Matty Kennedy scored a late winner as Kilmarnock inflicted a second defeat on Celtic this season.
The Hoops started in dominant fashion in Ayrshire as they looked to avenge their Viaplay Cup loss and Matt O’Riley gave them a 33rd-minute lead with his ninth goal of the season from close range.
However, Killie came very close either side of the goal and they were eventually rewarded for their improvement when Nat Phillips turned Brad Lyons’ cross into his own net in the 75th minute.
Danny Armstrong then slipped Kennedy through as Killie counter-attacked down the right-hand side and the winger’s effort went in off Joe Hart.
Brendan Rodgers had suffered his first domestic cup defeat as Celtic manager at Rugby Park in August and the latest loss on the artificial surface was the first cinch Premiership defeat of his second spell in charge. It leaves Celtic five points ahead of Rangers but with one more game played.
Phillips started after Cameron Carter-Vickers failed to shake off a hamstring concern, but Rodgers otherwise retained the team that began Wednesday’s 4-1 win over Hibernian. That meant starts for Tomoki Iwata, Mikey Johnston and Oh Hyeon-gyu.
Rodgers had told Johnston he had to “do more” following the midweek game. Johnston had a hand in the first goal and could have had an assist but for Oh’s poor finishing, however the winger’s delivery was erratic during his 70 minutes on the park.
Lyons and Liam Donnelly brushed off knocks to start for Killie, who were pinned into their defensive third for the first 10 minutes. O’Riley had two shots stopped, Callum McGregor’s low cross just evaded Johnston and Oh had a header saved.
Celtic continued to create chances. Oh volleyed over after Liam Scales’ ball over the top and the South Korean should have converted Johnston’s low cross before Luis Palma hit the post from a tight angle.
Killie should also have scored from their first chance. Lyons’ cross found Armstrong at the back post but the winger hit the junction of post and bar from six yards.
Celtic were ahead within a minute. McGregor took three players out the game when he turned on to his right foot 20 yards out and forced Will Dennis down to his left with a shot. The goalkeeper could only parry and O’Riley was on hand to convert the rebound.
The action continued as Celtic survived a double chance moments later. Hart got down well to deny Armstrong and Alistair Johnston threw himself at Corrie Ndaba’s follow-up to block what looked a certain goal.
The opening stages of the second half were as one-sided as the first but this time in the home team’s favour. Hart denied Ndaba and Robbie Deas headed just wide amid sustained aerial pressure before the Celtic goalkeeper got down to clutch Armstrong’s curling effort.
O’Riley and Palma threatened after Celtic counter-attacks as the incessant rain got heavier and Kilmarnock appeared to have lost their cutting edge but they took a major lift from the equaliser.
Stuart Findlay had an effort saved after another ball into the box and substitute Marley Watkins scooped just over from a better chance, before Kennedy found the net in the 87th minute.
Celtic brought on Kyogo Furuhashi and Dennis pulled off an excellent stop from the Japan striker 90 seconds after Kennedy’s goal.
The home fans howled with derision when the fourth official signalled there would be eight minutes of stoppage time but Killie comfortably saw them out.
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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