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Chelsea could fall foul of breaching Financial Fair Play rules - unless they raise at least £100million by selling homegrown stars.
The Blues have forked out over £1billion under their new owners since the summer of July 2022, where they have twice broken the British transfer record.
Chelsea could be in danger of breaching FFP rules - unless they make over £100m in player salesCredit: GettyBut despite selling Kai Havertz to Arsenal for £65m, Mason Mount to Manchester United for an initial £55m and Mateo Kovacic to Manchester City for up to £30m, they remain in danger of punishment.
Mauricio Pochettino's side are already being investigated by the Premier League over FFP breaches under Roman Abramovich's stewardship.
And their recent transfer activity could see them penalised ever further if they have broken Profit and Sustainability rules, with the club not allowed to make a loss of more than £105m over a three-year period.
Speaking on Jim White and Alex Crook's deadline day show, FFP expert and financial adviser Stefan Borson has declared that skipper Reece James and fellow Cobham graduate Conor Gallagher may have to be sold.
He said: "We all know that the pure profits that you get from selling your youngsters off have no book value.
"So fine, but clearly to sell off your captain [James] and near ever-present player [Gallagher] to your local rivals [Tottenham] was an unusual situation.
"When we looked at that at the start of the window, we were thinking, 'What's going on there?'
"It's not a big surprise that of all the people that didn't bite at £50m-£80m, that [Spurs chairman] Daniel Levy sort of paused and said, 'I'll wait and see what happens thank you.'
Blues skipper James could be sacrificed by the club to avoid falling foul of FFPCredit: Getty His fellow academy graduate Gallagher is another that may have be soldCredit: Getty"Because he knows that within the Premier League - particularly teams like Spurs - they understand Chelsea's predicament when it comes to PSR Financial Fair Play for this season.
"And they will take advantage of that, and that's what you've seen with [Armando] Broja, they talked about £50m-£60m at the start of the window.
"And he ends up going [to Fulham] for potentially zero - the loan fee might be zero if he plays every game."
He continued: "In my mind, there's certainly trouble on the horizon, and they will certainly fail FFP for the current season.
"Unless - and it seems to be very unlikely - that by June 30 this year they sell well over £100m of players.
"But the window they can now do that is going to be very small, because the season is going to finish and we've got the Euros.
"So if you look at someone like Gallagher, he's going to be in the Euros from June 14, so if they want to ship him before June 30, they've got to move very quickly.
"And again, the likely buyers are going to know that Chelsea need to sell players."
Chelsea co-owner Todd Boehly has splashed the cash since taking over in 2022Credit: GettyHe continued: "I have lots of people telling me, 'You sell Gallagher for £60m, Broja for £40m, James for £30m,' but there's no buyers.
"There's no money in the game at the moment, and the Premier League [clubs] are not stupid, they're not going to bite on these crazy prices for players they don't rate that highly, and where they know that Chelsea are over a barrel."