In 2008, Airbnb's founders were 72 hours from giving up. $30k in...
Alex Vacca@itsalexvacca
26 views
Apr 15, 2025
~3 min read
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In 2008, Airbnb's founders were 72 hours from giving up.
$30k in credit card debt, 7 rejections from investors, and selling cereal boxes just to stay afloat.
Today? $100B+ valuation.
The turning point? A single email.
Here's how one message saved what became a tech giant:🧵
$30k in credit card debt, 7 rejections from investors, and selling cereal boxes just to stay afloat.
Today? $100B+ valuation.
The turning point? A single email.
Here's how one message saved what became a tech giant:🧵
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Airbnb (then "AirBed & Breakfast") had already launched TWICE with minimal traction.
They sought $150K for 10% of the company, valuing it at a modest $1.5M.
5 investors explicitly rejected them.
2 didn't even bother responding.
What happened next changed everything.
They sought $150K for 10% of the company, valuing it at a modest $1.5M.
5 investors explicitly rejected them.
2 didn't even bother responding.
What happened next changed everything.
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At a Thai restaurant in SF, Airbnb's founders met with Justin Kan, the co-founder of Twitch, who suggested applying to Y Combinator.
But when they checked the YC website, devastating news: the application deadline had passed THAT VERY DAY.
Then Justin did something unexpected..
But when they checked the YC website, devastating news: the application deadline had passed THAT VERY DAY.
Then Justin did something unexpected..
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He took immediate action, emailing YC founder Paul Graham:
"Are YC applications completely, 100% closed? There's a company we've been advising: Airbed and Breakfast... making money & on way to product-market fit. Any chance you'll look?"
Graham replied instantly.
"Are YC applications completely, 100% closed? There's a company we've been advising: Airbed and Breakfast... making money & on way to product-market fit. Any chance you'll look?"
Graham replied instantly.
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Minutes later, Graham replied he'd review their application if submitted immediately.
The Airbnb founders rushed home to complete it that night.
That email cracked the door open.
What Graham said next? That’s what changed everything.
The Airbnb founders rushed home to complete it that night.
That email cracked the door open.
What Graham said next? That’s what changed everything.
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In YC, Paul Graham gave them an advice that changed their trajectory completely:
"Stop coding. Get on a plane to New York. Take professional photos of the properties."
This solution DOUBLED their weekly revenue within days.
And it also changed how they operated—immediately.
"Stop coding. Get on a plane to New York. Take professional photos of the properties."
This solution DOUBLED their weekly revenue within days.
And it also changed how they operated—immediately.
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The founders were trying to "code their way" out of problems, but sometimes the best solutions aren't technical.
This philosophy—doing things that don't scale—became core to Airbnb's growth. All from an email that arrived just in time.
But cold email today? Still works—just not the way it used to.
This philosophy—doing things that don't scale—became core to Airbnb's growth. All from an email that arrived just in time.
But cold email today? Still works—just not the way it used to.
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Cold emails worked differently in 2008:
• ~70% open rates (vs 2% now)
• Less competition in inboxes
• No AI detection
• Simpler delivery infrastructure
What worked for Airbnb then wouldn't work today.
That’s why at ColdIQ, we’ve built new outbound systems from the ground up.
• ~70% open rates (vs 2% now)
• Less competition in inboxes
• No AI detection
• Simpler delivery infrastructure
What worked for Airbnb then wouldn't work today.
That’s why at ColdIQ, we’ve built new outbound systems from the ground up.
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When I built my company ColdIQ to $3M ARR in under 2 years, I couldn't rely on one lucky email.
I engineered a system that made cold email consistently work at scale.
My first client paid just $1,500.
Want to know what our deals look like now?
I engineered a system that made cold email consistently work at scale.
My first client paid just $1,500.
Want to know what our deals look like now?
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Today, we process payments of $49,000+ from single clients.
When everyone kept saying "cold email is dead," I was building a methodology that consistently lands meetings with decision-makers.
But succeeding in current times requires understanding how dramatically the landscape shifted...
When everyone kept saying "cold email is dead," I was building a methodology that consistently lands meetings with decision-makers.
But succeeding in current times requires understanding how dramatically the landscape shifted...
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The reality of cold email in 2025:
• Prospects receive 147+ cold emails daily
• 38% of templated emails get flagged as spam
• Domain reputation matters more than subject lines
• Personalization must go beyond [First Name]
This demands an entirely new playbook.
• Prospects receive 147+ cold emails daily
• 38% of templated emails get flagged as spam
• Domain reputation matters more than subject lines
• Personalization must go beyond [First Name]
This demands an entirely new playbook.
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My approach to making cold email work today:
• Build infrastructure FIRST (domain rotation, warm-up)
• Target based on triggers, not just lists
• Leverage multi-channel sequences
• Focus on delivering value before asking
But there's one principle that matters above all else.
• Build infrastructure FIRST (domain rotation, warm-up)
• Target based on triggers, not just lists
• Leverage multi-channel sequences
• Focus on delivering value before asking
But there's one principle that matters above all else.
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Relevance.
l'll say this again: Cold email isn't dead – irrelevance is.
Today's equivalent of Justin Kan's message to Paul Graham requires more than timing and luck; it demands a strategic system built on data, technology, and human psychology.
l'll say this again: Cold email isn't dead – irrelevance is.
Today's equivalent of Justin Kan's message to Paul Graham requires more than timing and luck; it demands a strategic system built on data, technology, and human psychology.
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Thanks for making it to the end!
A little about me:
I built a $3M business proving cold email still works.
Started in a cramped Berlin flat during lockdown. Now running global teams across 10 countries—remotely.
Currently COO @ ColdIQ.
A little about me:
I built a $3M business proving cold email still works.
Started in a cramped Berlin flat during lockdown. Now running global teams across 10 countries—remotely.
Currently COO @ ColdIQ.
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RT the first tweet if you found this thread valuable.
Follow me @itsalexvacca for more threads on outbound and GTM strategy, AI-powered sales systems, and how to build profitable businesses that don't depend on you.
I share what worked (and what didn't) in real time.
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Follow me @itsalexvacca for more threads on outbound and GTM strategy, AI-powered sales systems, and how to build profitable businesses that don't depend on you.
I share what worked (and what didn't) in real time.
x.com/85985021301559…