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

Building retirement income with two rent-to-rent deals bringing in £7,000 to £8,000 a month

First Class

Charmaine and Stuart did not want retirement to mean cutting back, slowing down, or giving up the life they had worked for. They wanted to travel, enjoy their time, and build enough income to support the future they had planned. After looking at different options, rent-to-rent stood out because it gave them a way to create strong monthly cashflow without needing to buy properties first. They joined SSO at the end of June 2025. By the end of September, they had secured their first deal. Their second deal followed quickly after, and they are now negotiating deal three. Their two properties now bring in around £7,000 to £8,000 a month in incoming cashflow.

3 Deals in 7 Weeks—How Jim Left a Hospitality Career to Launch a Rent-to-Rent Empire

First Class

From managing 47 bars nationwide to managing his own property portfolio—meet Jim, a former hospitality MD who walked away from a high-level career to pursue financial freedom through rent-to-rent. Starting from scratch in September, Jim signed three rent-to-rent deals in just seven weeks—including a prime property in Soho with major profit potential. Jim’s early wins include three rent-to-rent properties secured within just seven weeks—one of which is a standout deal in central Soho. With strong projected profits and a fast-growing portfolio, Jim’s move from hospitality to property shows what’s possible when experience meets execution.

Turning a Manchester Terraced House into a Serviced Accommodation Cash Flowing Machine!

Take-off

Check out Alisha's very first rent-to-rent deal in Manchester, where she transformed a newly renovated three-bed, 1.5-bath mid-terrace house into a stylish and highly profitable serviced accommodation. In this video, Alicia shares the details of how she found this property, the design choices she made, and how she's targeting the perfect guests, including construction workers and groups visiting the nearby attractions like Manchester City's stadium and the new Co-op Live arena. Learn from her experience, including her tips on negotiation, managing bookings, and her goals for expanding her property portfolio by the end of the year.

Rent-to-Rent allowed me to quit my job.

Take-off

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!