Jack Grealish’s career could have panned out very differently had Tottenham not haggled so much with Aston Villa three years ago.
Spurs were determined to sign the playmaker back in 2018 when Villa were still stuck in the Championship.
The England international was still just a 22-year-old at the time, and Tottenham were an established Champions League side.
The move was believed to appeal to Grealish, where he would have teamed up with Harry Kane and played under Mauricio Pochettino.
Tottenham even went on to reach the Champions League final that season, and Grealish could have perhaps made the difference.
Spurs ultimately refused to pay Grealish’s £30m asking price in the summer of 2018.
Daniel Levy had gone up to £25m, but Villa were not prepared to let their young talent and academy product leave on the cheap.
The decision to step away from a potential deal will surely be one that Spurs now regret.
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Grealish has gone on to prove his quality and huge potential at Villa Park.
He helped Dean Smith’s side gain promotion via the play-offs in 2019, and the England international has gone from strength to strength since.
Gareth Southgate took the 25-year-old to Euro 2020 where he shone in a bit-part role on route to the final.
Kane and Grealish, unfortunately, missed out on silverware with The Three Lions.
And in a real possible blow for Tottenham, they could end up without either player for the 2021/22 season.
Manchester City’s £100m bid for Grealish is expected to be accepted, and they will then turn their attention back to signing Kane from Spurs.
With Tottenham unable to offer their star striker any better than Europa Conference League football, it could be time for the England hitman to walk away – if Levy lets him.
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