Meet

Anne & Jeff

Discover their journey after joining the Rent-to-Rent 2.0 Inner Circle..

Lifetime Cashflow

£540,000

Monthly Cashflow

£9,100

Number Of Deals

13 Deals (8 x HMO, 4 x SA)

Rent-to-Rent allowed me to quit my job.

Watch the video below to find out how.

Anne and Jeff are now full-time property investors, but up until very recently, they were still working in their prospective careers. Anne was a supply chain analyst for a pharmaceutical company. Jeff had a business building and designing pipe organs, which he continues to do on the side, with property now his main focus. After working with Simon and joining his Mastermind they have now successfully secured five Rent-to-Rent deals! This generates her £3,950 cashflow!

Hear Anne & Jeff's story on the Simon Smith Online Show

£9,000 monthly cashflow deal...

Meet Anne and Jeff, R2R 2.0 mentees who are using rent-to-rent to feed a family of four and quit their day jobs by controlling properties they don't own, which is bringing in a whopping £9,000 per month! “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. Over the last eight months we’ve acquired three deals. Simon, because he’s in the Rent-to-Rent business, he knows what to avoid, he helps you see what value you can offer and how to communicate that effectively.”

More Case Studies

1 Deal. 90 Days. £1K Monthly Profit—How Tharusha Launched Fast with Rent-to-Rent

Take-off

Meet Tharusha from Milton Keynes—proof that you don’t need years of experience to make rent-to-rent work. Within just 90 days of starting one-to-one mentorship, he secured his first deal: a two-bed house transformed into a high-performing Airbnb for professionals. With an 80% occupancy rate and £1,000 in monthly profit already coming in, Tharusha’s fast start is a clear example of what’s possible when you follow the right steps and take action. If you’re sitting on the fence or waiting for “the right time,” this is your sign to start.

2 Deals in 4 Weeks—After Years of Frustration, Louise & Clayton Finally Found What Works

Take-off

After spinning their wheels with other property education and walking away with nothing to show for it, Louise and Clayton were close to giving up. But since joining SSO, everything’s changed. Within just four weeks, they’ve landed two strong rent-to-rent deals and finally feel like they’re on a path that works. In this video, they open up about what didn’t work elsewhere, what finally clicked, and why finding the right guidance made all the difference. If you’ve been burned, doubting the process, or questioning your next step—this is the comeback story you need to hear.

3 Deals in 7 Weeks—How Jim Left a Hospitality Career to Launch a Rent-to-Rent Empire

First Class

From managing 47 bars nationwide to managing his own property portfolio—meet Jim, a former hospitality MD who walked away from a high-level career to pursue financial freedom through rent-to-rent. Starting from scratch in September, Jim signed three rent-to-rent deals in just seven weeks—including a prime property in Soho with major profit potential. Jim’s early wins include three rent-to-rent properties secured within just seven weeks—one of which is a standout deal in central Soho. With strong projected profits and a fast-growing portfolio, Jim’s move from hospitality to property shows what’s possible when experience meets execution.

One Deal, £9.5K/Month—How Cat Turned Her Creative Career Into Property Profit in Chelsea

First Class

From running a creative agency to generating £9,500 per month from a single rent-to-rent serviced accommodation unit—meet Cat, who’s made a bold move into property in one of London’s most prestigious postcodes. Cat’s first deal is a luxury serviced accommodation unit in Chelsea—producing a staggering £9,500 in monthly revenue. With her creative eye and strong commercial instincts, she’s transformed this prime London property into a high-performing income generator and set a powerful foundation for future growth. If you’re looking to break into high-end property or want to learn how to bring your existing skills into rent-to-rent, this is an inspiring story you don’t want to miss.