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

How Jan and Niz Landed Two Properties at Once

Take-off

Meet Jan and Niz—two mentees who have just secured not one, but two rent-to-serviced accommodation properties in London as part of a single deal. In this video, we walk you through both properties and share exactly how the deals were sourced, negotiated, and secured. You’ll also get insights into the setup process and the strategy behind choosing these locations. Watch the full video to see how it all came together and what’s next for Jan and Niz on their property journey.

How We Quit Our Jobs & Built a £16K/Month Rent-to-Rent Property Business

First Class

In just 18 months, Eduardo and Antonia built a portfolio of 19 rent-to-rent deals, generating over £16,000 in monthly cash flow—despite starting with no property experience or investment background. Their journey began with a single decision to go all in, supported by the right mentorship. The biggest hurdle was landing that first deal, but once they did, their momentum took off. This video shares how they overcame early challenges, scaled quickly, and built a thriving business from the ground up.

Earning Extra Income Without Quitting Her Job

Take-off

Courtnie, a 26-year-old estate agent from Birmingham, has created a successful income stream through rent-to-rent—all while working full-time. She secured a four-bedroom property in Solihull and focused on attracting short-term bookings from contractors and visitors to the NEC. Within just two weeks, the rental income was covering her monthly costs. In this video, Courtney breaks down how she got started, her approach to finding reliable guests, and how she manages the property alongside her career. She also shares how she’s building on this early success and what’s next in her property journey. Ideal for anyone looking to explore rent-to-rent without giving up their day job.

From Learning to Launch—Inside Their First 4-Bed Rent-to-SA Deal

Take-off

Meet Jide and Leonie, two rising stars in the rent-to-SA space who secured their very first deal well ahead of schedule. In this video, they share how they took focused action to land a standout rent-to-rent property in record time. You’ll also get an exclusive tour of their brand new 4-bed detached house in Dartford—an exciting milestone at the start of their property journey.