Having spent a significant 5 figure amount on property training over the last 10 years with very little return on that investment… I was a little sceptical that this might have been yet another wasted... See more
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Simon Smith Online is the UK’s #1 dedicated Rent-to-Rent education and mentorship provider — a trusted brand helping everyday people achieve genuine financial freedom through property. Founded by investor and entrepreneur Simon Smith, we combine the brightest minds in Rent-to-Rent and property education to deliver a practical, results-driven mentorship experience unlike anything else in the industry. Our programmes are designed for real-world success — blending step-by-step training, proven Rent-to-Rent, Serviced Accommodation, and BRRR strategies, and direct access to mentors who’ve built six- and seven-figure portfolios themselves. Through our online courses, live events, and intensive mentorship, students gain the tools, confidence, and support to start, scale, and systemise their own property businesses. With thousands of success stories across the UK, Simon Smith Online has become the go-to platform for investors ready to take control of their income and future. Whether you’re starting from scratch or looking to grow an existing portfolio, our mission is simple: to empower you with the knowledge, community, and accountability needed to achieve lasting financial independence through Rent-to-Rent and beyond.
Contact info
Derwent Business Centre, DE1 2BU, Derby, United Kingdom
- 01332 732814
- [email protected]
- simonsmithonline.com
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Life changing decision, in the very best way
We first met with Simon Smith back in June 2025, and he took the time to listen and understand where we were, what our goals were and our previous experiences.
This was a very different experience for us.
Simon continues to support us, the mentors have been highly supportive, and especially Harry, who has been with us through the highs and lows, as anyone in property knows, it's not easy.
Education has always been something I have actively pursued and invested in, whether for my career or my businesses. Our experience with Simon has been among the best I have had.
You only get out what you put in, and we have taken the advice, executed our plan, and just never given in, a key in anything you do.
Life changing Experience for us
We joined Simon Smith Online in June 2025, completely brand new to rent-to-rent serviced accommodation. While we had experience in property flipping, we had zero knowledge of R2R and wanted proper training from people who had genuinely done it themselves.
The education, accountability and community have been invaluable. Having a personal mentor at the beginning was a huge confidence boost, Harry quite literally held our hand through our first deal. The live coaching calls are brilliant too, as you gain perspective from multiple mentors, not just your own, and there are so many Zoom calls available each week that you can really tap into support whenever you need it.
Since joining, we now have 3 properties and are scaling fast. Our goal is 10 properties by the end of the year, which would have felt completely unrealistic six months ago but now feels totally achievable. Simon has been a massive support throughout our journey, and now being part of Elite, with face-to-face meetings and rubbing shoulders with 6–7 figure business owners, has been hugely motivating and is helping us move much faster.
100% recommend. It’s a simple process (not always easy), but absolutely worth the investment of both money and time.
Exceptional Mentor and Support
We would really recommend the SSO courses our mentor Harry was exceptional and we appreciate all the help and support we received. Thankyou Simon to you and your team.
Property education at its best!
Simon Smith Online has been absolutely transformational for us. With Simon’s guidance and the support of his team, we’ve gone from getting started to securing and building a six-figure property business in a clear, structured, and achievable way.
What really sets Simon apart is his straight-talking approach, proven systems, and genuine support. There’s no fluff — just practical strategy, mindset shifts, and real accountability that actually moves the needle.
If you’re serious about building a sustainable property business and want a mentor who truly knows the game and wants you to win, Simon Smith Online is hands down one of the best investments you can make.
Amazing session at the elite event today
Amazing session at the elite event today
Amazing
I couldn’t be happier with the 1-2-1 serviced accommodation mentorship I received. From day one, the guidance was clear, practical, and tailored exactly to my goals. What really stood out was the mentor’s willingness to dive deep into every part of the process—finding the right deals, understanding compliance, setting up systems, pricing strategies, and even handling the day-to-day challenges of running a SA unit. We are currently setting up our first property.
Overal good start in R2r
Kofi was a great mentor, he did analysis with me.
I think there could be some more renewed trainings, in depth mastermind sessions with newer technologies..
The groupscalls are great though, very nice to connect with other students/operators. It is great to network in that sense.
The knowledge of the rent to rent…
The knowledge of the rent to rent industry from SSO has been second to none. I had no property experience before this, never set a company up. Now I’m making deals & I’m fastly developing a solid understanding of the business. Kofi is my mentor & his knowledge & wisdom of the industry has been clear from day one.
The Team's support is invaluable
The Team's support is invaluable. From knowing very little about this industry six months ago, the program, mentors and 1:1 calls have helped massively and we're currently setting up our second property.
Simon Smith’s Rent2Rent 2.0 program has…
Simon Smith’s Rent2Rent 2.0 program has been a great experience for me.
Joining at first felt a little overwhelming, but once I settled in, paid attention, and followed the structure of the training, everything started to make sense.
The program is put together extremely well from the clear step-by-step lessons to the deal clinics, Zoom calls, and the supportive community. Everyone in the group is friendly, approachable, and always willing to help.
I’m still a work in progress, but I’m already seeing growth and gaining the confidence to move toward securing my first deal.
I would highly recommend Simon and the Rent2Rent 2.0 program to anyone looking for a genuine mentor and a solid foundation in the property business.
Graham & Yolande @ Gr@Y's
On Simon Smith's Rent-to-Rent On-Line course (SSO R2R) we have gained extensive knowledge and raised our awareness of government housing and finance policy to enable us to enter and navigate the R2R property market arena. The on-line learning materials are complemented by mentorship and SSO community support via Circle, Slack apps and Webinars. This course offers balance by transferring R2R comprehenive learning materials into on the ground experience and concrete deals supported by an unwavering mentorship and community network. The 1 to 1 support we receive from our mentor Roxie Andrew is unquestionably more than we could have hoped for. Roxie is professional and has a wealth of knowledge. She is an exceptional mentor, ‘our cheerleader’, who is very focussed, consistent and offers us guidance and encouragement on every step of our journey with scope to research independently, learn from practical experience and be creative with our ideas.
Simon Smith, the founder, is very much present and has his finger on the pulse. His ethos of working shines and filters through to all staff and members of the SSO community. He has created a humanistic approach to learning and working in the property market which is commendable.
We recommend this course to anyone who wishes to enter the R2R property market and invest in their future.
Thank you to Simon, Roxie and the whole team for this holistic approach to learning and working that has created an all round caring and highly professional R2R community that we are proud to be a member of.
Top tier program. Top tier support.
After being badly burnt by online programs in the past, I came across Simon’s program very skeptical with a lot objections. I was honestly expecting to be disappointed again. But from day one, it became clear that Simon is the real deal. The program is thorough, structured, and taught in a way that actually makes sense- straight forward with no gimmicks, just real guidance from people who genuinely wants you to succeed.
What completely changed the game for me, though, was my mentor, Roxie. I cannot speak highly enough of her. She is beyond knowledgeable not just in one area of property, but in literally everything you’d ever want to know about the entire industry. Her expertise and breadth of experience is unmatched But, what makes her truly special is the way she shows up for you. She’s your biggest cheerleader, your voice of reason, and the person who keeps you believing in yourself on the days when you’re doubting everything (like in our meeting today!). Her encouragement and support have been invaluable, and I honestly feel lucky to have her in my corner.
If you’ve been burned before like I have and you’re hesitant, I completely understand, but this program has been a completely different experience. Genuine people, real support, and a level of care you don’t often find.
Simon Smith team
I have taken part in the Simon Smith R2R Strategy course, and I have gained far more than a guide on how to use the R2R strategy effectively. I have been surrounded by people who opened my eyes, highlighted my strengths and weaknesses, encouraged me, and—most importantly—were genuinely there for me.
Although I am not yet as successful with the R2R approach as I aspire to be, this experience has helped me build confidence in a similar strategy and has given me the opportunity to reshape my future.
If I were asked whether I would take this training again, my answer would be a definite yes.
Best Decision!
I have loved every minute of being on this program! The knowledge and value is outstanding, the mentors are authentic, relatable and genuinely go over and above to help you. Special mention to Roxie for being my biggest cheerleader and keeping me on track❤️ The community is so supportive and I look forward to continuing my journey surrounded by the mentors and fellow mentees.
Working with Simon Smith Online has…
Working with Simon Smith Online has genuinely been one of the best investments we’ve made. The level of support, guidance, knowledge and real education we’ve received has been incredible. Our 1–1 mentorship with Roxie A has been invaluable — from the very start of our business to closing our first deal, she has been there throughout. Every question, every moment we needed clarity, Roxie has shown up with patience, expertise and genuine care, always making sure we’re the best we can be and truly adding value to our landlords.
Yes, it’s a big investment, but the value you receive is on another level.
I would recommend Simon Smith Online to absolutely anyone wanting to get into property — whatever your goals may be. If you want to be professional, compliant, trusted and genuinely liked in this industry, this is the team you want behind you.
Absolutely top class. No other mentorship or training comes close.
5 Stars
5 Stars - Highly Recommended
Simon Smith's Rent-to-Rent course has been excellent value and instrumental in launching my short-term letting business. The content is practical, actionable, and easy to implement.
A huge thank you to my mentor, Roxi Andrews, who has been absolutely amazing. Her support, guidance, and genuine care have made all the difference to my success.
Well worth the investment. Highly recommended for anyone serious about property management.
The coaching and support I received was…
The coaching and support I received was amazing.
My mentor Harry was super knowledgeable and gave me so much support throughout my journey.
Genuine Support and Results You Don’t Find Anywhere Else
Nothing comes close to Simon Smith Online. The one-to-one support is honestly next level, proper hands-on guidance from people who know what they’re doing through their own successes and people that actually care about your results.
Everyone on the team is very approachable, friendly, and just really easy to work with. You can tell they’re genuinely invested in helping you win. The sessions are well organised, everything runs smoothly, and the community they’ve built is brilliant. Full of like minded people who actually share real experiences and help each other out.
If you’re serious about getting into rent-to-rent properly and sustainably, this is the place to do it!
Businesses requires honesty
Businesses requires honesty, when asking:
“is this simply a lot of jargon for landlord or agency cold calling”
I was told
“No”
So I invested financially to find out, it’s a lot of waffle to end up cold calling landlords and estate agents.
Scam don’t do it, keep your money.

Reply from Simon Smith Online
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