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

Midlands
all
January 15, 2025
What makes Sharon’s story powerful is how it began: over 18 months of consistent follow-up with a vendor before finally securing the deal. From sourcing her properties directly to negotiating strong terms, Sharon shows what’s possible when patience meets preparation. She shares how she furnished the units cost-effectively, added smart home tech for better utility control, and secured an impressive 189-night booking across all three flats. With guaranteed rent of £1,200 per unit and high occupancy, her business is now thriving—and her journey is packed with valuable lessons for any aspiring investor. Sharon’s portfolio includes three well-located, two-bedroom flats in Worcester, each secured on guaranteed rent at £1,200 per month. Through strategic setup, smart tech, and direct sourcing, she’s maximised efficiency and income—most notably with a single 189-night booking that filled all three units. A perfect example of how strategic action and long-term thinking pay off in rent-to-rent.
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
North
all
June 1, 2023
Ed’s journey in rent-to-rent is a powerful example of what’s possible with persistence, strategy, and the right mindset. From struggling to secure his first deal to building a multi-million-pound property business with over 70 deals and a £50K profit month, Ed now uses his rent-to-rent cash flow to fund BRRR projects entirely debt-free. In this video, he shares the key lessons that helped him scale, including insights from a game-changing £330K BRRR deal, overcoming self-doubt, and the crucial role of mentorship and community. If you’re serious about rent-to-rent, this is a story you don’t want to miss.
Read More
North
all
May 1, 2024
From full-time builder to full-time property entrepreneur—Ben’s journey through rent-to-rent has completely changed his life. In this video, he shares how he scaled his portfolio to 11 serviced accommodation deals, built over £10,000 in net monthly cash flow, and walked away from his 9–5 for good. Ben opens up about the key mindset shifts that fuelled his growth, the role of mentorship and community in accelerating his success, and how rent-to-rent gave him the time, financial freedom, and flexibility he never thought possible. Now a mentor within the SSO community, Ben is helping others follow the same proven path—and showing that with the right support and belief, you can create a life on your own terms.
Read More