A successful Derby songwriter who penned tracks for pop legends like Britney Spears and Paloma Faith traded in the glamour of the music business and is now making over £1million a year renting out properties he doesn’t actually own.
Entrepreneur Simon Smith, 37, worked with Ms Spears on the song ‘Private Show’ which featured on the star’s last album Glory and spent time in LA with the star whilst recording.
Before taking up the pen and writing for others, Simon was a successful act in his own right and travelled the world with dubstep group Skream and Benga as a hype man.
He told MailOnline that the money in music had been good at times, but it was nothing compared to what could be made in the property world.
He says: ‘At the pinnacle of my music career I was probably making about £10,000 a month – now I do £10,0000 a month from the properties I own – and that’s before the rentals.’
Successful Derby songwriter Simon Smith penned tracks for pop legends but is now making over £1million a year renting out properties he doesn’t actually own

Costs breakdown: How the rent-to-rent finances stack up

Simon enjoyed a lucrative music career and travelled all around the world (Pictured: Posing with X-Factor star Fleur East)

During his touring days Simoon also rubbed shoulders with stars like Example


Prior to becoming a property renter, Simon penned tracks for Britney Spears (left) and Paloma Faith (right)
Prior to his financial epiphany, Simon was rubbing shoulders with some of the biggest names in the world – but his bank account wasn’t thanking him for it.
The job that brought him the most recognition came from a six-month spell in LA he did in 2015 which culminated in him meeting and working with Britney Spears.
He says: ‘When you go LA, you’re nobody so when we got the Britney break it was insane. She was amazing to work with – when you watch the music videos that’s exactly how she is in the studios.
‘Her voice is fantastic, you’re in awe most of the time.
‘We worked on a song together but the problem with being a songwriter is its feast or famine. And the money wasn’t enough.’
Simon’s turnaround in fortunes from sleeping on a sofa in LA to being Derby’s premier rental mogul is down to mastering what he calls the trick of property investment: not actually owning the property.
He explains: ‘When I decided to move away from song writing I decided to properly give property investment a go.
‘I had just a few grand to my name so I needed to raise some money
‘After doing a few courses, I sold my flash BMW sports car that I bought when I was in music on webuyanycar. I lost like £30,000 off its value but I got £8000.
‘With this money, and a little help from my parents, I was able to get my first house which cost me £80,000.
‘After a renovation I turned it into a three-bedroom house share, I was ready to start renting it out. I was earning a grand a month, but it wasn’t enough. I ran out of money.
‘I needed to rethink my approach, so I returned to education and that’s where I discovered rent-to-rent.’
Unlike traditional buy-to-let property investment, where a landlord who owns a property rents it out to tenants, rent-to-rent allows renters to rent the property themselves at rents they set.
This gives the tenant the opportunity to make a profit on their rental.
Simon claims that upon this discovery his life was entirely changed.
He continued: ‘Suddenly I was making £1500 a month from one and I thought hang on I’m just going to do loads of these.
‘I soon had over 60 houses in my rent-to-rent empire mostly around Derby and Nottingham.

Simon says he is quite happy to have traded in the buzz of performing on stage for the benefits pf property investment

He now says he brings in about £100,000 a month which is ten times the amount he made at the pinnacle of his music career
‘I went from sleeping on a sofa bed in LA to being an AirBnB mogul.’
With these new properties, Simon now says he brings in about £100,000 a month which is ten times the amount he made at the pinnacle of his music career.
He said: ‘I got my first big break in the mainstream as an artist, not a songwriter.
‘When I was signing deals then, it was more money than I’d ever seen, some of the deals were six figures.
‘I was making good money but I wasn’t financially educated.
‘Now I would describe myself as a property millionaire.’