Ahead of the 2021/22 season, Southampton moved decisively in the market after a disappointing 15th-place finish the year before.
Tino Livramento, Adam Armstrong, Romain Perraud and Lyanco arrived, alongside Theo Walcott on a free and Armando Broja on loan, as Ralph Hasenhuttl sought to refresh his squad.
Yet the departure of Danny Ings to Aston Villa left a clear void in attack, while Mario Lemina’s exit weakened the midfield steel that had underpinned their game.
Still, it was the sale of Jannik Vestergaard to Leicester City that drew the most scrutiny at the time.
The towering Dane joined the Foxes for around £14 million in the summer of 2021, having made 79 appearances for Southampton following his £18 million move from Borussia Monchengladbach three years earlier. With his contract running down, Saints cashed in.
At Leicester, Vestergaard struggled to establish himself. Despite early promise, he fell out of favour under Brendan Rodgers, making just ten league appearances that season.
Matters worsened dramatically the following year, as both Leicester and Southampton suffered relegation, with the defender failing to play a single league minute.
His frustration was laid bare when he said: “I think my situation at Leicester is in many ways very similar to what (Daniel) Agger experienced at Liverpool.”
Ultimately, while no party truly benefited, Southampton’s decision to sell appears, in hindsight, the wiser call.