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He's gone from busking in a high street to performing to a ticketed audience in the second oldest cathedral in England.
Jordan Ravenhill, known as the Primark Singer for performing at his regular pitch in Chatham, is looking forward to playing the biggest gig of his life at Rochester Cathedral.
And tickets have now sold out for his solo show on Saturday.
For the lad who was taken along by his mum Nicola to sing at Rainham Shopping Precinct when he was 15, he admits to being "excited and nervous".
The 26-year-old said:"Music has always been my life. Growing up I used to sing in the shower and my bedroom, so I thought why not do it outside?
"I love busking. It gives me freedom. It's my therapy - even though it can be a struggle to make a living at times, it is what it is."
Jordan temporarily moved to Spalding in Lincolnshire with his parents, but, being homesick and missing his friends, he returned to live with his gran in Rainham.
He said: "My roots are important to me. I've walked past the cathedral and castle so many times and thought I'd love to play there one day."
His lucky break after the cathedral's events manager Carrie Ryder and her eight-year-old daughter Grace bumped into Jordan busking outside the discount fashion store.
Carrie said: "I promised I would take her to one of his concerts one day and when the opportunity came to book him at the cathedral, I kept my promise."
Jordan's influences include Michael Jackson, Paulo Nutini, The Beatles and of course global multi-millionaire star Ed Sheeran who started his illustrious career busking on the streets.
Now Jordan is busy compiling his playlist and rehearsing his acoustics in the splendid medieval nave.
His family, including gran Gill Gough who is in her 70s, have got front row seats.
The former Brompton Academy pupil, who has worked in a couple of butchers in Rainham, enjoys a game of snooker and pool with his mates.
But said : "Music is my first love. I love to entertain, I shall be quaking at first, but after the first song is over, it will be hard to get me off the stage.
"It's so important to that Medway gets behind me and do not just see me as an Ed Sheeran cover singer."
He would love to play bigger stadiums, get a record deal and increase his followers.
But said, he would still keep on busking to keep him grounded.
The gig is part of the events programme taking place underneath Peace Doves – the latest in Rochester Cathedral’s large-scale exhibitions.
Created by Peter Walker, thousands of handmade birds are being displayed in a bid to bring a message of peace and hope.