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

From Learning to Launch—How Antoine Closed His First R2R Deal Fast

Take-off

Based in Brighton, Antoine wasted no time once he discovered rent-to-rent. In this video, he shares how he went from learning the strategy to securing a cash-flowing deal in record time. With a strong focus on taking action and applying what he learned, Antoine’s journey highlights how momentum can build quickly when you commit fully to the process.

£10,000 of Serviced Accommodation bookings in 6 weeks

Take-off

Here is Adelina’s inspiring journey as she secures a successful Serviced Accommodation (SA) deal in Dartford. See how guidance, strategy, and community support helped her turn ambition into action—and results. Whether you’re just starting out or ready to scale, this story shows what’s possible when you take the leap.

Turning a Manchester Terraced House into a Serviced Accommodation Cash Flowing Machine!

Take-off

Check out Alisha's very first rent-to-rent deal in Manchester, where she transformed a newly renovated three-bed, 1.5-bath mid-terrace house into a stylish and highly profitable serviced accommodation. In this video, Alicia shares the details of how she found this property, the design choices she made, and how she's targeting the perfect guests, including construction workers and groups visiting the nearby attractions like Manchester City's stadium and the new Co-op Live arena. Learn from her experience, including her tips on negotiation, managing bookings, and her goals for expanding her property portfolio by the end of the year.

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.