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 We Quit Our Jobs & Built a £16K/Month Rent-to-Rent Property Business

First Class

In just 18 months, Eduardo and Antonia built a portfolio of 19 rent-to-rent deals, generating over £16,000 in monthly cash flow—despite starting with no property experience or investment background. Their journey began with a single decision to go all in, supported by the right mentorship. The biggest hurdle was landing that first deal, but once they did, their momentum took off. This video shares how they overcame early challenges, scaled quickly, and built a thriving business from the ground up.

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.

2 Ex-Soldiers, 1 Powerful Goal—How Oliver & Sam Secured Their First R2R Deal in London

Take-off

Meet Oliver Robakowski and Sam Brown—two ex-soldiers who made the bold decision to pursue financial freedom through rent-to-rent in the heart of the capital. With no prior property experience, they chose this strategy as their next mission—and it’s already paying off. This first deal for Oliver and Sam is a strong start—a rent-to-rent property in London producing up to £1,500 in monthly passive income. It's more than just cash flow—it's the foundation of a brand-new chapter, proving that with discipline, strategy, and the right guidance, life after the military can be just as rewarding.

17th-Century Charm, Modern Profits—Inside Adam’s £3K/Month Cottage R2R Deal

Take-off

Join Adam as he takes you inside his latest rent-to-rent success—a stunning 17th-century cottage that’s been beautifully restored to blend vintage character with smart, modern updates. From bold design choices to clever cost-saving details (yes, including a £5 roulette table), this property is now set up to host up to eight guests in comfort and style. Adam shares how the right education gave him the tools to confidently take on and transform this project. With mid-season profits projected at £1,500–£1,750 and peak season earnings reaching up to £3,000 per month, this cottage is more than just a charming space—it’s a serious income-producing asset. You’ll also see how small upgrades like new decking and a reworked garden elevated the guest experience and helped the property stand out in a competitive market.