‘The Biggest Part Of My Career’ – Grayson On Foxes Stint

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‘The Biggest Part Of My Career’ – Grayson On Foxes Stint

Simon Grayson recently sat down to relive his time as a Fox, including Premier League promotion and tasting League Cup success during five years at Filbert Street.

2026-06-05T08:40+01:00

by Sam Jones

Published

05 Jun, 2026

‘The Biggest Part Of My Career’ – Grayson On Foxes Stint

Simon Grayson recently sat down to relive his time as a Fox, including Premier League promotion and tasting League Cup success during five years at Filbert Street.

Sam Jones

2026-06-05T08:40+01:00

‘The Biggest Part Of My Career’ – Grayson On Foxes Stint

Simon Grayson recently sat down to relive his time as a Fox, including Premier League promotion and tasting League Cup success during five years at Filbert Street.

Sam Jones

2026-06-05T08:40+01:00

‘The Biggest Part Of My Career’ – Grayson On Foxes Stint

Simon Grayson recently sat down to relive his time as a Fox, including Premier League promotion and tasting League Cup success during five years at Filbert Street.

Sam Jones

2026-06-05T08:40+01:00

‘The Biggest Part Of My Career’ – Grayson On Foxes Stint

Simon Grayson recently sat down to relive his time as a Fox, including Premier League promotion and tasting League Cup success during five years at Filbert Street.

Sam Jones

2026-06-05T08:40+01:00

Few players can say they’ve had the luxury of being on the winning side on the hallowed Wembley turf in a major final. Fewer still have skippered their team to glory on the biggest of stages. Simon managed to achieve both as a Leicester City player.

Speaking about our 1994 First Division Play-Off Final triumph over Derby County, he recalled how special it felt as a group to achieve the feat together, also having the honour of walking out as a soon-to-be winning captain, creating a historic milestone on the day Steve Walsh scored twice to seal promotion under the stewardship of Manager Brian Little.

“I was captain by a little bit of default,” the ex-Foxes defender explained. “Because Walshy had the captaincy taken off him through a few red cards and Millsy (Gary Mills) was injured, but still to be given the honour was a fantastic feeling.

“Derby were the favourites because they'd spent all the money, they’d got all the big hitters. I think in the modern day I’d probably have been sent off when I brought Tommy Johnson down when he was clear on goal. I got a yellow card, which I was fortunate about.

“Then, luckily, it went to extra-time and I was able to put a cross in for Ian Ormonroyd to have the header, and then Walshy, turned poacher from defender, was on the end of it and you saw many a picture off the back of him running away with his two arms up.

“It was a great feeling to see him score so late on in the game, and then obviously it sinks in that you're actually going to be walking up the famous stairs and become the first Leicester captain to lift a trophy at Wembley, which was a very proud moment for myself and the family.”

The celebrations which followed were memorable, though Simon did regret one part of walking up the iconic steps to claim the silverware.

“There was a downside to lifting the trophy,” he admitted. “On the way up, somebody put a beanie hat on my head and it’s the biggest regret that I’m lifting the trophy and coming back down the stairs with a Leicester City beanie hat on, no disrespect to ever put it on me, but it's not probably one of my proudest moments.

“It just happens and you get carried away with the euphoria of it, but then you're down the bottom and celebrating and we’re all just enjoying the moment because quite a lot of us had gone through the disappointment of the previous two seasons as well, losing there, so we knew exactly what it felt like to lose. We enjoyed the third time lucky as such.”

Read the full interview with Simon exclusively on the LCFC App by signing in as a member.

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