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

London
all
April 21, 2024
Meet Ricky and Roxie—a software engineer and a communications consultant who turned a three-year plan into a six-month success story. With no prior experience in rent-to-rent, they’ve built a property business generating over £30,000 in monthly revenue—and they’re just getting started. Ricky and Roxie now operate a portfolio of rent-to-rent units that generate over £30,000 in monthly revenue—all within just six months of starting their journey. With a sharp focus on relationship-building and operational systems, their deals are built on solid fundamentals and long-term vision. This case study showcases not just a single property, but a rapid business transformation powered by purpose, strategy, and execution. Whether you're just getting started or ready to scale, this is a must-watch for anyone serious about financial freedom through property.
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Midlands
all
October 10, 2024
Paul Sargent is proof that consistency wins in rent-to-rent. Since joining Simon back in 2020, Paul has grown steadily year on year—building a streamlined rent-to-SA operation that now manages 42 units and generates over £200,000 annually. In this video, Paul reflects on the key moves that fuelled his growth: building strong relationships, focusing on systems, and staying the course even when others gave up. Whether you’re just starting out or looking to scale, this is a masterclass in playing the long game and building a business that lasts.
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London
all
October 1, 2025
Sandra’s story isn’t just about property—it’s about grit, growth, and refusing to settle. Based in Croydon, she pushed through over 100 viewings before landing the deal that changed everything: a high-performing rent-to-SA unit now generating £5,000 a month from contractor bookings. But more than the income, it’s the confidence, purpose, and independence that’s transformed her life. In this video, Sandra shares how she overcame rejection, self-doubt, and setbacks to create real freedom—and in doing so, inspired an entire community with her resilience. If you’re feeling stuck or questioning whether the work is worth it—watch this.
Read More
South
all
June 15, 2023
Meet Lewis—an ambitious investor who secured his very first rent-to-rent deal: a block of four brand-new serviced accommodation apartments. In this video, we break down how we worked together to make it happen, from navigating the early learning curve to landing a high-cash-flow opportunity worth £6,000 per month. Discover the key steps, mindset shifts, and support that helped Lewis launch strong in the world of rent-to-rent—and how this first win is setting the stage for even bigger moves ahead.
Read More