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James Maddison has finally returned to training on the grass at Hotspur Way, but he's still far from making his return to the pitch
James Maddison will join Jamie Carragher on Monday Night Football this evening. The Tottenham Hotspur midfielder, who's currently sidelined with an anterior cruciate ligament injury, will join the Liverpool legend in previewing Manchester United's clash against Wolves.
The duo will also react to the weekend's action after the Premier League title race took another twist. Aston Villa stormed past Arsenal, Manchester City smashed Sunderland, the Lilywhites defeated Brentford, and Leeds United came from behind to salvage a point against Liverpool.
Maddison and Carragher are also expected to comment on Mohamed Salah's explosive interview. Sky Sports will begin coverage from 6.30pm on Sky Sports Premier League and Sky Sports Main Event ahead of kick-off at 8pm.
So, with that being said, football.london has rounded up everything you need to know about Maddison, on and off the pitch.
Maddison gets back on the grass
Maddison missed the end of last season with a knee injury, which he suffered during a win over Bodo/Glimt in the Europa League semi-final first leg. Shortly after Tottenham confirmed their place in the final against United, the England international broke his silence on social media to confirm the bad news.
Ahead of his appearance on Monday Night Football, the 29-year-old midfielder was spotted training on the grass at Hotspur Way with a member of the sports science staff. Maddison then headed over to the group, squeezing in a few light touches of the ball before he embraced Thomas Frank.
He then shared a couple of words with his teammates. football.london understands that Maddison hopes to be back on the pitch before the end of the season, but he doesn't want to risk aggravating the problem.
Speaking to reporters ahead of Tottenham's clash against Slavia Praha in the UEFA Champions League, Frank provided an update on the playmaker. The Dane said: "It's very early stages.
"It's still a long-term injury, so it's good to see him out there, but very early stages. There's no specific time frame. It'll be a long time, unfortunately, before he's available."
Maddison launches his own YouTube channel
Maddison launched his own YouTube channel in August 2025, and, at the time of writing, he's got just under 100,000 subscribers. The Tottenham midfielder has uploaded three videos, raking in almost two million views.
He began by documenting pre-season training before opening up on the first weeks of his knee rehabilitation programme. Maddison also collaborated with Morgan Burtwistle, commonly known as AngryGinge, who just won I'm A Celebrity Get Me Out Of Here, when Spurs locked horns with United.
Maddison builds his very own 'five-a-side' team
During Maddison's spell on the sidelines, is partner, Kennedy Alexa, gave birth to twins. They started dating in 2020 before having their first child, Leo, the following year.
Maddison and his other half had twins – Delilah and Rome – shortly after he joined Tottenham in the summer of 2023. Then, in November 2025, Kennedy gave birth to another set of twins, Jensen and Frankie.
The Spurs star announced the heart-warming news on social media. Captioning a picture of his children on Instagram, Maddison wrote: "Jensen & Frankie Maddison. 30.10.25. Five a side team complete. You’re a superwoman @kennedyalexa."
Maddison has always been a family man. Speaking to the club website a couple of years ago, he said: "My family is everything, and I can’t wait to have my family at the games at our unbelievable stadium.
"My mum and dad have been with me from the start, my little brother Ben... family is everything," added Maddison, who also loves his dogs. "Diego and Denzel. It’s little and large.
"Diego is a little French bulldog, and Denzel is a protection Cane Corso. One is 6kg, the other’s 66kg! Who doesn’t love dogs? Dogs are one of the best things; they just love you no matter what, whatever day you are having."
Maddison opens up about ' ridiculous' Casino controversy
In October 2019, Maddison was pictured at a poker table in a casino on the night England lost to the Czech Republic. The midfielder was called-up for the game – only to leave the squad three days before the match, having contracted the flu.
Three years later, Maddison described the fallout 'ridiculous'. He said: "I thought that might get brought up and I'm actually glad you asked because people forget I was actually capped by Gareth Southgate and called up after the casino incident and it wasn't a big deal at the time for Gareth.
"It got blown out of proportion and some of it was ridiculous for what actually happened but that's in the past. I don't want to go into the details because we know in-house what it was and it wasn't a big deal then.
"Like I said, I was actually capped after that incident so people who often say [things about the casino incident] are looking for an excuse for me why I'm not in the squad but that's not the case to be honest.
"We had already spoken about it, put it to bed, and I was called up and capped after that. That was never a concern. That was more outside noise from you lot, I think.
"Anyone who knows me, the type of person I am and how I am as a player, I always try and carry myself with respect, very professional and stuff. I don't feel like I'm misunderstood.
"Sitting here today, 25-year-old James Maddison who is a father would probably say to 20-year-old James Maddison: 'Probably not the best idea to do that.'
"But that's all part of learning and all part of getting experience. That's probably why I'm thicker-skinned and more experienced to talk to you now because of little things that have happened in the past."
Maddison net worth
Maddison is said to be one of the biggest earners at Tottenham. According to Salary Sport, he earns £147,000-per-week and has a net worth of just over £50m.
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