Paul Carassone

Paul Carassone, The Property Boss

I bought my first building in Williamsburg, Brooklyn at 18. Over a billion dollars in deals later, I coach investors on what the courses skip: owning, managing and holding real estate.

Every Wednesday, 7:00 PM ET

#1 Best Selleron Amazon for Should’ve Listened…
Paul Carassone on a Brooklyn street under a Carassone Way sign
Featured in

Track record

1985First property, in Williamsburg, at 18
$1B+In aggregate deals
30+Years in property management
15%Average income lift in a property’s first year

Court-appointed property manager and fiduciary. CEO and co-founder of Carassone Property Management, responsible for every acquisition, sale and dollar.

$14,000 in. $1.6 million out.

That was my first building. I held it, ran it right, and sold it for more than a hundred times what I paid. That’s the game I teach.

Since then I’ve closed over a billion dollars in deals. Courts appoint me to run buildings as property manager and fiduciary, and at Carassone Property Management every acquisition, sale and dollar goes through me.

I wrote a #1 Amazon best seller, I’ve been featured in Business Insider, AP and Yahoo, and my videos have pulled millions of views. Not bad for a kid from Brooklyn.

Paul Carassone, arms crossed, beside a white Rolls-Royce Cullinan

Three ways to work with me

Start free. Go deeper when you’re ready.

FreeWednesdays, 7 PM ET

Wednesday coaching

Live in my Discord every Wednesday at 7:00 PM ET. Bring your questions and your deals.

  • Open to every level and every budget
  • Property management, buying, holding
  • Ask me anything, live
CommunityRecommended

The Property Bosses

My community on Skool, for investors who want to learn the business alongside people doing the work.

  • The fundamentals of owning, not just buying
  • Other investors working real deals
  • How I size up a property
One on one

Mentorship

“Buying the course, no. Buy a mentorship, yeah, all day long.”Paul, on courses vs. mentorship

Work directly with me on your deals, your buildings and your next move.

Or start with the book: Should’ve Listened…The myths and mistakes that cost investors the most.#1 Best Selleron Amazon
Buy on Amazon

In my own words

The clips that took off in 2023. Millions of views later, this is still how I talk about the business, and how I’ll talk to you.

“I don’t flip real estate. That’s not where the money is.”

My reaction to my first Rolls-Royce

The number one skill for success

“How many units?” On the street in Brooklyn

Follow on TikTok114K followers · 1M likes

Run the numbers first.

The Property Evaluation Calculator is the formula my team at Carassone Capital uses on every building we look at. Put in the price, loan, down payment and vacancy rate. It tells you if the deal works.

Make the mistakes in the calculator, so you don’t make them in real life.

4-unit, $720,000Negotiate
7.0%Cap rate
1.18DSCR
$159Cash flow / door
$50,757NOI
25%Down payment
$675kOffer price

Sample deal for illustration.

Should've Listened by Paul Carassone, shown at number 1 in Amazon Best Sellers with a #1 Amazon Best Seller seal
#1 Best Selleron Amazon

Should’ve Listened…

The real estate myths that cost investors the most, and the mistakes I watched people make for 30 years. Practical advice on buying and keeping property, for first-timers and pros.

Why investors work with Paul

Plenty of people sell real estate advice. Very few still own the buildings.

He still does the work

Every acquisition, sale and dollar at Carassone Property Management goes through him. You learn from an operator, not a spectator.

Trusted by the courts

Judges appoint him as property manager and fiduciary when a building needs someone they can trust with it.

Owning, not flipping

He teaches what the courses skip: managing, holding and getting paid for decades. His first building went from $14,000 to $1.6 million.

Straight answers, every week

Every Wednesday he’s live in Discord for free. No scripts. He tells you if it’s a buy or a run.

Your first building is the hardest. Don’t do it alone.

Start with the free Wednesday session, or join the community and learn from someone who has been buying, managing and holding real estate since 1985.

Want one-on-one? Start mentorship