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Research
Jan 28, 2025
Keane Angle
and
Louise Saludo

Having a Hard Time Fundraising? Read This.

AirBnB raised funding in the midst of the worst financial crises in modern history, but that did not stop them from believing in their vision.

In 2008, in the midst of one of the worst financial crises in modern history, three founders in San Francisco clung to an idea that many considered absurd.

The concept of strangers sharing their homes seemed not only unconventional but downright unimaginable in a world gripped by financial uncertainty and mounting regulations.

Yet, from the depths of rejection and resilience emerged Airbnb, a company that would go on to revolutionize the global travel industry.

A Startup Born in the Recession

Timing is often considered everything in business, but for Brian Chesky, Joe Gebbia, and Nathan Blecharczyk, the timing couldn’t have been worse.

The 2008 global recession brought collapsing markets, a dried-up investment landscape, and widespread layoffs, leaving consumer trust at an all-time low.

Despite the bleak economic environment, these founders envisioned a platform where people could rent out rooms in their homes to strangers.

It was a radical idea, met with deep skepticism from investors who doubted not only the concept’s viability but also the team’s ability to pull it off.

The team doubled down on their vision, determined to prove the skeptics wrong.

Rejection After Rejection

How many times can you hear "no" before you’re ready to walk away?

For Airbnb’s founders, the answer was clear: you don’t give up.

Seeking $150,000 for a 10% stake in their company, they pitched to dozens of investors, only to face wave after wave of rejection.

Some turned them down with curt emails; others delivered harsh critiques, dismissing the idea outright.

Such rejection could have been devastating, but instead, it became their fuel.

Their belief in their idea remained unwavering, even as their financial situation grew dire.

Desperate Fundraising

By late 2008, their bank accounts were dry.

They were living off maxed-out credit cards, carefully organizing their debts in a binder as they struggled just to get by.

They were living off maxed-out credit cards, carefully organizing their debts in a binder as they struggled just to get by.

Despite the mounting financial strain, they couldn’t shake the conviction that they were onto something big. As Chesky would later put it:

“We were broke. Maxed out. But we couldn’t walk away from what we knew was possible.”

A Last-Ditch Effort

With their backs against the wall, the founders took one last shot: they applied to Y Combinator, a seed-stage accelerator for startups.

In a flurry of desperation, they pulled an all-nighter to meet the application deadline.

Against all odds, they were accepted into the winter 2009 cohort.

This acceptance wasn’t just a lifeline; it was validation that their vision had merit, even if others failed to see it.

As Paul Graham, Y Combinator’s co-founder, later remarked:

The Turning Point

Through Y Combinator, the team received the mentorship, support, and validation they desperately needed.

They learned how to refine their pitch, articulate their strategy, and most importantly, keep believing in their idea.

This led to their first significant funding: $600,000 in seed capital from Sequoia Capital.

The investment was a turning point, enabling them to focus on growth and begin transforming their vision into a reality.

From Rejection to Redemption

Airbnb’s journey was never linear, but it was relentless.

Over the years, the company grew to operate in more than 220 countries with over 7 million listings worldwide, challenging traditional hotels and reshaping the hospitality industry.

By the time Airbnb went public in 2020, it was valued at over $85 billion.

Ironically, a company born in a recession went on to thrive during another global crisis.

The Legacy of Rejection

Far from hiding their rejections, Chesky and his team have embraced them.

Chesky frequently shares emails from investors who doubted Airbnb’s potential, using them as a reminder of how far the company has come.

For Airbnb, rejection wasn’t the end—it was a necessary detour.

A Message for Entrepreneurs

The story of Airbnb isn’t just about raising funds or achieving business success.

It’s a testament to resilience, vision, and persistence. It’s about enduring failure, pushing through doubt, and turning every "no" into a reason to try again.

Before You Walk Away, Remember This

Rejection doesn’t have to be the final chapter. For Airbnb, it was just the beginning. So when you’re ready to give up, ask yourself:

What if you’re just one step away from a breakthrough?

That next "no" might be the one that brings you closer to a resounding "yes."

Join the hundreds of companies who have worked with Story to raise funding.

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