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

South
all
January 26, 2024
In this exclusive interview filmed at the #R2Rsuperconf, Sharon and her husband Rodney share their inspiring journey into the world of rent-to-rent—proving you don’t have to live near your property to build a profitable portfolio. Managing their first deal in Penarth, just outside Cardiff, all the way from London, they reveal how technology, automation, and strong systems have allowed them to operate efficiently and confidently from a distance. With plans to return to Bristol and expand further, Sharon and Rodney talk openly about the challenges, the mindset, and the strategies that have helped them scale smart and stay focused. If you're wondering how to make rent-to-rent work remotely, this is the video you need to see.
Read More
Midlands
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September 10, 2025
Michelle’s story is a powerful example of what’s possible when you push past self-doubt and back yourself. Based in Leicester, she went from second-guessing every move to confidently managing three rent-to-SA deals and generating consistent £10,000 months. In this video, Michelle opens up about the mindset shifts that changed everything, how she stayed focused through the ups and downs, and what strategies helped her turn early uncertainty into long-term success. If you’ve ever questioned whether you’re "ready" for rent-to-rent—this story is for you.
Read More
South
all
December 13, 2023
Jody went from working in central London bars to building a successful rent-to-rent portfolio in Watford. With zero property experience, he secured his first deal in just three months. In this video, he shares the strategies that helped him get started, his approach to finding and securing properties, and the mindset that keeps him moving forward. If you're looking for real-world inspiration to start your own property journey, this is a great place to begin.
Read More
South
all
March 15, 2025
“I started working with Simon several months ago and since then I've managed to get rent-to-rent deals in the bag, with more in the pipeline. I think Simon has been the vital key to me securing my first deal because I'd worked with other people previously and they were unable to supply the level of value that Simon offers. He really pushed me to go for the deal I had on the table, and helped me through the process of saying the right things and having all of the right documents. ”
Read More