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 Cheyenne Closed 2 Rent-to-SA Deals in Just 90 Days

Take-off

Cheyenne shares how she went from having no property experience to securing two cash-flowing rent-to-SA deals in just 90 days. Based just outside London, she talks openly about the challenges she faced at the beginning, and what shifted for her once she committed to the process. Her journey is proof that focus, education, and consistent action can lead to powerful results—even in a short amount of time.

From Webinar to First Deal—How Prakash Secured His First Rent-to-SA in 90 Days

Take-off

It all started with a webinar—now Prakash has secured his very first rent-to-rent deal while completing the 90-day Rent-to-SA programme. Prakash’s first deal is a solid start—a rent-to-SA property secured during the 90-day programme and already generating cash flow. This case study walks through the deal structure, numbers, and how he overcame early challenges to get his property journey off the ground.

From self-doubt to £2,500 a month profit with support that actually works

Take-off

It has been a year since Mark and Alison started their rent to rent journey. They now have three live deals and are pulling in £2,500 a month profit, but none of it came easy. Mark quit his job to go all in. Alison juggled property with paid work. The pressure to get it right sat on their shoulders daily. But what made the difference was backing. Having Simon in their corner gave them clarity, confidence, and answers when they needed them most. From help with systems to quick feedback that crushed the doubts before they could grow, that support gave them space to think bigger. Now they are using their cash flow to move into BRRR and pushing past the mental block that once made scaling feel out of reach.