In 1990, Trump was $900M in personal debt. His casinos lost $3M per...
Oscar Hoole@theoscarhoole
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Dec 28, 2024
~3 min read
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In 1990, Trump was $900M in personal debt.
His casinos lost $3M per WEEK.
Banks seized his yacht, plane, and helicopter.
Then ONE move transformed him into a billionaire TV icon...
Here's the full story:
His casinos lost $3M per WEEK.
Banks seized his yacht, plane, and helicopter.
Then ONE move transformed him into a billionaire TV icon...
Here's the full story:
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It started in Manhattan, 1976:
A young developer saw something others missed.
Put your name in giant gold letters on buildings.
Simple. Flashy. Revolutionary.
No one could have predicted what happened next...
A young developer saw something others missed.
Put your name in giant gold letters on buildings.
Simple. Flashy. Revolutionary.
No one could have predicted what happened next...
0:28
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The idea caught fire.
Trump Tower became an instant Manhattan icon.
Then Atlantic City casinos made him a gambling king.
By 1988, he bought the Plaza Hotel for $407M.
Success seemed unstoppable...
Trump Tower became an instant Manhattan icon.
Then Atlantic City casinos made him a gambling king.
By 1988, he bought the Plaza Hotel for $407M.
Success seemed unstoppable...
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"Leverage is my friend"
That was Trump's motto.
Words that would shape his destiny.
His empire grew at a pace Wall Street had never seen:
- $675M Taj Mahal
- $820M Plaza Hotel
- $365M Eastern Shuttle
The seeds of disaster were being planted...
That was Trump's motto.
Words that would shape his destiny.
His empire grew at a pace Wall Street had never seen:
- $675M Taj Mahal
- $820M Plaza Hotel
- $365M Eastern Shuttle
The seeds of disaster were being planted...
0:42
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At the helm was Donald Trump, a developer who lived by one rule:
"You have to think anyway, so why not think big?"
Under his watch, Trump didn't just build - he borrowed billions.
By 1991, the cracks were showing...
"You have to think anyway, so why not think big?"
Under his watch, Trump didn't just build - he borrowed billions.
By 1991, the cracks were showing...
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Things went from bad to worse:
- Interest rates soared
- Real estate market crashed
- Casino revenues plunged
Then came the meeting that changed everything...
- Interest rates soared
- Real estate market crashed
- Casino revenues plunged
Then came the meeting that changed everything...
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June 1991:
70 bankers gathered in a Manhattan room.
Trump couldn't make his loan payments.
When he protested, they had a strange response:
70 bankers gathered in a Manhattan room.
Trump couldn't make his loan payments.
When he protested, they had a strange response:
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"Your name is still worth something."
But Trump had noticed something deeper.
Even as his empire crumbled, people still believed in the brand.
The truth was about to transform everything...
But Trump had noticed something deeper.
Even as his empire crumbled, people still believed in the brand.
The truth was about to transform everything...
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The pivot was genius:
Instead of owning buildings, he'd license his name.
- Zero construction costs.
- Pure profit.
- No risk.
But his biggest move was still to come...
Instead of owning buildings, he'd license his name.
- Zero construction costs.
- Pure profit.
- No risk.
But his biggest move was still to come...
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2004: Mark Burnett walked into Trump Tower.
"I have an idea for a show..."
Trump demanded $50K per episode.
What happened next shocked everyone...
"I have an idea for a show..."
Trump demanded $50K per episode.
What happened next shocked everyone...
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"The Apprentice" premiered:
28.1M watched the first finale
Trump earned $427K per episode
Ran for 14 seasons
Total earnings: $213M
His catchphrase "You're fired!" became cultural gold.
28.1M watched the first finale
Trump earned $427K per episode
Ran for 14 seasons
Total earnings: $213M
His catchphrase "You're fired!" became cultural gold.
0:37
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The transformation was complete:
Name on 50+ buildings worldwide.
Licensing deals in multiple countries.
Products from ties to vodka.
Brand value in BILLIONS.
Name on 50+ buildings worldwide.
Licensing deals in multiple countries.
Products from ties to vodka.
Brand value in BILLIONS.
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But Trump's greatest lesson wasn't about real estate...
It was about perception.
He proved something powerful:
Your brand isn't built through assets.
It's built through storytelling.
It was about perception.
He proved something powerful:
Your brand isn't built through assets.
It's built through storytelling.
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This reveals something crucial:
Brand isn't corporate anymore. It's personal.
We trust Elon, not Tesla.
We trust Mark, not Meta.
We trusted Trump, not his companies.
Brand isn't corporate anymore. It's personal.
We trust Elon, not Tesla.
We trust Mark, not Meta.
We trusted Trump, not his companies.
0:44
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Today's most successful founders understand:
When you build in public and share your journey...
Something magic happens:
Trust scales automatically.
When you build in public and share your journey...
Something magic happens:
Trust scales automatically.
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Thanks for reading!
I break down the biggest business transformations in history.
Follow @theoscarhoole for more breakdowns! 🧵
I break down the biggest business transformations in history.
Follow @theoscarhoole for more breakdowns! 🧵
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@elonmusk thoughts?
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If you’re into leadership, growth, and personal mastery, check out my newsletter:
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You’ll get my viral cheatsheets and weekly strategies to outsmart bad bosses, rethink leadership & create real change.
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You’ll get my viral cheatsheets and weekly strategies to outsmart bad bosses, rethink leadership & create real change.
Let’s flip the script!
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If you loved this thread, you’ll love this one too 👇
Oscar Hoole@theoscarhoole
In 1987, doctors warned Red Bull could be deadly.
Health officials called it "high-risk."
Three European countries refused to sell it.
Then TWO men turned a Thai syrup into a $10.5B empire...
Here's the full story:
Health officials called it "high-risk."
Three European countries refused to sell it.
Then TWO men turned a Thai syrup into a $10.5B empire...
Here's the full story:
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Time for Mr Elon himself:
Oscar Hoole@theoscarhoole
In 2000, PayPal lost $10M per month.
50% of transactions were fraud.
The FBI wanted to shut them down.
Then ONE algorithm saved online payments forever...
Here's the untold story:
50% of transactions were fraud.
The FBI wanted to shut them down.
Then ONE algorithm saved online payments forever...
Here's the untold story: