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

Jordan & Declan Took Action—and Built a Thriving SA Brand for the Contractor Market

First Class

Meet Jordan and Declan, the founders of JD Stays, who hit the ground running with their rent-to-SA business, specialising in high-quality accommodation for the contractor market. In this video, they share how launching their serviced accommodation brand not only brought business success but gave them their lives back—more freedom, less stress, and a whole new level of control. For them, the turning point was simple: taking action. Discover how they built momentum fast and created a business that aligns with the lifestyle they always wanted.

Managing R2R from Miles Away—How Sharon & Rodney Built Their Property Business Remotely

Take-off

In this exclusive interview filmed at the #R2Rsuperconf, Sharon and her husband Rodney share their inspiring journey into the world of rent-to-rent—proving you don’t have to live near your property to build a profitable portfolio. Managing their first deal in Penarth, just outside Cardiff, all the way from London, they reveal how technology, automation, and strong systems have allowed them to operate efficiently and confidently from a distance. With plans to return to Bristol and expand further, Sharon and Rodney talk openly about the challenges, the mindset, and the strategies that have helped them scale smart and stay focused. If you're wondering how to make rent-to-rent work remotely, this is the video you need to see.

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.

£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.