Welcome to Rise Up Rent to Rent — the UK’s go-to channel for mastering Rent to Rent, scaling Serviced Accommodation (SA) and HMO deals, and building a profitable property business without owning any houses.

I’m Kenny Pitman, your Rent to Rent mentor. Whether you're starting out or ready to scale, I’ll teach you how to secure deals, optimise income, avoid costly mistakes, and create true financial freedom.

You’ll get real training on:

Rent to Rent SA and HMO strategies

Deal sourcing & packaging for £3K+/deal

Property investing without a mortgage

Rent to Rent contracts, systems & mindset

🚀 New videos weekly — including mentee stories, property tours, agent calls, and proven scripts.

📄 Free guide → freetraining.kennypitman.co.uk/free-guide
📞 Mentorship → kennypitman.com/mentorship

👉 Subscribe now and start your journey to passive income and freedom.


Kenny Pitman

We’re closing this months mentorship spaces after the next 4 spaces are filled

1 day ago | [YT] | 1

Kenny Pitman

📣 I’ve helped these 4 secure their very first Rent to Rent property this week

Want to finally get going? Be mentored by me? Can’t afford full mentorship?


I have 9 spaces left on my 6 week challenge
launches the end of April
Once those spots are filled I close the doors. I only run this challenge every few months


Now’s your chance to finally get started
👇 Click here to find out more and buy your ticket 👇


kennypitman.com/6weekchallenge

2 days ago | [YT] | 3

Kenny Pitman

Property looked good on paper, but here’s why I walked away

Back in 2021 I viewed a six bed HMO, it was advertised for like £2700, I made an offer of £2000 so it was due to profit at least £800 per month, the offer was accepted, I paid the holding deposit, or whilst this was going on I was running a advert on spare room collecting Tenant demand with the aim of on boarding those tenants

⚠️ But the tenants never arrived or messaged

Because this was mid December, nobody is looking to move around that Time because of Christmas, I advertised a deal to sell it in case someone had a good Tenant database or had tenants lined up but no Property, I could not even sell the deal

⚠️ So we walked away, we lost the holding deposit

But the grand schemes of things we could’ve lost a lot more, and this is a mistake people make they don’t do the market research, they just get emotionally pulled in but they’ve had an offer accepted and they go for it, for then the Property to sit empty

⚠️ Don’t run risks as in pure risks, take calculated risks based on data, that way you’re protecting your business

2 weeks ago | [YT] | 3

Kenny Pitman

This is Kalum

He secured this Property 3 weeks into my mentorship

This is going to be a serviced accommodation (Airbnb)

He started with an open mind
He started with a big reason why
He started with the mindset of just go for no
He followed the path that we’ve set
He followed the blueprint
He stayed consistent

That is what has led him to his first deal

The process is easy, guys
1 - you start a Ltd company and get compliant
2 - you build relationships with landlords and agents
3 - the service you provide solved their problems
4 - you rent or manage their property

And with systems and optimisation, you can scale this business to eventually leave your job and step into this full-time

I did this and many of my students have done this

The process is simple, following it isn’t

2 weeks ago | [YT] | 1

Kenny Pitman

Why you’re still getting ignored by landlords and agents

So whether you’ve been trained or not, the process is still very simple

If you’re calling a estate agents and you’re not sold on your business model, you are overcomplicating it in your mind and you would definitely say the wrong thing, my students do it and I’m constantly reminding them to keep things dead simple

You find a property, you ask the estate agent if the landlord is open to company let, if not then you ask if they’ve got any other properties on their books if the landlord would be open to company on that one, if not, then you ask the Agent themselves do they work with companies?

It’s a process of elimination, we never sell we never convince

They either do or they don’t. Simple

Once you understand that then the only reason why you’re not getting viewings is weak positioning, you’re not saying it with confidence and clear, you sound like everyone else, you’re trying to sound too professional. And then you’re confusing the estate agent and then they just say no they don’t do that because it’s easy to say that.

So literally just say this
“ is the landlord open to a company let on this property”

Don’t add to it, don’t change it

It’s worked for years for me and it works a charm for my students

This works for people that are new And people that are very experienced

Do this going forward and you will see viewings in your calendar

2 weeks ago | [YT] | 3

Kenny Pitman

Landlord Psychology
Why landlords actually say yes to rent-to-renters (it’s not what people think)

Let me walk you through the process real quick

You need to learn how to do rent to rent

1: become a legitimate limited company with all the compliance
2: use platform such as Facebook gumtree open rent and Rightmove to find suitable properties
3: call the estate agent and landlords and just ask them is this property suitable for company Let
4: if it is then the landlord has instructed the agent that they would be open to the idea of company let’s
5: straight away you’ve hit the first type of landlord which are open minded to different opportunities
6: if that doesn’t happen then there are only two other types of landlords that would be open-minded to this but does not know that yet, they’ve had -

1- bad experience with tenants
2 - portfolio owner with no mortgage

That’s it, this is why it’s the numbers game, you’re trying to find that specific type of landlord

And if they like the wraparound service, then you get the Property

There’s no convincing needed, you are solving landlord’s problem - they should be selling their property to you. That’s how its worked in most cases with the landlords I’ve worked with

Hope this helps

2 weeks ago | [YT] | 1

Kenny Pitman

A few wins from the Rise Up community this month so far…

Just looking back through the group this morning and it's great to see the momentum building.

In the last couple of weeks alone we've seen:

* Members landing multiple serviced accommodation bookings (some while on holiday 🍻)
* Over £10k+ in bookings shared in the group already
* Properties covering their rent and bills within the first 9 days of the month
* New supported living providers coming onboard and actively looking for properties
* Members getting viewings booked after their pipeline had gone quiet
* A meeting secured with a council commissioner for supported living
* Deal opportunities being shared, including a 6-bed SA opportunity showing £939/month projected profit
* Members securing 8-bed property viewings for sourcing deals
* Portfolio growth – including two HMOs now under management for one of the members
* And new people joining the community and getting started

None of this is overnight success.

It's phone calls.
Viewings.
Offers.
Negotiations.
Following up when most people would give up.

But when you keep taking action, momentum builds.

And it’s brilliant to see so many people inside the community moving forward and supporting each other along the way.

Looking forward to seeing what the rest of March brings 👊

3 weeks ago | [YT] | 0

Kenny Pitman

This is one of my serviced accommodation properties.
The bungalow with the hot tub.

It went live just before Christmas.

And if I’m honest… it took a little while to build momentum.

Even when a property is fully set up, well presented, and optimised on the platforms, bookings don’t always flood in overnight.

Sometimes it takes time.

You tweak pricing.
You adjust the listing.
You build reviews.
You let the algorithms do their thing.

But slowly the bookings start stacking up.

Here are a few recent bookings coming in:

• 2 nights — £630.84
• 2 nights — £693.82
• 2 nights — £450.59
• 3 nights — £565.34
• 6 nights — £797.92
• 3 nights — £1,470.00 (Christmas already booked)

Different guests.
Different stay lengths.

All from the same bungalow.

This is what I like about serviced accommodation.

Once a property gets traction, it stops being just a house…

It becomes a small business.

New guests arriving.
New bookings coming in.
Revenue stacking across the month.

It’s not always instant.

But once momentum builds…
it starts to build quickly.

3 weeks ago | [YT] | 1

Kenny Pitman

I filmed a property tour with Stuart recently.

It was his first deal.

A serviced accommodation property in Maidenhead that he negotiated down from £3,000 rent to £2,100.

Good deal.
Solid setup.
Great start.

But then he casually mentioned something I did not even know about…

He now has two properties.

This one happened just after Christmas and he did not even make a big deal about it.

That is how this usually works.

The first deal takes time.
Confidence builds.
Then momentum starts to happen.

Inside the video we walk through Stuart’s first property and talk about:

How he found the deal
How he negotiated the rent
What the numbers look like
And the journey to getting the keys

Real person.
Real property.
Real results.

3 weeks ago | [YT] | 0

Kenny Pitman

Most people analysing Rent to Rent HMO deals are guessing.

They estimate the rent.
They estimate the bills.
They estimate the profit.

Then they make an offer and hope the numbers work.

That is risky.

Before I agree to any property, I run the deal through a calculator that shows:

Total monthly costs
Achievable rent
Realistic profit
The maximum rent I should offer the landlord

It takes the guesswork out of the deal.

I have made the calculator free.

If you want it, you can download it here.

freetraining.kennypitman.co.uk/rent-to-rent-calcul…

3 weeks ago | [YT] | 0