Simon Jordan has questioned whether Sir Alex Ferguson would be as successful in the modern era.
Ferguson's Manchester United side were a dominating force in English football for over 20 years, masterminding their way to 13 Premier League titles.
However, since Ferguson's departure, the club have struggled to replicate the Scotsman's former triumphs.
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Local rivals Manchester City have since asserted their authority, winning five titles since United last lifted the trophy. Meanwhile Chelsea, Liverpool and Leicester have all won the league in recent years.
Erik ten Hag delivered the Red Devils' first piece of silverware in over five years in February, beating Newcastle 2-0 to win the Carabao Cup.
However, Jordan reckons Ferguson would have struggled in today's age, believing it to be a far more competitive division.
Jordan questions Sir Alex Ferguson
Speaking after Ferguson and Arsene Wenger were inducted into the Premier League hall of fame, Jordan questioned whether Ferguson's legacy would stand the test of time.
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Jordan told talkSPORT: "When Ferguson and Wenger were in their pomp, who was really really pushing them economically and football wise?"
"When you look at the landscape now - you've got Manchester City, Chelsea and Liverpool in the mix. You could see any one of those winning a Premier League.
"Whereas back in the day, it was a little bit more Manchester united and Arsenal.
"You do wonder, if Sir Alex Ferguson was in charge now, would he win 13 Premier League titles?"
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Speaking at the Premier League hall of fame awards, Ferguson was 'honoured' to become the first manager to be inducted into the hall of fame, attributing his success to the 'bond' he had with the club.
"It's an honour when you receive recognition like this," he said. "However, it's not just about me as a person.
"It's about the job at Manchester United and the bond we had over many years, so I'm also proud for the club, the staff and my players.
"My job was to send the fans home happy. United's history and my own expectations were the things that drove me."
Topics: Sir Alex Ferguson, Manchester United, Arsene Wenger, Simon Jordan, Football, Premier League