Meet

Anne & Jeff

From day jobs to full time property investors

Lifetime Cashflow

Monthly Cashflow

Number Of Deals

Rent to rent allowed us to quit our jobs

Watch the video below to find out how.

Anne and Jeff are now full time property investors. Until recently, Anne was a supply chain analyst for a pharmaceutical company and Jeff ran a business building and designing pipe organs, which he still does on the side. Working with Simon, they have secured five rent to rent deals, and property is now their main focus. They talk about what it was like having Simon on the call for their first deal, and how that support was pivotal.

Hear Anne and Jeff's story on The Simon Smith Show

How Anne and Jeff replaced their jobs with rent to rent

Working with Simon is a practical, real life experience. When we worked together on our first deal, him stepping in on the call, making sure we were asking the right questions, it was like being hand held, and that was pivotal. Simon, because he's in the rent to rent business, knows what to avoid. He helps you see what value you can offer and how to communicate that effectively.

More Case Studies

South
all
April 24, 2023
Feyikemi was an accountant who used rent to rent to break free from the 9 to 5. With mentorship and a clear strategy, she secured a three bed new build house in Essex. She shares the steps she took to move from a stable career to building her own property business, and what made it all feel achievable.
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Midlands
all
January 15, 2025
Sharon's story began with over 18 months of follow up with a vendor before she finally secured the deal. Her portfolio is three well located two bed flats in Worcester, all sourced directly. She shares how she furnished them on a budget, added smart home tech to control utility costs, and landed an impressive 189 night booking across all three flats. A great example of how patience and preparation pay off in rent to rent.
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London
all
January 28, 2024
Ahmed went from washing dishes to building a property business at just 19. His first rent to rent deal is a three bed townhouse just 14 minutes from Central London. He shares how the deal was negotiated with Simon's support, how he collected the keys in just five days, and how he even convinced the landlord to waive the security deposit. The first two bookings alone brought in strong income. A story packed with practical lessons and proof that age is no barrier.
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London
all
April 3, 2025
Jim was a hospitality managing director running 47 bars across the country before he walked away to pursue financial freedom through rent to rent. Starting from scratch, he signed three deals in just seven weeks, including a standout property in central Soho. His move from hospitality to property shows what happens when experience meets action.
Read More