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

Who wants to be financially free?

Real question.

A: Watching YouTube and “researching”
B: Waiting for the perfect time
C: Taking action with support and accountability
D: Hoping it works out

Be honest with yourself.

Most people live in A and B for years.

They know the strategy works.
They believe in it.
They’ve probably even spent money on education already.

But they’re still stuck.

Not because they’re stupid.
Not because the model doesn’t work.

Because no one is holding them to execution.

That’s the difference.

Inside my mentorship, you don’t drift.
You don’t disappear.
You don’t hide behind “I’ll do it next week.”

We review your deals.
We check your numbers.
We fix your contracts.
We call you out when you stall.

If you’re done playing at it and ready to move properly,

mentorship is open.
www.kennypitman.com

Your move.

1 day ago | [YT] | 1

Kenny Pitman

Not every week is screenshots and wins.

Some weeks people hit the wall.

And when I say wall, I mean that moment where your head just starts chatting shit to you.

“Maybe this isn’t for me.”
“Maybe I’m not cut out for this.”
“Maybe I should just slow down.”

It’s not intelligence.
It’s not effort.

It’s overwhelm.

Too many moving parts.
Too much new stuff.
Too much happening at once.

I can see it straight away.

Energy changes.
Replies slow down.
They go a bit quiet.

Most people drift here.

Not because they can’t do it.

Because they start doing it alone… in their own head.

I know that phase.

Factory shifts.
Double shifts.
Getting home at 10:30pm.
House quiet. Everyone asleep.

Trying to build something on the side with zero roadmap.

That’s when your head gets loud.

So when one of my students hits that point, I don’t wait for them to spiral.

I message them.

“Where you at?”

We get on a call.
We cut the noise.
We simplify it.

Not the whole plan.
Just the next move.

That’s it.

Momentum comes back when it’s simple again.

People don’t quit because the model doesn’t work.

They quit because no one catches them when their confidence dips.

That’s the job.

Not selling a portal.
Not disappearing after onboarding.

Staying present when it gets uncomfortable.

If you’re honest…
Are you stuck because you don’t know what to do?

Or because you’re trying to do it on your own?

Comment WALL if that hit.

2 days ago | [YT] | 0

Kenny Pitman

Six years ago I was working shifts in a factory.

Double shifts.
Early cold starts.
Late cold finishes.

Some months there was barely anything left after bills.
I wasn’t broke broke… but I wasn’t free either.

I remember thinking about having kids one day and the thought of leaving before they wake up and getting home when they’re asleep.

That bugged me.

I tried the corporate ladder.
Did the whole “promotion” thing.
ugh, corporate world was not for me

So I stepped down.
Took a pay hit.
Started building something on the side.

It wasn’t glamorous.
It was phone calls.
Rejection.
Stress.
Doubt.
Doing it anyway.

Fast forward.

Now if my kids are sick, I don’t ask permission.
If I want to be at the breakfast table, I am.
If I want to work all day because I’m fired up, I do.
If I want to switch off and clear my head, I can.

That’s the reward.

Not flashy cars.
Not showing off.

Control.

And it didn’t come from luck.
It came from deciding I wasn’t staying where I was.

Most people say they’d do anything for their family.

But won’t do the uncomfortable bit required to change their situation.

I get it. I was there.

But if you’re reading this thinking “imagine having that freedom”…

It’s not imaginary.

It’s earned. through hard work and sacrifice

2 days ago | [YT] | 1

Kenny Pitman

Rent to Rent HMO explained so a 12 year old can understand it.

You find a big house that is already a licensed HMO.
Usually 4 to 6 bedrooms.

You agree with the landlord to rent the whole house from them on a business contract for a fixed amount each month.

Let’s say the landlord accepts your offer of £2,000.

You don’t live in it yourself.
You rent each room out separately.

For example:

5 rooms rented at £690 each.
That’s £3,450 per month coming in.

You pay the landlord their £2,000.
You pay the bills.
You manage the house properly.

What’s left over is your profit.

That’s Rent to Rent HMO.

You don’t own the house.
You control the income.

The landlord gets guaranteed rent and no day to day hassle.
The tenants get a clean, well managed place to live.
You build monthly cashflow.

Simple concept.
Serious business when done properly.

If you want me to show you the risks, the numbers, and how to do this safely and legally, comment “HMO” and I’ll send you the full video breakdown.

3 days ago | [YT] | 1

Kenny Pitman

I've put together an 8 part video series to get started in R2R

You already know property works.
You’ve watched the videos.
You’ve seen the results.
You’ve probably even told yourself, “I’ll start soon.”

Soon turns into months.
Months turn into years.

Nothing changes until you do.

If you want a proper breakdown of how this actually works, step by step, I’ve put together a free eight part training series.

1 click access and you can start watching

Comment 'Playlist' and i'll DM you the link

3 days ago | [YT] | 0

Kenny Pitman

Once upon a time Louise was watching my YouTube videos.

Now she’s running her first rent to rent HMO.

And not just any HMO.

One I used to run myself.

Her words, not mine:

“I wouldn’t be here without the mentorship.”

“I would never have made a phone call without the course.”

“Having the mindset coaching was vital.”

“It feels like a family.”

£700 per month profit.
£8,400 per year.
12 month review.
Break clause protected.

But forget the numbers for a second.

She struggled with confidence.
She doubted herself.
She nearly didn’t start.

She started with Serviced Accommodation.
Pivoted when the numbers didn’t stack.
Took action.
Adjusted.
Secured the deal.

That’s what real mentorship looks like.

Not just access to videos.

Guidance.
Contracts checked.
Offers reviewed.
Mindset supported.
Decisions made together.

This is why my success rate is high.

Because nobody is left guessing.

Louise didn’t get lucky.

She followed the process.

And executed.

That’s it.

4 days ago | [YT] | 0

Kenny Pitman

This group alone went on a combined 20 viewings in the last 7 days.

And here’s what makes that even better…

One, two, three of these guys have only just started.

Brand new.

Now let me explain something important.

When someone joins, they get full access to the entire action course.

From setting up the company
To securing the first deal
To scaling past 10K per month

It is all there.

And yes, that can feel overwhelming at first.

So as soon as they’ve gone through the training, they book a Zoom with me or my team.

And we simplify everything.

Very clear.
Very direct.
Very operational.

We give them exact next steps.

So they go from:

“I’ve got loads of information”
to
“Right, this is what I’m doing today.”

And this week proves it.

20 viewings in 7 days.

But here’s the part most training companies don’t do…

Behind the scenes I’ve been flat out.

Checking due diligence.
Reviewing comparables.
Stress testing nightly rates.
Looking at clauses.
Going through contracts.
Making sure numbers actually work.

We do not let people fire off offers blindly.

You don’t know what you don’t know.

Be £10 wrong on your nightly rate and that’s £300 a month gone.
Miss a break clause detail and you’re stuck.
Overlook a line in a contract and it costs you thousands.

Access to a course is not enough.

Oversight matters.
Experience matters.
Pressure testing matters.

That’s how you protect people.

That’s how you build confidence properly.

And that’s how 20 viewings happen in a week.

This is how deals are done.

Not by hoping & guessing.
But by executing with support.

4 days ago | [YT] | 2

Kenny Pitman

Yesterday was a proper man day.

Business is flying.
Students are winning.
Bookings landing.
Team ticking along.

But life still needs doing.

Fences don’t fix themselves.
Wood doesn’t cut itself.
Gardens don’t magically tidy up.

Kids and wife were out.
Phone went down.
Business got switched off.

Chainsaw.
Fire.
Cold air.
Coffee breaks outside.
Hands dirty.
Head clear.

One full day with no rain and I made the most of it.

I still love hard graft.
Being outside.
Doing something physical that doesn’t involve screens, calls, or decisions.

With 100+ students, a team to support, a family to lead and a business to run, sometimes the most productive thing you can do is step away.

Just to reset.

We’re not machines.
If you don’t look after your head, everything else suffers.

So if you need a day off to stay sharp long term, take it.
That is the work.

Back on it today.
Clear.
Focused.
Ready.

That balance matters more than people admit.

1 week ago | [YT] | 2

Kenny Pitman

One of the biggest mistakes I see people make in this business is holding on to properties that don’t work.

They know it doesn’t stack.
They can see the numbers aren’t right.
Bookings aren’t coming in.
Stress is rising.

And still… they hang on.

Why?

Ego.

They got into the deal emotionally.
They didn’t negotiate a proper break clause.
They thought they could “make it work” on their own.

That’s not confidence.
That’s inexperience pretending to be belief.

If you didn’t negotiate a break clause, that’s not bad luck.
That’s lack of training.

This business doesn’t reward pride.
It rewards decision making.

Sometimes the right move is to invoke the break clause and walk away.
That’s not failure.
That’s competence.

The real lesson here is simple:

You don’t know what you don’t know.

You can absolutely do this alone.
But accept it will likely take longer.
Accept the financial risk is higher.
Accept the risk of going broke quickly is real.

Or take yourself seriously from day one and reduce that risk.

Because here’s the truth.

If you don’t take yourself seriously,
don’t expect landlords, agents, or the business to take you seriously either.

That’s the lesson.

1 week ago | [YT] | 1

Kenny Pitman

One of the biggest mistakes I see people make in this business is holding on to properties that don’t work.

They know it doesn’t stack.
They can see the numbers aren’t right.
Bookings aren’t coming in.
Stress is rising.

And still… they hang on.

Why?

Ego.

They got into the deal emotionally.
They didn’t negotiate a proper break clause.
They thought they could “make it work” on their own.

That’s not confidence.
That’s inexperience pretending to be belief.

If you didn’t negotiate a break clause, that’s not bad luck.
That’s lack of training.

This business doesn’t reward pride.
It rewards decision making.

Sometimes the right move is to invoke the break clause and walk away.
That’s not failure.
That’s competence.

The real lesson here is simple:

You don’t know what you don’t know.

You can absolutely do this alone.
But accept it will likely take longer.
Accept the financial risk is higher.
Accept the risk of going broke quickly is real.

Or take yourself seriously from day one and reduce that risk.

Because here’s the truth.

If you don’t take yourself seriously,
don’t expect landlords, agents, or the business to take you seriously either.

That’s the lesson.

1 week ago | [YT] | 1