Liverpool left-back Kostas Tsimikas is set to be out of action for around six weeks - a similar timeframe to the injured Diogo Jota - with the Reds set to face someone they tracked in the same position this summer ahead of the Greek's arrival.
Tsimikas has a knee problem that is keeping him out, meaning the 24-year-old's Premier League bow is unlikely to come before February.
All three of Liverpool's summer signings, in fact, are currently out injured, with Thiago Alcantara also not expected to be back until the New Year, in addition to Jota and the ex-Olympiacos man.
Had Liverpool not bought Tsimikas, though, they had also looked at the prospect of bringing in Sergio Reguilon from Real Madrid after he spent an impressive season on loan at Sevilla last season.
Real Madrid wanted around £27million for the Spanish left-back, a figure that Liverpool were not prepared to pay, given they also walked away from a deal to sign Jamal Lewis from Norwich City, who would not budge on their £20m valuation of him.
Instead, Reguilon moved to Tottenham, who were prepared to pay such a price, and have since reaped the benefits of doing so.
On the Behind Enemy Lines podcast, Football.London's Spurs reporter Alasdair Gold said: "He has been absolutely superb, and from what I understand, Tottenham weren't looking to buy a left-back this summer.
"But they had always kept an eye on Reguilon and when it became apparent he was available at a decent price, albeit with a buy-back clause, they didn't hesitate.
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"They have been proven right because he has taken to the Premier League like a duck to water. He is a flying full-back but he is also very, very good in defence.
"He is only 23 but he is very capable of dealing with the pace and physicality of the Premier League.
"It will be interesting to see how he gets on against Liverpool because after a flying start, getting a couple of assists, in recent games, certainly against the bigger sides, he and Serge Aurier have played a more withdrawn role.
"There was a match a couple of weeks back where Jose Mourinho was shouting at Reguilon because he had gone on a run and lost the ball.
"But he is a superb player and him up against Trent Alexander-Arnold, those two young full-backs up against each other, that will be a fascinating duel."
Liverpool would have signed a quality option had they pursued Reguilon, but would also have had a player who would have been too good to simply be back-up to Andy Robertson.
Kostas Tsimikas is expected to challenge Robertson once fit, but there is no doubt that of the shortlist of four players - the Greek, plus Reguilon, Lewis and Bournemouth's Lloyd Kelly - Reguilon was the most advanced in his development.
So far this season, he has already proven that, instantly becoming the first-choice option on the left side for Mourinho, ahead of Wales international Ben Davies.
Reguilon could, had he been the player that Liverpool ultimately chose, have been lining up against Tottenham on Wednesday night.
But given how well he has started at Tottenham, the Spaniard will not have any regrets so far.
