo Celso
Ndombele and Giovani Lo Celso did their utmost seemingly last season to prove that muscle problems were not just exclusive to those playing at Tottenham.
After returning to Real Betis, the Argentine enjoyed a great start to the season with goals in four consecutive La Liga games - five scored in total across those games. Then he missed much of October with a hamstring problem and then after a couple of months back in the team, including scoring in back-to-back La Liga games against Barcelona and Villarreal, Lo Celso, now 29-years-old, suffered an adductor injury.
Then another muscle injury, announced as "a moderate-grade injury to the middle third of the soleus muscle in his right leg" ensured he did not return to action until the final game in March.
Unlike Ndombele, Lo Celso did contribute in the final months of the season and helped Betis reach the final of the Europa Conference League but another muscle injury suffered the previous week restricted him to just the final five minutes of the 4-1 defeat, having missed the final La Liga game of the season.
In all, Lo Celso started just 15 La Liga games this season, playing 34 times across all competitions with nine goals and three assists and is yet to be name in an Argentina squad for their World Cup qualifiers this year due to those problems.
Emerson Royal
Keeping on the injury train and Emerson Royal is another who has had a season marred by a long-term injury as a calf problem kept him out at AC Milan from the end of January until May, when he was greeted by a line of team-mates slapping him on the back as he returned to training.
The Brazilian right-back had made the move from N17 last summer in a deal worth £12.6million plus add-ons but Emerson, now 26, struggled to impress either the supporters or the media and that injury reportedly scuppered attempts to sell him immediately in the January window after Milan signed Kyle Walker.
The England right-back has since gone back to Manchester City and Emerson returned for the final three games of the season, remaining on the bench for them all as Milan lost in the Italian Cup final to Bologna. He had won the Italian Super Cup midway through the season though so it was not a fruitless season despite that injury which restricted him to 26 appearances.
Troy Parrott
Troy Parrott was one of the biggest successes among the Tottenham departures last season after he joined AZ Alkmaar in a £6.7million deal with a 20% sell-on clause for the north London side.
The 23-year-old Republic of Ireland international hit 20 goals for the Dutch side last season across 47 matches and came up against his old team Spurs three times in the Europa League, causing them plenty of problems.
In that European competition Parrott racked up six goal involvements in 12 games and in the Eredivisie managed 16 goal involvements in 28 games. Parrott ended up as the joint third top scorer in the Dutch flight across the season.
"For me it just didn't happen [with Spurs]. I'm OK with that," Parrott said ahead of the quarter-final against his old side. "I look back with a smile. It's a place where I grew up. I moved away from home quite young, so when I went there I was in a phase of going from a kid to a teenager and then past that. It helped me become the person and player I am now, so I can only look back on that with good memories."
Pierre-Emile Hojbjerg
Pierre-Emile Hojbjerg is in this list even though he's on loan at Marseille and still registered to Spurs for another couple of days because he technically joined the Ligue 1 outfit with an obligation to buy.
The Dane, who will turn 30 this summer, played 32 times for Marseille, scoring three times and laying on four assists in a campaign in which the Ligue 1 side finished second behind PSG, albeit 19 points behind the Champions League winners. That still means Hojbjerg will be playing in that competition next season and could come up against his old side.
It was a campaign in which Hojbjerg captained Marseille on occasions and was also named the new skipper of his country. It's been a good year for the experienced midfielder and some might just wonder what might have happened if he did not have a permanent move lined up because the new Spurs boss Frank worked with Hojbjerg at youth level in the Danish international set-up and might just have had a place for him in his squad.
Oliver Skipp
One midfielder who did not enjoy such a happy season is Oliver Skipp. The 24-year-old only just managed to surpass the 24 matches he played for Spurs last season with 28 across all competitions for Leicester in his first year there, with just 10 Premier League starts.
Skipp left Spurs last summer after 18 years at the north London club and more than 100 first team appearances to join up with fellow academy product Harry Winks in a transfer that could eventually bring Tottenham more than £20million plus a sell-on clause.
The problem for Skipp was that while the manager who signed him, Steve Cooper, was keen on the midfielder, Ruud van Nistelrooy seemed less so across the campaign, preferring more physical midfielders as Leicester struggled for wins and were relegated from the Premier League.
That in itself could provide a restart for Skipp as he was excellent in the Championship in his last season in it with Norwich, playing an integral part of their title win that year so this coming campaign, five years on, could be the making of him at the Foxes.
Ryan Sessegnon
Everyone just wanted to see Ryan Sessegnon playing football again after years of hamstring injury hell and he pretty much managed that with 22 appearances, netting four times and providing two assists in his 16 Premier League games for Fulham.
One of those goals came against Tottenham in the defeat at Craven Cottage with a well-taken right-footed curling effort that brought no celebration.
"I spent five years at Spurs and I'm grateful for my time there. So that's why I didn't celebrate," the 24-year-old said after Sunday's game. "I'm feeling good, sharp and strong. I just want to play a little bit more. When I get the chances I want to prove I can play at this level."
When Tottenham decided not to take up the option of the additional year on his contract last summer, Sessegnon's return to Fulham meant that all of the club's arrivals in that now infamous 2019 window, including Ndombele, Lo Celso and even Jack Clarke went back to their previous side at some point after joining Spurs.
The most important thing for Sessegnon was that he had no injury woes to speak of and was either playing or on the bench for most of the season.
Joe Rodon
Joe Rodon had a year to remember for Leeds, helping them to the Championship title and missing only four minutes of football in the entire season in that competition.
After joining permanently as part of the deal that brought Archie Gray in the opposite direction to north London last summer, the Wales international played all 46 matches for the Elland Road outfit in the league and now he will return to the Premier League to show that's where he always believed he belonged.
The 27-year-old played a remarkable 4,136 minutes in the Championship last season, with just five yellow cards to his name despite being a tough-tackling centre-back.
Japhet Tanganga
For Japhet Tanganga, as it was with Sessegnon, there was a need to continue to show that he was free of the injuries that dogged his years at Tottenham.
Thankfully that was pretty much the case as Tanganga, now 26, played 43 times for Millwall last season, scoring twice, and helped them rise up the table as the season wore on to an eight-place finish.
As with Sessegnon, Spurs did not take up the option last summer to extend Japhet Tanganga's contract by its final year. Instead he signed on a free transfer for Millwall after impressing for the Championship side on loan last season.
It proved to be the right move with 3,823 minutes of football at a club where he looked very much at home. However, there has been plenty of interest in Tanganga from Premier League clubs and those abroad, so he could be on the move this summer.
Ivan Perisic
Ivan Perisic technically stopped being a Tottenham employee last summer, even if he had already joined Hajduk Split the previous January on loan until the end of his contract.
The Croatian's time at Spurs ended with that torn cruciate ligament and then his return to Croatia with Hajduk went in the wrong direction with the arrival of Gennaro Gattuso as the now 36-year-old's contract was mutually terminated.
That brought a move to add another new league in his remarkable career with a switch to Dutch side PSV Eindhoven and Perisic has not looked back with a brilliant second half to the season. He bagged 16 goals and 11 assists in 35 matches, including three goals in four Champions League knockout matches, including a goal at the Emirates Stadium.
From the mid-March until the end of the season there were only three games the experienced attacker didn't score in in the Eredivisie.
Eric Dier
Similar to Perisic, Eric Dier has been gone from Spurs for longer than a year but only officially left last summer after the option in his loan move to Bayern Munich was triggered in the second half of that season.
He wasn't always the first choice at the Bavarian giants in the first half of the season, but still played 28 times, with 21 of those in the Bundesliga as Bayern won the title and him a winner's medal, as he scored two twice and provided one assist.
The 31-year-old played all but four minutes of Bayern's Bundesliga matches from mid-February onwards and started in both legs of the Champions League quarter-final against Inter, scoring in the game in the San Siro.
In all Dier played 48 matches at Bayern and will now leave as a title winner for a new chapter at Monaco, where he has signed a three-year contract.
Jude Soonsup-Bell
Jude Soonsup-Bell struggled for game time after moving to Spanish second division side Cordoba in a deal that came with no fee but a 40% sell-on clause for Spurs instead.
The 21-year-old was handed a loan move to the Spanish third tier and Atletico Sanluqueno where he got more game time, with 13 appearances and one goal.
It remains to be seen what this summer holds for Soonsup-Bell, who will be remembered at Spurs after helping the development squad to the Premier League 2 title and play-off trophy in his final season.
Yago Santiago
Everything was going well in the Spanish second tier for Yago Santiago, another of the Premier League 2 title-winning squad, with the now 22-year-old enjoying a promising season at Elche with 20 appearances, scoring twice and registering three assists.
However, the winger then suffered a cruciate ligament injury in January and will be out for a considerable chunk of this year. He stopped by Hotspur Way during his recovery and spoke to the Tottenham staff, his old team-mates and current academy players.
Nile John
Another Premier League 2 title winner, Nile John made two appearances for Spurs after coming through the academy before leaving for Portugal with second tier side Feirense after spending eight years at Tottenham.
The 22-year-old midfielder was a regular performer in the league for his new side, playing 18 matches in Liga Portugal 2, scoring four times. However, he picked up a red card 11 minutes into added time in a 2-1 win in February at Pacos Ferreira, where ironically he made one of his two senior appearances for Tottenham.
John received a two-match ban for the incident, played in the following two games but then was suspended for the next eight games from March onwards which ended his season prematurely.
Charlie Sayers
Sayers departed Tottenham last summer after arriving from Southend in 2021. The centre-back was involved in the first team pre-season tour to South Korea three years ago before an eye injury and further injuries interrupted his progress and he was eventually released by the club.
Now 21, Sayers was signed up by Scottish Championship side Partick Thistle on a three-year deal. However, he only made eight appearances for his new Scottish side and parted ways with the club by mutual consent in January.
The defender returned to England and spent the final few months of last season in the National League with Woking, playing only the first 45 minutes of a match against Rochdale.