Shearer scored the most goals in a Premier League season, 34 for Blackburn in 1994/95, a glorious campaign for Rovers as Sherwood and his Ewood Park colleagues lifted the illustrious trophy.
Andrew Cole also achieved the feat in the preceding season, 1993/94, with Newcastle United.
Sherwood believes Haaland – a player he rates highly - is firmly on course to break that record, if he stays fit.
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He said: “Haaland’s already gone ahead of Golden Boot winners, Son Heung-min and Mo Salah, from last season. They scored 23 and he’s already got 25.
“If he stays fit, he breaks it without doubt.
“He’s just a phenomenon. Physically, he’s a monster. He can run, finish with both feet, he’s decent in the air. He’s got a great support act as well.
“The biggest clubs in the world were after him last summer. He obviously looked at the way the City team plays. It’s not just the Saturday, remember. It’s not just matchdays.
“You’ve got to go in and enjoy your football every single day. There’s no better place as a world-class player, on the front foot, every single day with the best manager in the world.
“He’s made the right choice. I genuinely feel like he is the last piece of the jigsaw with the Champions League, too. You look at his goalscoring record in that competition, it’s second to none. His goals per minutes on the pitch are ridiculous.”
Sherwood is looking forward to the Tottenham v City game this weekend – and believes the first goal will be key.
Sherwood, of course, played for Spurs from 1999–2003 before going on to manager the North London side in the 2013/14 campaign.
He expects Spurs to adopt a counter-attacking style in a bid to cause Pep Guardiola’s team problems.
But he’s more focused about how Tottenham keep City out at the other end.
Sherwood added: “City is the only team where Tottenham fans accept the manager playing how he wants.
“How he wants to play suits playing against Man City. Whenever they’ve sat back and counter-attacked efficiently, that’s when they’ve caused City problems.
“But you have to stop them at the other end and that’s been Tottenham’s problem.
“They’re not a very expansive team. They don’t throw many bodies forward. They get behind the ball.
“At home, the fans accept it because it’s Man City. Anyone else in the league, they wouldn’t accept it and they’d get on their backs.
“The key for me is Man City taking the lead. If they take the lead, then I think it’s a problem.
“I’m sure the 4-2 game from last month will still be in their minds. For me, it was a 50-50 match. There was nothing in it. City weren’t at their best in the first half and then all of a sudden they went in 2-0 behind.
“But you felt as soon as they scored the first that it would be a comeback. It wasn’t great to see from a Tottenham perspective.
“Having said all that, Tottenham are still within touching distance of the top four.”