- The Real Estate Download
- Posts
- Lessons From The Man Who Played Real Life Monopoly
Lessons From The Man Who Played Real Life Monopoly
11 Lessons From William Zeckendorf
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/a077472b-e718-4294-9ca7-f16b7af26f60/Zeck.jpg)
Presented By
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/8a4ee440-9e42-490d-b594-a3b6728c68e3/unnamed.png)
Zeckendorf was a master at deal making
One of his secrets?
His presentation of each deal:
I set up architect renderings and a scale model of the project in a side room at the Club Monte Carlo, where at lunch I could display it to prospective clients
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/35013066-75cd-413b-9c65-d04ab2d55334/Zeck_1.jpg)
After studying his deal making skills, it is clear:
His secret sauce was his ability to sell a vision with his pitch
Lesson: Nail your pitch to close more deals
BetterPitch is just the group to help
Creating beautifully designed professional pitch decks, BetterPitch enables you to focus on your business while they curate the perfect pitch deck
With that, here are 11 powerful lessons from Zeckendorf
Lesson 1: Know Your Worth
Zeckendorf’s first job in real estate was leasing a half vacant office building his uncle acquired
Zeckendorf leased all but 2 spaces
His uncle didn’t congratulate him, but asked him when the last 2 would be rented
This angered him
Zeckendorf did the math and realized an outside broker would have made $25,000 to lease the building
Zeckendorf made $40 / week
The next day he told his uncle he was done working for him
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/a3ed486d-cdc4-4185-95e3-e86a7836a9e9/10005681.jpg)
Zeckendorf (far right), at the closing of Waggoner Arlington Downs Three D Ranch
Lesson 2: The Hawaiian Technique
Zeckendorf observed investment bankers had a much easier job of financing acquisitions through various financial instruments (bonds, preferred shares, common stock)
While fishing on a beach in Hawaii, he conceptualized a new way to finance real estate
He would break out the real estate acquisiton into the various components (ground leasehold, fee position, operating leasehold, residual position) and seperately finance each piece
Zeckendorf realized breaking the various components into different parts yielded more value than as a whole
Lesson 3: Work With the Best Talent
I.M. Pei was the primary architect Zeckendorf worked with
At this time, it was not normal for an architect to work directly with a developer
They turned that theme on its head
Zeckendorf joked with bankers:
“Our overhead is almost like the Bank of America. You have to have the right type of manpower. That’s how you get these buildings”
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/4314e50c-8cdc-4258-9545-3dcd551eb494/gettyimages-836811934-612x612.jpg)
Zeckendorf with I.M. Pei
Lesson 4: Choose Your Deals Wisely
Zeckendorf, admittedly, did most deals that came to him
But it ultimately led to his demise
Lesson: even if it you think a deal works at the “right price”, some deals are just bad deals
Be selective and stick to your core fundamentals
Lesson 5: Sales Technique
If a man comes in to sell you something, turn on lights with a blue tint
If you want to sell something to someone else, turn on lights with a rosy tint
If things are looking dull, put on a bright light
If a man is a real mope, and doesn’t seem to warm up, I try to get him to take a drink
Spoken like a true salesman, Zeckendorf
Lesson 6: Save Money
After his first closing, he made a commission of $8,000 - quite a large amount of money at the time
He decided he must take a European vacation and stay in the nicest hotels with private transport everywhere
He also traded on margin in the stock market while he was overseas (once earning $4,000 on a day trade)
This was just the beginning of his frivolous spending habits, which also led to his demise
Lesson 7: The Best Deals Are Done Outside of The Office
Club Monte Carlo was a club where much of Zeckendorf’s business was conducted
Ownership of Club Monte Carlo was great fun. I had my own corner table and full attention of the waiters and chef. For 5 years, I dined at the club several evenings a week and did as much business there as my Madison Avenue office
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/90f1ed0c-f727-4fde-8f83-b24dc40cb767/Zeck_3.jpg)
Lesson 8: Create a Plan and Be Relentless
To lease his uncles office building, he took the elevator to the top of each office building on Wall Street and worked his way down floor by floor with a simple opening line:
“I understand your lease is expiring, and I’d like to show you space at 32 Broadway”
His theory:
All tenants were on 3-year leases, so every third office he walked into would have an expiring lease
1 of 5 would accept a look at 32 Broadway
1 of 5 that looked would sign a lease
It quickly became a game of numbers and persistence
Lesson 9: There is Real Value in Branding of Real Estate
Early on in his career, he realized assets owned by some of New York’s finest families (Rockefeller’s, Astors, etc.) traded at higher values compared to other similar assets
We see the same today
Deals trade at higher values based on their address or the sentimental value of a building
Those who can manufacture this sentiment can create value
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/d7d8f716-bc78-46f2-af90-340f9b680a78/zeckendorf1_670.jpg)
Zeckendorf and his son with the Chrysler building in the background
Lesson 10: Don’t Bargain
If a property is worth a price, pay it
Avoid haggling
You end on much more amicable terms with relationships to boot
There are no winners when you haggle the price down to the last dollar
He (Zeckendorf) always likes to sell something where there is a profit in for the other fellow. He doesn’t hold out to the last dollar
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/06eebbd4-e7e2-4b4c-a334-c405b965fb15/Zeck_2.jpg)
Zeckendorf closing a deal in the back of his limo
Lesson 11: Help Others
Aid and support the projects of others
It often leads to your own success
Money comes naturally as a result of service
Presented by BetterPitch
Perfect Your Pitch Deck
Exhausted from splitting your time between graphic design and securing funding for your next deal?
Enter BetterPitch
From research to design, BetterPitch takes the hassle out of creating your pitch deck, so you can focus on building your business
Here's the best part:
BetterPitch is extending a risk-free offer
They'll work with you until you're 100% satisfied, no matter how many revisions you request
Ready to get the perfect pitch? Book a Call Today
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/ad5177ac-9f78-4bae-81f6-2f0593b612c9/unnamed.png)
That's all for today friends.
If you enjoyed these lessons, I recommend picking up Zeckendorf, the full autobiography
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/74ea3ef5-e460-4244-a622-00c801fbc6bd/9199xY3X6-L._AC_UL600_SR600_600_.jpg)
If you enjoyed today's newsletter, please share it with your friends and family
If this email was forwarded to you, consider subscribing to receive them in the future
Have a great day and talk soon,
Jake
![](https://media.beehiiv.com/cdn-cgi/image/fit=scale-down,format=auto,onerror=redirect,quality=80/uploads/asset/file/a2c1f899-5e74-40ac-9b60-719999d2e4df/Stoutland_RE_Linkedin_Profile__2_.png?t=1712321350)
Reply