R2R 2.0 Framework banner with steps: Control, Cash Flow, and Systemise, on a black and yellow design.

Introducing the ultimate
Rent-to-Rent mentorship.

THE FAST-TRACK JOURNEY TO REPLACING YOUR INCOME.

Laptop displaying a yellow-themed webpage for a '90 Day R2SA' course, featuring a video thumbnail of a Simon Smith in a black shirt and course details.
Creative Cashflow Plus promotional image featuring a smartphone screen with community and education options, and text highlighting weekly coaching sessions, accountability check-ins, and networking opportunities.
90 Day R2HMO program displayed on a computer screen, featuring a video introduction with Simon Smith sitting against a brick wall and a course content list on the left.

Join the ultimate Rent-to-Rent mentorship program (HMO &SA), and gain access to the most comprehensive training and support available to secure your first deal in 90 days.

Rent-to-SA and Rent-to-HMO are undoubtedly some of the most powerful property strategies. Combined with the Rent-to-Rent 2.0 methodology, you can take a property you don't own, and within as little as two weeks, transform it into a cash-flowing machine.

With the ever-growing demand for short-term accommodation solutions, rent-to-serviced accommodation's scalability combined with Rent-to- HMO's reliability provides you with the opportunity for remote working to control properties from anywhere in the world, it has changed my life, and now it can change yours.

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THE FAST-TRACK WAY TO REPLACE YOUR INCOME.

SSO one-to-one mentorship.

The most comprehensive Rent-to-Rent mentorship available will provide you with everything you need to succeed in the fastest time possible. In this program, you will learn:

How to set-up your Rent-to-SA & Rent-to-HMO businesses.

Set ambitious, but realistic goals to plan for success.

Source and close deals in your investment area.

Prepare and market your property effectively.

Systemise and scale your property business profitably.

Simon Smith speaking on stage, addressing an audience in a modern conference room with overhead LED lighting and attendees seated at tables

Meet our mentors.

Hear from our talented team of six-figure Rent-to-Rent mentors and business owners.

On-going support to help you secure your first deal.

Weekly mastermind & Q&A sessions.

Join Simon and other Rent-to-Rent experts. Enjoy an interactive learning experience with the opportunity to ask your questions to get an immediate response.

Accountability and check-ins.

Stay focused on your goals and ensure that you remain on track to meet your business objectives on a Rent-to-Rent dedicated channel in the Creative Cashflow+ app.

Network with others on the same journey.

Entrepreneurship, especially in property can be a lonely place. Become inspired, share your journey and learn from others to accelerate your property success.

More than just a course, join the Rent-to-100k program and become part of a supportive community that will keep you motivated and hold you accountable and focused to achieve your property goals. Learn from experts, join others on the same path and enjoy your journey to property success.

What's included in the program.

Structured and designed based on a proven roadmap to creating a seven figure business starting with zero experience in property. This program walks you through step-by-step how to build a successful, systemised and scalable Rent-to-Rent business.

(Select the tabs below to see the mentorship, community and course modules included.)

Module 1 - Introduction to Rent-to-SA
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An introduction into Rent-to-Serviced Accommodation which will cover what you need to know, the recent trends and how you can use Serviced Accommodation to create massive cash flow.

Module 2 - Rent-to-Rent Set-up: Landlord business
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Learn how to set-up your Rent-to-Rent business aimed at landlords. This module goes into great detail, showing you how to be compliant, how to create your brand and how to position yourself as an expert.

Module 3 - Plan for Success
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Simon reverse engineers what you need to do to guarantee that you are choosing the best area, selecting the correct properties and targeting the right type of guest.

Module 4 - The Source
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This module covers everything you need to know about sourcing Rent-to-SA deals that can cash flow right now.

Covering how to source both direct-to-vendor and letting agent deals.

Module 5 - The Close
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By now you will have learned how to identify and source Rent-to-SA deals, but if you don't know how to close them your effort will be in vain.

During this module I will guide you through how to negotiate, how to build a positive conversation with the client and how to secure the best deal.

Module 6 - SA Set-up: Guest business
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Now you know how to source and close your first deal it's time to learn how to set-up your Serviced Accommodation business that is aimed at your guests.

Module 7 - Prepare the property
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Learn how to budget effectively and buy the correct items for your properties. Discover how to configure the properties, refurbish and design the interior to get the best photography and returns on your investment.

Module 8 - Marketing (Online Travel Agents)
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Focusing on Online Travel Agents, this in-depth marketing module will cover AirBnB, Booking.com and Google My Business.

Module 9 - Marketing (Channel Managers)
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Your Channel Manager is the core of your Service Accommodation operations. This extensive module covers a step-by-step walk through including set-up, pricing, OTA integrations, automation and much more....

Module 10 - Marketing (Direct Bookings)
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This module runs through exactly how to attract clients and companies to book directly with your SA business. Exploring how to set-up your website, attract corporate bookings and utilise social media marketing.

Module 11 - Systems
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Streamline and systemise your property business. Learn the intricacies of Service Accommodation to make sure that you free up your time and maximise your income.

Module 12 - Templates
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Utilise tried and tested templates including; house manuals, product description templates, HMO letter templates, call scripts and much more...

Welcome call & structured onboarding.
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Meet with your Account Manager to discover how to navigate and get the most out of the mentorship program, community and extensive course materials with a structured onboarding from the SSO team. Gain access to your private Slack channel, join the community, and get familiar with your mentor and the team of experts available to support you.

Three months One-to-One mentorship with a dedicated six-figure Rent-to-Rent coach.
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Work closely with your dedicated mentor in a private channel, supported by a power team of several additional six-figure Rent-to-Rent experts, all overseen by Simon. Get fast responses in a secure environment, schedule one-to-one support calls, and receive unparalleled guidance to help you navigate challenges, refine your strategy, and accelerate your success.

Private Slack Channel with six-figure Rent-to-Rent experts to support you on your journey.
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Gain direct access to your dedicated mentor and several six-figure Rent-to-Rent experts in a private Slack channel. With everything in one place, you can easily access messages, resources, and updates.

The Slack app keeps you connected wherever you are, while tailored advice, mentor updates, and private communication provide valuable learning opportunities. Unlike a community setting, a private channel offers a focused, distraction-free space to engage with your mentor.

Access to the SSO Property Hub community.
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The Creative Cashflow Plus community is a space dedicated to supporting program members on their property journey. As a member, you'll be able to ask Rent-to-Rent experts all your questions, be held accountable to ensure you achieve your goals, and mastermind with other Rent-to-Renters on the same journey.

Additionally, you'll have the opportunity to have your deals analysed by professionals and unlock a wealth of resources to take your Rent-to-Rent business to the next level. Joining the community provides you with the bespoke, ongoing support you need.

Access to the SSO Power Team and approved suppliers.
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Fast-track your journey with a specialist power team, including expert insurance brokers, accountants, solicitors, letting agents, and exclusive software discounts. Gain access to Simon’s approved deals and community deal network, leveraging these industry connections to reduce risk, secure better opportunities, and accelerate your success.

Weekly live mastermind sessions to get all your questions answered.
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Join Simon and other six-figure Rent-to-Rent business owners on weekly live mastermind / Q&A sessions where you can get your questions answered whilst learning from others success and challenges. Join break out rooms to access relevant advice at your current milestones, and benefit from dedicated sessions from our expert guest speakers.  

Weekly live Deal Clinic Zoom sessions.
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Join our weekly live deal clinic sessions, where multiple six-figure Rent-to-Rent experts will analyse your potential deals and provide invaluable insights. Learn from real case studies and gain confidence to secure the best opportunities.

Bi-weekly rent-to-rent training updates added to the library.
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The Rent-to-Rent space is dynamic and always changing, join the bi-weekly training uploads to take your knowledge to the next level and find out what's working RIGHT NOW. Expand your skills with dedicated Rent-to-SA, Rent-to-HMO and business training and guidance.

Access the live training archive library.
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Can't make the live training, or need to access the information on demand, we've got you covered. Access our extensive video training archive where you can discover all of our previous live training recordings, sneak peak into Simons one-to-one coaching sessions and high-level models.

SSO AI Mentor | Rent-to-Rent 2.0 powered by AI.
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Built on custom AI platform and fused with years of Simon's experience & extensive teaching materials, the SSO AI mentor is the ultimate tool to answer your questions 24/7.  

Module 1 - Introduction to Rent-to-HMO
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An introduction into Rent-to-HMO which will cover what you need to know, the recent trends and how you can use this model to create reliable, recurring revenue.

Module 2 - Rent-to-Rent Set-up: Landlord business
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Learn how to set-up your Rent-to-Rent business aimed at landlords. This module goes into great detail, showing you how to be compliant, how to create your brand and how to position yourself as an expert.

Module 3 - Plan for Success
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Simon reverse engineers what you need to do to guarantee that you are choosing the best area, selecting the correct properties and targeting the right type of guest.

Module 4 - The Source
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This module covers everything you need to know about sourcing Rent-to-HMO deals that can cash flow right now.

Covering how to source both direct-to-vendor and letting agent deals.

Module 5 - The Close
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By now you will have learned how to identify and source Rent-to-HMO deals, but if you don't know how to close them your effort will be in vain.

During this module I will guide you through how to negotiate, how to build a positive conversation with the client and how to secure the best deal.

Module 6 - HMO Set-up: Tenant Businesses
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Now you know how to source and close your first deal it's time to learn how to set-up your HMO business that is aimed at your tenants.

Module 7 - Prepare the Property
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Learn how to budget effectively and buy the correct items for your properties. Discover how to configure the properties, refurbish and design the interior to get the best photography and returns on your investment.

Module 8 - Online Property Portals
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Focusing on property portals, this in-depth module will cover SpareRoom.com and OpenRent. Learn how to set up, optimise your listings and managing your bookings effectively.

Module 9 - Operations Part I - Tenancy Process
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Create an exceptional tenant experience from day one, learn how to conduct viewings and secure your tenants like a pro.

Module 10 - Operations Part II - Management Software
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Start the right way and discover how to leverage the power of Arthur Online to become organised, streamlined and get your operations on point. Deal with property maintenance, tenant support and paperwork with ease.  

Module 11 - The Systems
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Implement systems from day one that allow you to scale in a sustainably. Save time, effort and learn how to set up a business that allows you to manage remotely from anywhere in the world.  

Module 12 - Templates
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Utilise tried and tested templates including; tenant letters, deal calculators, deal diares and much more...

Available in Rent-to-100k Plus.

DM a Mentor.

Access a higher level of support in the Creative Cashflow Community and unlock Direct Messaging access to our six-figue Rent-to-Rent coaches.

Get your questions answered one-to-one by Rent-to-SA & Rent-to-HMO six-figure operators.

Ask your questions with confidence & confidentiality.

Develop a strategic relationship that delivers bespoke guidance and support beyond your immediate challenges.

VALUE £1,995
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Included bonuses to take your property business to the next level.

When starting a Rent-to-Rent business, there's a lot to learn. Discover the extensive bonuses included to make your property journey as streamlined and efficient as possible. The bonuses include everything from deal calculators, shopping lists, and templates to legal documents.

Our mentorship includes everything you need to run a Serviced Accommodation & HMO business all in one place.

The Rent-to-Rent Deal Calculators.

Save time and build confidence with your figures and negotiation. Avoid taking on too much risk and make sure that you progress with deals that meet our tested criteria.

Calculate your total expenses and commission with ease.

Gain confidence on your maximum offer to the Landlord.

Discover your predicted cash flow vs. occupancy percentage.

Account for VAT when you hit the threshold.

VALUE £269
Laptop screen displaying a financial calculator tool by Simon Smith, with sections for estimated costs, expenses, and results including occupancy rate and monthly net income.

The Ultimate Rent-to-Rent Agreement Pack.

Protect your property business with the most comprehensive Rent-to-Rent, HMO & SA agreement pack available. These include:

Management Agreement template for Direct-to-vendor deals.

Complete legal guide for Letting Agency deals.

Extensive PDF and video tutorials on how to use the templates.

Rent-to-Rent compliance & objection handling guides.

Plus much more...

VALUE £2,485
Black cover of a Management Agreement document titled 'The Ultimate Rent-to-Rent Agreement Pack' by Simon Smith, with placeholders for company and landlord details.

OTA, Property Portal & Channel Manager Tutorials.

Increase your bookings and streamline your operations. Learn from Simon via screen share videos and tutorials that will teach you step-by-step the how to set up correctly from day one.

Set-up your account and complete your profile.

Upload your properties and optimise your listings.

Integrate with OTAs and manage your bookings with ease.

Automate pricing to maximise your occupancy and cash flow.

VALUE £499
Computer monitor displaying a dashboard with graphs, statistics, and activity feed on a white background, against a yellow wall.

Rent-to-Rent HMO & SA Guides & Templates.

Whether your setting up your Rent-to-Rent unit, looking to scale compliantly or streamlining your operations. Take your business to the next level and save time with our pre-built professional guides and templates.

Property, guest & tenant templates.

Automated tenant & guest communication templates.

The complete cleaner guide.

Extensive HMO & SA shopping lists.

VALUE £199
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FREE Access To The Creative Cashflow + App.

Enjoy 3 months FREE access to the #1 Rent-to-Rent app and community to help you on your Rent-to-Rent journey.

Get your questions answered by Rent-to-SA & Rent-to-HMO experts.

90 days FREE access to an extensive list of Rent-to-Rent channels and archives.

Network with other investors on the same journey.

Post your deals in the clinic to get your deals analysed.

VALUE £249
Creative Cashflow App Mockup
Available in Rent-to-100k Plus.

In-person Rent-to-Rent Events.

Enjoy early and guaranteed access to all of our in-person Rent-to-Rent events! Take your learning experience to the next level with complementary tickets to our quarterly Rent-to-Rent Retreats.

Immersive yourself in advanced Rent-to-Rent training, equipping you with the essential tools you need to excel.

Join hundreds of Rent-to-Renters to share your journey, benefit from networking opportunities and build long-lasting connections.

Meet Simon and the team in person, become inspired and supercharge your success.

VALUE £495
Simon Smith speaking on stage, addressing an audience in a modern conference room with overhead LED lighting and attendees seated at tables
Available in Rent-to-100k Plus.

SSO AI Mentor. (coming soon)

Built on ChatGPT and fused with years of Simon's experience & extensive teaching materials, the SSO Bot is the ultimate tool to answer your questions 24/7.  

Access Simon's Book, Youtube, Podcast and extensive course materials & trainings all by simply starting a conversation.

Don't have time to wait for the next live training? Get instant answers to overcome your challenges.

Working out of hours and can't wait until the next day? SSO Bot is available 24/7 to answer your questions.

VALUE £995
Chat interface with the SSO bot answering Steve Smith's question about clauses in a company let agreement for Rent-to-Rent. Additional user queries about rent-free periods, upfront rent, tenant removal, and travel managers are visible.

Hear our success stories.

See the deals our clients have secured on their Rent-to-SA & Rent-to-HMO journeys.

Lifetime cashflow
rent-to-rent deals
monthly cashflow

Our first guests checked in 15 minutes after we opened the doors

Mia and her partner always wanted to get into property, and rent to rent was the way to build cashflow first, then invest in property they own. Mia had always wanted to run Airbnbs too. The support at Simon Smith Online made the difference: unlimited calls, everything personalised, and Harry keeping them going through every viewing. Around four months after joining, they opened a six bed, two bath house in Sheffield city centre. They listed it a few days early, enquiries came in straight away, and on opening day the photographer left at three o'clock and the first guests checked in fifteen minutes later. Those guests booked a week, then another, then a month, and are now talking about six months. That one booking cleared every doubt she had. They've chosen a long, secure booking that keeps the house hands off. Now they're looking for units two and three. Mia's verdict on the support: "Couldn't have been any better."
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

Our first guests checked in 15 minutes after we opened the doors

Mia and her partner always wanted to get into property, and rent to rent was the way to build cashflow first, then invest in property they own. Mia had always wanted to run Airbnbs too. The support at Simon Smith Online made the difference: unlimited calls, everything personalised, and Harry keeping them going through every viewing. Around four months after joining, they opened a six bed, two bath house in Sheffield city centre. They listed it a few days early, enquiries came in straight away, and on opening day the photographer left at three o'clock and the first guests checked in fifteen minutes later. Those guests booked a week, then another, then a month, and are now talking about six months. That one booking cleared every doubt she had. They've chosen a long, secure booking that keeps the house hands off. Now they're looking for units two and three. Mia's verdict on the support: "Couldn't have been any better."
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

Our first guests checked in 15 minutes after we opened the doors

Mia and her partner always wanted to get into property, and rent to rent was the way to build cashflow first, then invest in property they own. Mia had always wanted to run Airbnbs too. The support at Simon Smith Online made the difference: unlimited calls, everything personalised, and Harry keeping them going through every viewing. Around four months after joining, they opened a six bed, two bath house in Sheffield city centre. They listed it a few days early, enquiries came in straight away, and on opening day the photographer left at three o'clock and the first guests checked in fifteen minutes later. Those guests booked a week, then another, then a month, and are now talking about six months. That one booking cleared every doubt she had. They've chosen a long, secure booking that keeps the house hands off. Now they're looking for units two and three. Mia's verdict on the support: "Couldn't have been any better."
Find out more

All Success Stories
Lifetime cashflow
rent-to-rent deals
monthly cashflow

Building retirement income with two rent to rent deals

Charmaine and Stuart did not want retirement to mean cutting back 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. Rent to rent stood out because it let them create strong monthly cashflow without buying property first. Within three months of joining SSO, they had secured their first deal. Their second followed quickly, and they are already negotiating deal three.
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

Simon is better than other educators

Ed tried working with other educators before, but none gave him the value he found with Simon. Simon pushed him to go for the deal he had on the table, and helped him through every step, from what to say to having all the right documents. That first deal is a three bed semi detached house in Guildford, and Ed now has more in the pipeline. He shares why the right support was the key to getting started.
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

Jordan and Declan took action and built a thriving brand

Jordan and Declan are the founders of JD Stays, a serviced accommodation business offering high quality stays for contractors. They share how launching their brand brought business success and gave them their lives back, with more freedom, less stress and a new level of control. For them, the turning point was simple: taking action. See how they built momentum fast and created a business that fits the lifestyle they always wanted.
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

Keys in five days and a deposit waived on their first deal

Ahmed went from washing dishes to building a property business at just 19. His first rent to rent deal is a three bed townhouse just 14 minutes from Central London. He shares how the deal was negotiated with Simon's support, how he collected the keys in just five days, and how he even convinced the landlord to waive the security deposit. The first two bookings alone brought in strong income. A story packed with practical lessons and proof that age is no barrier.
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

Inside their first four bed serviced accommodation deal

Jide and Leonie secured their very first serviced accommodation deal well ahead of schedule. They share how focused action helped them land a standout property fast, and give you a tour of their brand new four bed detached house in Dartford, an exciting milestone at the start of their property journey.
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

I was burning out in dentistry and losing money with buy to let, then this changed everything

Karen spent years working 13 hour days in dentistry, raising two sons alone, with buy to lets that barely broke even. When her health forced her to face reality, her son introduced her to rent to rent and she joined SSO. She turned her underperforming buy to lets into serviced accommodation and saw an incredible first month. Since then she has launched three rent to rent deals in Cheltenham and secured another property in Cornwall. With the support, accountability and straight talking advice she says was missing from every other programme, Karen is finally building something real for herself and her family.
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

Rent to rent allowed us to quit our jobs

Anne and Jeff are now full time property investors. Until recently, Anne was a supply chain analyst for a pharmaceutical company and Jeff ran a business building and designing pipe organs, which he still does on the side. Working with Simon, they have secured five rent to rent deals, and property is now their main focus. They talk about what it was like having Simon on the call for their first deal, and how that support was pivotal.
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

11 deals and five times their income in 18 months

Homeplug are a powerhouse duo who have closed 11 rent to rent deals and grown their income five times over in just 18 months. They share how they scaled with strategy, consistency and the right support, from their first deal to building a thriving brand, and the key moves that helped them grow fast and stay focused.
Find out more

Lifetime cashflow
rent-to-rent deals
monthly cashflow

One deal and a year long booking worth nearly £100k

Claire moved to London from Chile and was working long hours in software sales. The money was good, but she wanted freedom, time and a future with her own family. She loved property and interior design, and had already tried another training course, but it covered so many strategies she felt overwhelmed. Simon's training gave her focus. Her worries were that rent to rent would be another job, or that nobody would book. Hearing other members' results changed her mind. Following Simon's advice to go for houses with three or four bedrooms, she found a big Victorian house in West London on OpenRent, and the landlord agreed the very next day. After a month of cosmetic refurb, it went live and was booked most nights. Then a guest from the United States booked the whole house for a year, worth just under £100,000. Her advice: "Think big. It was a yes and it changed my life."
Find out more

Tired of going at it alone? Looking to start the right way?

The first step before joining the program is to book a Rent-to-Rent 2.0 strategy call. On this call we will get to know you, understand where you are on your property journey and give you the clarity you need to take a step forward and begin to achieve your property goals.

To make sure we can guarantee student success and deliver industry leading support enrollment opportunities are limited, which means places on the mentorship program fill up fast!

We can't wait to meet you virtually and find out how we can help you on your Rent-to-Rent journey.

JOIN Rent-to-100k

£1,995

Join Rent-to-100k Plus

£2,995

FAQs

Here are some the frequently asked questions we have been asked about our mentorship program.

Does the program work for properties I already own?
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Absolutely, the majority of the program is dedicated to setting up a serviced accommodation and/or HMO business, optimising its profits, and systemising it to save you time.

Will this program work for me if I have no property experience at all?
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Yes! We break the whole process down step by step. I have provided video guides and screen shares to take you through every step of the way, with scripts, documents and your dedicated mentor supporting you through the start of your journey.

Will this course support me with sourcing deals with letting agencies?
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Yes, your mentor and the 90-Day Rent-to-SA and 90-Day Rent-to-HMO course materials will teach you how to approach and negotiate directly with letting agents and landlords.

How does the ongoing support work?
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You have 90 days of dedicated one-to-one support followed by nine further months of weekly coaching calls and to the Creative Cashflow Plus app.

Will I receive lifetime access to the courses after purchase?
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Yes! Once you have purchased your course, you will receive lifetime access to the course materials and documents.

How do I access the agreement pack?
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Once you sign up you will receive an email with a link to the online education portal. There you will find all of the courses, templates, videos and guides.