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 Learning to Launch—How Antoine Closed His First R2R Deal Fast

Take-off

Based in Brighton, Antoine wasted no time once he discovered rent-to-rent. In this video, he shares how he went from learning the strategy to securing a cash-flowing deal in record time. With a strong focus on taking action and applying what he learned, Antoine’s journey highlights how momentum can build quickly when you commit fully to the process.

Zero to Five Deals Fast—How Rahul Built a Thriving SA Business Around His 9–5

Take-off

From zero to five properties in just a few months—Rahul’s journey shows what’s possible when strategy meets commitment. While juggling a full-time job and family life, he’s built a growing rent-to-rent serviced accommodation business that now generates consistent cash flow and long-term bookings.

11 Deals, 5X Income—How Homeplug Scaled Fast in Just 18 Months

First Class

Meet Homeplug—a powerhouse duo who’ve closed 11 rent-to-rent deals and 5X’d their income in just 18 months. In this video, they share how they scaled their property business with strategy, consistency, and the right support. From their first deal to building a thriving brand, discover the key moves that helped them grow fast and stay focused.

I Was Burning Out in Dentistry and Losing Money with Buy to Let. Then This Changed Everything

First Class

Karen spent years working 13-hour days in dentistry, raising two sons alone, with nothing to show for it but stress, fatigue, and rental properties that barely broke even. Health issues forced her to face reality—she couldn’t keep going like this. But everything changed when her son introduced her to rent-to-rent and she joined SSO. She converted her underperforming buy-to-lets into serviced accommodation and saw £13,000 turnover in her first month. Since then, she’s launched three rent-to-rent deals in Cheltenham, secured another property in Cornwall, and now earns over £20,000 a month in profit. With the support, accountability and straight-talking advice she says was missing from every other programme, Karen is finally building something real—for herself, for her family, and for the life she nearly thought she’d missed