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 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.

Moved Countries, Secured a Deal in 9 Days—Stephen’s R2R Launch in Manchester

Take-off

Meet Stephen—an ambitious action-taker who left Ireland and relocated to Manchester to start his rent-to-rent journey and chase his goal of financial freedom. Just 9 days after making the move, he secured his very first rent-to-rent deal. Stephen’s first rent-to-rent deal was secured just 9 days after arriving in Manchester. This property is now generating reliable monthly income and marks the first step in his mission to achieve financial freedom. With full deal numbers broken down in the video, this case study is a must-watch for anyone ready to take bold action.

£13K Monthly Cash Flow, 2 R2R Deals & Management—How Matt Runs His SA Business Remotely from Lisbon

First Class

Meet Matt—a remote operator proving that location is no barrier to success in rent-to-rent. Based in Lisbon, Matt has built a thriving serviced accommodation business in the UK without ever needing to be on the ground. With two profitable R2R deals and a growing management arm, he’s now generating £13,000 in monthly cash flow. In this video, he shares how he’s built a lean, efficient system from abroad, how he maintains quality and control remotely, and why this model offers the freedom and income many aspiring investors are chasing. Whether you're local or international, this is a blueprint worth watching.

You Have to See This: James' 4-Storey Rent-to-SA Townhouse Near Bristol

Take-off

In this video, we take you behind the scenes of James’ latest rent-to-serviced accommodation success—a beautifully designed four-storey townhouse just minutes from Bristol City Centre. As one of my mentees, James has transformed this property into a high-end, high-performing SA unit that blends style, space, and strong cash flow potential. Hear how he found the deal, why location made all the difference, and the steps he took to bring this vision to life.