Meet

Ollie & Sam

From Army Life to Financial Freedom—See How These Ex-Soldiers Launched with R2R 2.0

Lifetime Cashflow

£81,000

Monthly Cashflow

£1,350

Number Of Deals

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

Watch the video below to find out how.

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.

In this video, you’ll see how we worked together to secure their very first rent-to-rent deal, now generating up to £1,500 in passive income every month. From mindset shifts to tactical execution, Oliver and Sam share the highs, the challenges, and what it really took to launch a successful R2R business in one of the UK’s most competitive markets.

More Case Studies

From Mindset Blocks to £10K Months—Michelle’s Rise to 3 Rent-to-SA Deals in Leicester

First Class

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.

£200K Revenue, 42 Units, 5 Years In—Paul’s Journey from Student to Seasoned Operator

First Class

Paul Sargent is proof that consistency wins in rent-to-rent. Since joining Simon back in 2020, Paul has grown steadily year on year—building a streamlined rent-to-SA operation that now manages 42 units and generates over £200,000 annually. In this video, Paul reflects on the key moves that fuelled his growth: building strong relationships, focusing on systems, and staying the course even when others gave up. Whether you’re just starting out or looking to scale, this is a masterclass in playing the long game and building a business that lasts.

Inside Feyikemi’s 3-Bed Essex Deal

Runway

Meet Feyikemi, a former accountant who used rent-to-rent to break free from the 9-to-5 and achieve financial independence. In this video, we dive into her inspiring property journey and how, through mentorship and strategy, we secured a stunning 3-bed new-build house in Essex. Discover the steps she took to transition from a stable career to building a thriving property business.

How Jan and Niz Landed Two Properties at Once

Take-off

Meet Jan and Niz—two mentees who have just secured not one, but two rent-to-serviced accommodation properties in London as part of a single deal. In this video, we walk you through both properties and share exactly how the deals were sourced, negotiated, and secured. You’ll also get insights into the setup process and the strategy behind choosing these locations. Watch the full video to see how it all came together and what’s next for Jan and Niz on their property journey.