Udinese heaped more pressure on AC Milan boss Stefano Pioli with a 1-0 win at the San Siro for their first Serie A victory this season.
Roberto Pereyra’s penalty just after the hour proved decisive as the Rossoneri slumped to a second successive home defeat and saw their winless run extend to four matches in all competitions.
AC Milan now find themselves in a fight to stay in the top four heading towards the international break – with Pioli facing more questions on his future.
Udinese created an early opening when Jordan Zemura cut the ball back and it was not cleared properly, but Pereyra could only fire his shot over the bar from 15 yards.
Zemura was involved again when he sent a pass across the face of the Milan goal following a free-kick, but no-one was able to get a telling touch.
The Rossoneri, missing Theo Hernandez through an ankle problem, finally showed some signs of life when Rade Krunic headed wide from a corner and then Davide Calabria had his shot beaten away by Udinese keeper Marco Silvestri.
American midfielder Yunus Musah again tested Silvestri with a fierce drive.
Alessandro Florenzi was unfortunate not to be rewarded for a fine piece of individual skill when he took a pass from Rafael Leao and spun around on to goal, but could not find a finish.
AC Milan made a couple of changes for the second half as Yacine Adli replaced Krunic and Swiss forward Noah Okafor came on for Luka Jovic, who looked to have picked up an injury.
Udinese wasted another chance to break the deadlock when a corner was flicked on to the back post, where defender Christian Kabasele lashed it over from close range.
The hosts then broke quickly as Okafor was sent clear, but his chipped effort over the on-rushing Silvestri dropped wide.
On the hour, Udinese were awarded a penalty when Festy Ebosele went down as he got in between Tijjani Reijnders and Yacine Adli, which was backed up by a VAR review.
Pereyra kept his cool to send Milan keeper Mike Maignan the wrong way as he rolled the ball into the bottom right corner.
Pioli made another change to try to spark his Milan side, with fit-again midfielder Ruben Loftus-Cheek coming on for a first appearance since the end of September.
It was Udinese, though, who then almost grabbed a second when Isaac Success’ downward header from a corner was palmed away by Maignan.
Milan pushed for an equaliser, with Rafael Leao threatening down the left before Florenzi lashed a shot high over the crossbar when a corner was cleared out to the edge of the box.
In the 89th minute, a deep cross from the left by Leao found Olivier Giroud, who diverted the ball towards the top corner off his shoulder, but Silvestri made a superb save at full stretch.
Silvestri tipped away a rising drive from Florenzi and Leao flashed a 20-yard drive just wide as Milan pressed in during seven minutes of stoppage time.
There was, though, to be no late reprieve as boos rang out from the disgruntled home fans at the final whistle while Udinese joyously celebrated a memorable first win under new manager Gabriele Cioffi.
Dewsbury-Hall: Maresca will surprise people at Chelsea
Kiernan Dewsbury-Hall believes new Chelsea manager Enzo Maresca will "surprise a lot of people" when they watch the Blues this season.
The Italian led Leicester City straight back to the Premier League as Championship winners in his only season in charge and succeeds Mauricio Pochettino at Stamford Bridge.
The Foxes topped the second division table with 98 points, with Dewsbury-Hall a key figure in his squad as he netted 12 goals and provided 14 assists last season – his best tally in a single campaign.
Dewsbury-Hall was also named Leicester's Player and Players' Player of the Year.
The midfielder made the switch to West London earlier this month for £30million and is confident that Maresca will have Chelsea challenging for trophies in no time.
"The manager was a big catalyst in wanting me to come," Dewsbury-Hall told BBC Sport.
"I knew from Leicester, a club that went down and had a lot of problems, how he managed to galvanise that if everyone manages to buy into the system.
"I genuinely think in a short space of time we can be pushing for minimum top four - but more than that.
"He may be unknown for a lot of people, but he is top, top level. He will surprise a lot of people."
Chelsea's pre-season got off to a frustrating start as they were held to a 2-2 draw by League One side Wrexham in Maresca's first game in charge on Wednesday.
Dewsbury-Hall did not play in that match but is training with the squad in the United States and could feature in their next outing against Celtic on Saturday.
The 25-year-old is confident the manager's tactics will come across soon, with the players buying into his style.
"We've only been doing it for two or three weeks, but the combination plays are really quick and tidy," he added.
"That's after two weeks. I remember he said to us at Leicester after six months or a year, there might be teething problems at the start, but it will improve.
"Within the first week at Leicester, I was convinced this was top, top level. I felt a bit stupid; I thought I knew a lot about football, but he was teaching me things on a daily basis that I didn't really know before. He has an aura, he can be strict, or gentle and soft - he has both sides.
"I am getting the same feedback here with the lads. They've bought into it here from minute one which is exciting. With a system and philosophy, you need everyone to buy in because, if they do, you can really achieve something."
Ederson slams reports of rift with Man City backup Ortega
Ederson has hit out at reports of a rift between himself and fellow Manchester City goalkeeper Stefan Ortega.
The Brazilian was substituted after suffering a fractured eye socket in City's penultimate game of the Premier League season, a vital 1-0 win over Tottenham.
Ortega replaced him and made a brilliant save to deny Son Heung-min as City maintained their slender lead over Arsenal at the top of the table, sealing an unprecedented fourth straight title by beating West Ham five days later.
Ortega was widely lauded for his role in that triumph, and an article published by The Athletic this week suggested Ederson took issue with that praise.
However, the goalkeeper – who missed the Copa America as a result of his injury – has now moved to shut down those suggestions with a post to his Instagram story.
"I would like to clarify that the note published by The Athletic yesterday, referring to my alleged dissatisfaction with a co-worker, is completely false," he wrote.
"The alleged day reported was, without a doubt, one of the most difficult days of my career, when I suffered a fracture that prevented me from playing in the final stretch of the season and, consequently, from representing my country in the Copa America.
"At the time of the injury, my only thought was to continue in the match, defending City in the fight for the title.
"But the emotion of the match would be greater than the reality and, inevitably, I would not be able to continue as I would have liked due to the damage it caused, completely blocking my field of vision. I remain focused on preparing for the season."
Ederson has been linked with a transfer in recent days, reportedly attracting interest from Saudi Pro League clubs.
Slot's Liverpool success will be measured by trophies, says McAllister
Gary McAllister says Arne Slot must be prepared to aim high by targeting trophies if he is to be successful with Liverpool.
The Dutchman is set to begin his first season in charge of the Reds after being appointed as Jurgen Klopp's successor in May.
Liverpool enjoyed a trophy-laden spell under the German, winning their first-ever Premier League title, as well as a Champions League, a Club World Cup, a Super Cup, an FA Cup and two EFL Cups.
However, Slot was no stranger to success while at Feyenoord, leading the team to the Eredivisie title in 2022-23 before lifting the KNVB Cup in April during his final season with the club.
McAllister, who won five trophies in the two years he spent at Liverpool, says Slot's success will be determined by the silverware he collects.
"Liverpool is a club that's synonymous with winning, and when you don't win you fail," McAllister told Stats Perform.
"When there's a new management team, you're given a little bit more time, but the facts are Liverpool's target, I felt, and as a player that played against them for most of his career, the targets that Liverpool set, you go into every tournament looking to win it.
"You try to win every game and that's the expectation of the club and that's what makes it a very special club."
Klopp spent nine years at Liverpool, breaking club records as his team pushed for trophies on a regular basis.
The Reds enjoyed a club-record 68-match unbeaten run at Anfield over nearly four years in the Premier League between April 2017 and January 2021.
Klopp also oversaw three of the four most prolific seasons in Liverpool's history, including the club-record total of 147 goals scored in 2021-22.
Slot has admitted he has "big shoes to fill", but McAllister believes the 45-year-old will be able to live up to the high expectations left behind by Klopp.
"Arne arriving at the club, following Klopp, realising that it's such a difficult job anyway, but to follow somebody who's done particularly well at the club over an eight, nine-year period is going to be tough, and I don't think the new manager is under any illusions," he added.
"What I would say is he's a man that seems to be a very strong character, good personality, and he's just got to come in and be his own man and trust what he does.
"He's done very well in his previous managerial career and coming to Liverpool I feel is a natural progression in the levels of the game that he's worked at.
"So, everybody at the club will be deeply backing him and be right behind him, he'll have amazing support."
Liverpool's first pre-season game under Slot ended in a 1-0 defeat to Preston North End last week before the players flew out to the United States for a three-game tour.
They are also only one of two Premier League clubs yet to conduct any business in the transfer window so far, but McAllister urged fans to be patient with Slot while he gets settled in his new role.
"Whenever there's a change at a club, I think the fans have got to realise that it does take time for a new manager, a new coaching group to come in and get their ideas over to the players," he said.
"There's got to be a modicum of patience, but at Liverpool, expectation levels are very, very high and sometimes, in professional soccer, in elite soccer, patience is something that most managers don't get.
"As much as the fans have got to be aware that everything is new and there are new ideas, Arne and the players will want to get off to a quick start.
"I feel that this pre-season tour is going to help them start the season against Ipswich Town very strongly. I feel the games that they've got here in the US, here in Pittsburgh against Betis, and then we go to play Arsenal and Manchester United, the build-up is pretty good."
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