Right About Now - Legendary Business Advice - From Side Hustle to $10K/Month: Inside the Rental Car Business with George Madden and Car Rental Coach
Episode Date: January 20, 2026Most people misunderstand the rental car business. They either assume it’s too risky, too time-consuming, or only works if you’re renting luxury vehicles. Others lump it in with online side hustl...e hype without ever understanding the actual mechanics behind it. In this episode, Ryan talks with George Madden, founder of Car Rental Coach, about what the rental car business really looks like when it’s built intentionally. George didn’t start with supercars or flashy marketing. He built his fleet around cheap, reliable economy cars, focusing on utilization, insurance structure, and cash flow rather than appearances. Throughout the conversation, George explains: Why economy cars consistently generate better returns than luxury rentals How small fleets can produce steady monthly income What people get wrong about insurance and liability How depreciation and write-offs change the math entirely How much time it actually takes to operate a small fleet Why this business works as both a side hustle and a primary income When scaling makes sense—and when it doesn’t The answers are practical, grounded, and based on real experience—not theory. This episode is for anyone who wants to understand: How small businesses quietly generate cash flow Why “boring” assets often outperform exciting ones What a realistic, system-driven side business actually looks like No hype.No shortcuts. Just a clear look at a business most people don’t fully understand—but probably should.
Transcript
Discussion (0)
We do a market analysis in every single area because it can change.
But if we're looking at just the United States in general, what I've seen become the most profitable and how I've built my business,
we're talking economy cars here that are older, higher miles and we're trying to find them for about under $12,000 with everything set and done to have the car ready to go.
Because these $10,000 to $12,000 cars are renting for the same amount of money as a $25,000 or $30,000 car.
This is right about now with Ryan Alford.
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Well, it starts right about now.
Hello and welcome.
It's 20, 26.
It is right about now.
This is Ryan offered your host.
I hope everyone's doing good.
We're getting into the year.
We're doing some of our best of series, but hey, it's all about legendary people doing legendary things and legendary business advice.
We cover things that you've heard of and legendary people doing something that you probably know what it is.
And you're like, damn, how did they do that?
And then there's stuff that you're like, I've heard of that.
Seems like an interesting side thing.
What the hell?
We're talking to Carr, rental coach.
He is.
George Madden.
What's up, George?
Hey, how's it going?
Great to be here.
Hey, man.
I'm curious.
This is an interesting thing.
If you've seen the app, Toro, which I have, I always thought that was brilliant idea.
It was right when they first started.
I was like, someone should have done this, where you've got your car, you're not using it,
you're in a big city or you got an extra car.
Hey, rent your car, do all that.
It made a ton of sense to me.
And then I noticed there was like these people that had multiple cars, fleet if you want.
Okay, I see what's happening here.
And then I got busy with the million other things that I'm doing.
And that's about where I left off with it.
I have rendered a couple of tours in big city.
But that's why we went to the expert here.
George Madden's going to tell us all about it.
George talked about what the hell exactly is a car rental coach.
Everybody knows that people beat the hell out of rental cars.
Are you going to teach me how not to beat the hell out of one?
What are you doing?
Car rental coach.
I ended up creating this business with my partner about two years ago.
This was after I was already renting cars out for about five years.
What happened one night?
I was scrolling through Facebook and I saw my business partner's ad come up saying,
hey, if you have a car and want to put it in our fleet, we rent them out at the airport.
And he was taking on investors and growing his fleet.
This was in the evening time I may or may not have had a glass of wine.
or two. And I saw him and I thought, oh, wow, there's more competition because at that time I was the
largest in Pittsburgh. And now I finally saw somebody else. I'm like, okay, he can work an ad on
Facebook. He might be somebody competition coming in. So I filled out his survey to see as if I were a
client. He ends up calling me. We start talking about business. I was transparent. I let him know
that I have a fleet. I wasn't, you know, spying too much. But I said, hey, come on down to our car lot
one day and let's just meet and see what you're doing. So we both started talking about our goals with
growing the rental car fleets. And we had two completely different clientele. So I didn't feel weird
sharing information with him. He was dealing with airport guests. I deal with like 90% local people.
I love co-opetition. Yeah, yeah, exactly. I'm always about working together. But then we started
talking. I said, do you get messages from people all the time asking you how to start this business?
Because at this point, I had family members, friends, and then, you know, random people from high school from 12 years ago that I barely talked to saying, how are you renting these cars? Because I was sharing the rental business on social media. I started helping a few people for free. He was doing the same thing. And at that time, are you familiar with Alex Hermosie?
Yeah, I know Alex.
I started reading his books in Jim Launch, where he had a bunch of gyms,
then he decided to turn that into an educational business teaching other people how to do it.
We decided to follow a similar suit, and we started car rental coach to help other people start
and scale their car rental business while building ours.
Because I've always been somebody heavily involved with mentorship.
I've been to Acquisition.com for their workshops.
When I first started Turro, I paid a guy in Phoenix, Arizona that I still am in contact with now,
and he mentored me. I saw a lot of value in that. And what we do, we help everybody overcome mistakes.
We help them get set up with the proper insurance. We make sure that they're picking the right
cars. So we do a full market analysis. We do weekly coaching and group calls with our community so
everybody can learn from each other. We give best insurance practices on how to handle a claim,
how not to panic, how to make sure that you're receiving every single dollar your owed.
We set them up with the right tracking system, the right hardwired trackers in these cars.
So when they're stolen, because it's not if they're stolen, it's when they're stolen.
We're able to get this car back as fast as possible and put it back on the road making money.
Because time on the road being rented in this business is number one.
We have to keep these cars consistently rented to keep the cash flow up.
And we help with funding, financing, and anything our clients need, we're there for them.
We have two lessons here that George is teaching the audience.
Number one, he's created a business, he's learned things.
And while he's going through it, he's documenting.
So he's created a coaching platform because he's learned some business.
practices and why not document what he's doing to create content that's valuable for social
and otherwise but also they can be used to be sold because it's useful information and he has
learnings that can be shared there's a lot of coaches out there that are bullshit that aren't teaching
things that are that valuable talking to you life coach number 647 that shit you can get anywhere
this is actually teaching a new concept in business and this is valuable information because
it could be a side hustle it could be something there's a lot of curiosity and a lot of questions on
and a lot of pitfalls, a lot of them, if you don't know what you're doing.
So, George, I like this from two fronts, the process of you creating the content and
documenting it and then creating the course.
There's some learning just from that in a business standpoint, anyone out there that's
looking for something else.
If you've got knowledge, it's actually valuable for an industry like this that has a lot
of things that people could slip, slide, and be in a real bad spot if they didn't know,
you can't fake your way through this stuff.
And then, number two, the fact that it's actually a business that can be done effectively
if you know the right way to do it.
What we really like with car rental coach too,
I'm a believer in courses.
I love them.
But we put out pretty much all that information for free on YouTube
what other people charge for in courses.
And we specialize on one-on-one personalized training.
So you're getting on calls with either me
or one of our other coaches who have also built successful rental car fleets.
We're working together on a custom plan.
We're getting on weekly calls.
And no two people are alike.
Everybody's at different starting points as different goals.
I've had NFL players that I've worked with.
They're just doing this because there's such tax deductions on rental cars and they're not worried about
making a huge profit.
They're happy about lowering their tax liability.
Then I've worked with other people like husband and wife couples who quit their jobs to do this
full time.
Every situation is unique.
And that's why we like the one-on-one training.
If you're going to treat it as a business and you're going to buy a fleet of cars or maybe
you have a couple extra cars and you're going to start it.
One, is there a way to wade your way in the waters of this thing versus, okay, I'm going
all then.
I'm going to go buy seven cars and I'm going to do it.
What's the council there?
Number two, I'm sure the fear is, okay, if I let someone use my personal car, it's going to go to crap, they're going to take care of it.
I'm sure there's like these common barriers that probably most people have.
How would you sort of go, that's fear, not reality?
I've had clients that have come to me.
They've wanted to start with a couple million dollars and just buy hundreds of cars to start right off the bat.
And I always like to realign expectations and tell them that's not a good idea.
I want to see them scale.
I want them to do well.
But I always say start with under five cars.
One to five cars really isn't that much different to manage.
But don't buy a bunch of fixer uppers and not have any of them ready.
And then they all sit there and not being rented.
Get one car, put it on the road, learn the system, see if you like it, and then start to scale from there.
That's a good advice.
I know it probably depends on the market.
Yeah, I'm sure it does.
Don't go buy Ferraris.
If you're in Greenville, South Carolina, they're probably going to sit on the shelf.
Greenville's up and coming, but it's not L.A.
I've always wondered what the sweet spot is.
You wanted to be practical.
You wanted to be affordable, but you wanted to be reliable.
but then those cars also want to get $30 or $40 a day.
How do you find these sweet spots of what cars to get?
We do a market analysis in every single area because it can change.
But if we're looking at just the United States in general,
what I've seen become the most profitable and how I've built my business,
we're talking economy cars here that are older, higher miles,
and we're trying to find them for about under $12,000 with everything set and done
to have the car ready to go.
Because these $10,000 to $12,000 cars are renting for the same amount of money
has a $25,000 or $30,000 car.
For example, a killer car for me last year, this car brought in over $15,000 in revenue.
This was a 2017 Mitsubishi Outlander sport that I got for $8,300.
Hey, double what you paid for the car.
Plus the tax write off on it too because depreciation in this business is huge.
So a lot of this can be, don't want to say tax-free, you have to speak with your CPA on that
and everybody's situation's different.
but there are great deductions with us.
Yeah, great deductions with depreciation.
But besides that, so my fleet's built out of 2018 to 2022, Hyundai Alantras, Mitsubishi
mirages, Kia Souls, all these cheaper economy cars.
I'm hearing all the secondary cars.
I'm not hearing Honda.
I'm not hearing Ford.
I'm not hearing Chevy.
I'm not hearing Toyota because those carries too much value.
I do have two Honda cords, but I'll only buy them if I can buy them out of steel.
Usually they're 30 to 40% more than an Alontra.
And the thing is, they go for around the same amount of money,
and I'm all just looking at return on investment
because we're not putting these on there to rent for the next 10 years.
Realistically, somebody's going to total this thing in the first three years of it being on the platform,
and then you're going to get your money back,
and then you're going to rinse and repeat as long as you bought it right,
buy another car and to keep it cash flowing.
And sometimes profit off the difference from what you bought it and what insurance pays you.
So if I was looking into say, these cars are never going to get in an accident ever,
Sure, I might invest more into buying Honda cords and Toyota Camrys and things like that,
but the case is they're all going to be dead before the wear and tear actually matters.
How do we insure these cars and protect ourselves when you're not the one driving it?
And I know the insurance far as the car, not the person, I get all that.
You know how it is?
It was this way with Airbnb and other things at first.
Like none of the industries liked this.
No one embraced it.
It was a very up-and-coming way to make money and do things, but none of the other industries cared
for it because they didn't know who was liable.
And so how do we get insurance?
How do we get coverage and how do we protect ourselves?
Every state's going to be different with what insurance carriers actually allow this.
When I started five years ago, there was only really one option.
Now there's several companies.
There's three different companies that I've used myself and clients have that do commercial
off-trip rental insurance.
So this is insurance that covers the car when it's not being rented and it's sitting there
and you're using it for business-related activities or employees.
employees using it for business related activities. And there's three different companies.
Depends on what type of cars you have and what state you're in for me to give the recommendation.
But that insurance for full coverage usually comes to about 100 to 110 bucks a month on each car.
And then liability only is usually about $60 to $70.
The way you said that, it screamed a little bit like loophole, but not necessarily like embraced.
Is that an inaccurate statement of what I heard?
It's completely legal commercial insurance. It's just newer products that have.
come to market in the last two years that never existed before. So if you were to try to do this
on your personal insurance, which a lot of people come to me, they're not set up right, the car's
not under an LLC, they're putting it on their personal insurance. If your personal insurance finds
out about that, they're going to probably cancel your policy or what they're going to do,
they're going to let you keep paying for your policy. And then when you wreck the car and have
a claim, they're going to say denied and they're going to keep all the payments you gave them already
because you breached contract. But thankfully, thankfully, we do have this. I don't recommend people
using their personal car and renting it on Toro half the time going back and forth.
It's really just buy a car for this.
Maybe if you want to test it out with one or two trips to see if it even works, use your
personal.
But really, you should have a separate car for this that you're not driving for anything
personally related and it should only be business.
And that's how it's set up and that's how 90% of our clients are, a car rental coach.
They're doing this.
A lot of them build a primary source of income and sometimes just a secondary.
We have a lot of people that do well, doctors, lawyers, professionals.
They're looking for an income where they can even make an extra couple of
thousand dollars a month with minimum work i'm just comparing because there's a nice comparison
with the air b and b thing a little bit that becomes such an indist
