Milan director Paolo Maldini is eager to learn from past mistakes by tying down Theo Hernandez, Rafael Leao and Ismael Bennacer to new deals.
The trio, who have been regulars for Stefano Pioli's Scudetto-chasing side this term, are under contract at San Siro until the end of the 2023-24 campaign.
However, Milan have learned the hard way about the risks associated with allowing players to run down their contracts in recent times.
Gianluigi Donnarumma and Hakan Calhanoglu departed on free transfers ahead of this season, with the latter joining Milan's fierce rivals Inter.
The Rossoneri also risk losing Franck Kessie without receiving a fee at the end of the campaign, but Maldini is hopeful that will soon be a thing of the past.
"It's not always easy to reach an agreement with players, as we have seen with Donnarumma, Kessie and Calhanoglu " Maldini told reporters on Saturday.
"But talks are well underway with Theo, as they are with Ismael, and we are talking to Rafa. The intention is to renew with all three soon."
Bennacer has featured in 24 of Milan's 26 matches this season, while Hernandez and Leao have been used 21 and 20 times respectively in all competitions.
Leao has five goals and one assist in Serie A this term and ranks third in the division for both dribbles attempted (69) and dribbles completed (37).
Hernandez leads the way for assists among defenders in the Italian top flight this season with five, meanwhile, and Bennacer ranks fifth for successful passes per 90 minutes (66.41) among players to have started at least seven times.
Maldini, speaking at the Associazione Italiana Milan Clubs event, added: "These are all young players and we naturally believe they can continue to offer Milan a great deal."
Klopp confirms Liverpool intend to spend at the end of shaky season
Liverpool will be looking to spend at the end of the season as Jurgen Klopp plans to rebuild the faltering Premier League giants.
After finishing second on 92 points in the league and reaching three cup finals last season, winning two, the Merseysiders have fallen from grace in this campaign, currently in sixth place and out of all other competitions.
Liverpool have been linked with moves for Borussia Dortmund's Jude Bellingham and Chelsea's Mason Mount among others, with the England pair anticipated to cost up to £200million between them.
Speaking ahead of his team's trip to Manchester City, Klopp was not willing to go into specifics, but did outline the club's intention to be active when the transfer market reopens at the end of the season.
"I will not answer the question [about potentially spending nine figures on one player] because we never speak about these kind of things," the Reds manager said.
"We will spend in the summer, that's what I can say, definitely. For who and how many and stuff like this, there is nothing to say about that really."
Klopp is in the process of trying to create his next team at Anfield, having brought in Ibrahima Konate, Luis Diaz, Darwin Nunez and Cody Gakpo in the last two years, but with ageing stars – particularly in midfield – recognises the need for more work.
"It's clear after a specific amount of time that you need to shuffle things and kind of start anew. That is completely normal," he added.
"It's just rare nowadays that it happens with the same manager because people realise when you sack a manager and bring in a new manager, things change and you readjust the squad.
"After seven years it was clear that we have to do it. There is a moment when you have to make changes.
"We are not where we want to be, where we should be and where we have to be."
Rumour Has It: Arsenal, Man Utd and PSG headline Tchouameni suitors
Arsenal, Manchester United and Paris Saint-Germain are among the heavy hitters with reported interest in out-of-favour Real Madrid midfielder Aurelien Tchouameni.
Tchouameni arrived in Madrid last July from Monaco for a €100million fee, but has started just 15 of 26 LaLiga fixtures this term, and played only a combined six minutes in their two-legged Champions League clash with Liverpool, whom he reportedly turned down to move to the Santiago Bernabeu.
The defensive midfielder has found himself behind 20-year-old Eduardo Camavinga for Madrid's most crucial contests, also only making brief substitute appearances in both meetings with Barcelona in March.
Tchouameni, who has made 23 senior appearances and scored two international goals for France, still has plenty of time to turn himself into the impact player Madrid envisioned, but the club are reportedly weighing up if they could cash in and use the resources elsewhere.
TOP STORY – EUROPE'S ELITE KEEP A CLOSE EYE ON TCHOUAMENI
According to El Nacional, Madrid are not happy with such an expensive signing only being used sparingly in a rotation role, and will consider any bid in the next transfer window starting at €70m (£61.5m).
The report names Arsenal, United, Paris Saint-Germain, Liverpool and Chelsea as Tchouameni's "admirers", with the Premier League clubs in particular having all been in the market recently for help in central midfield.
Tchouameni could even cost less than breakout Brighton and Hove Albion star Moises Caicedo, and significantly less than Borussia Dortmund talent Jude Bellingham, adding another key name into the mix for midfielder-hungry clubs this offseason.
ROUND-UP
– According to Calciomercato, Liverpool are considering a move for Brighton's Caicedo if their pursuit of Bellingham is unsuccessful.
– Football Insider is reporting that Chelsea are hoping to receive £100m in return for midfield duo Mason Mount and Mateo Kovacic in an effort to balance the books after lavish spending.
– Chelsea's Kai Havertz has interest in reuniting with former boss Thomas Tuchel at Bayern Munich, and that interest is mutual according to 90min.
– Fichajes is reporting that Roma may swoop for 32-year-old United goalkeeper David de Gea if he does not sign a new contract to stay in the Premier League.
– According to Mundo Deportivo, PSG have told Lionel Messi they will pay whatever is necessary to retain his services amid heavy interest from Barcelona and Inter Miami.
Sinner snaps Alcaraz's win streak, books Miami Open final against Medvedev
Jannik Sinner is through to the Miami Open decider after eliminating world number one Carlos Alcaraz 6-7 (4-7) 6-4 6-2 in Friday's semi-final.
Sinner, 21, has enjoyed a terrific start to 2023. Since the beginning of the Australian Open, the Italian has only lost three matches – to Stefanos Tsitsipas, Daniil Medvedev and Alcaraz.
He avenged his defeat to Tsitsipas with a straight sets win at the Rotterdam Open, and he has now got one back on Alcaraz after their three-hour war of attrition.
Both players created exactly 12 break point opportunities, and Sinner's 26 unforced errors were only one less than Alcaraz's 27, but the Spanish 19-year-old committed an uncharacteristic nine double faults. The loss snapped Alcaraz's 10-match winning streak.
The victory gives Sinner his second appearance in the Miami Open final after losing the 2021 edition to Hubert Hurkacz, and he now joins Rafael Nadal and Novak Djokovic as the only players to ever reach the final here twice before turning 22.
Sinner will get a chance to avenge his only other loss this year in the final after Daniil Medvedev booked his spot with a 7-6 (7-5) 3-6 6-3 victory over Russian compatriot Karen Khachanov.
Incredibly, Khachanov lost despite hitting 53 winners and only 11 unforced errors, and he ended up edging the total point count 93-88, but he could only convert two of his six break point opportunities, while Medvedev converted two out of four.
The win means Medvedev is the first player since Roger Federer in 2019 to reach the final of both the Indian Wells Open and the Miami Open in the same season, and he is the first since Federer in 2006 to reach five ATP finals before the clay court season begins.
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