It should have been the transfer coup that at the very least cemented Tottenham Hotspur's place inside the top four for another season.
But the north London side's record signing of Tanguy Ndombele from Lyon for an initial £54million has caused huge headaches for the club and the midfielder.
Just 14 months on from joining under Mauricio Pochettino's reign, the 23-year-old now finds himself unwanted under the new management of Jose Mourinho.
Tanguy Ndombele's first season at Tottenham Hotspur has been a huge disappointment
The midfielder was all smiles after arriving at White Hart Lane in the summer of 2019
Fans hoped for big things from the France star following his club record £54million arrival
It was a signing that left fans excited about the upcoming season for the then Champions League finalists.
But how has the relationship between Ndombele and Spurs gone sour so quickly?
Tottenham did not look settled throughout last season, and that was evident as early as the opening day of the season where they laboured to a 3-1 victory over Aston Villa.
Spurs trailed against the Premier League new boys for much of the game until Ndombele rifled home on his debut for an equaliser with just 17 minutes to play before two late Harry Kane goals secured victory.
Ndombele got off to a good start by scoring on his debut against Aston Villa in a 3-1 victory
Ndombele had not played particularly badly, and his goal at least ensured he played a vital role in Tottenham's comeback. However, more was expected overall in his performance in terms of his impact from midfield.
Throughout the early season, the France international remained part of Pochettino's first team.
In bursts he looked confident on the ball, being able to charge past defenders and play intelligent passes to team-mates in attacking areas.
But alarm bells were soon sounding over his inability to complete 90 minutes. Only in a 2-2 draw at Manchester City in August did he complete a full Premier League match under Pochettino before the Argentine was sacked shortly after a 1-1 stalemate with Sheffield United in November.
But he struggled to finish 90 minutes even when playing regularly under Mauricio Pochettino
Even in the last few weeks of Pochettino's reign there had been concerns over Ndombele's fitness and his struggles to cope with the physical demands expected of him.
He was was not about to get a reprieve under new manager Mourinho.
For the rest of the campaign he only started six games, none of them coming following lockdown, as slight concerns turned into huge doubts over his first-team place.
Boxing Day was the first public sign that all was not well with his standing at the club when Mourinho admitted the midfielder had ruled himself out of a clash against Brighton due to fears over aggravating a muscular injury.
The midfielder has since failed to gel with Pochettino's replacement, Jose Mourinho
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The midfielder has quickly fallen out of favour at White Hart Lane under the Portuguese boss
'I cannot say that he’s injured. I can say that yesterday he told me he was not feeling in conditions to play the game', Mourinho said.
'Not based on injury, based on fears of the previous injuries that he’s had since the beginning of the season. Two or three or four muscular injuries.'