Stories That Stick: How Storytelling Can Captivate Customers, Influence Audiences, and Transform Your Business


partly as an experiment to see if he’d tell me a story



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Stories That Stick How Storytelling Can Captivate Customers, Influence


partly as an experiment to see if he’d tell me a story.
“Is this your work? It’s beautiful.”
“Yes. I am the artist. Thank you.”
“Tell me about it . . .” I paused, smiled. “I’d love to hear more about your
art. What inspires you to create it?”
He looked at me and said, “These are decorative plates.”
Not exactly the answer I was hoping for, especially not from a glassblowing
entrepreneur trying to differentiate himself from the thirty other glass artists at
the show. So I tried again.
“How long have you been doing this? What inspired you to start?”
“1987.”
In his defense, the show hadn’t yet started, so perhaps the owner/artist wasn’t
in full ON mode. Whatever the reason, it was clear there would be no
storytelling. Just then one of the organizers approached the booth and introduced
me to the artist as “Kindra Hall, the storytelling expert presenting at the
educational session tomorrow about telling your story to differentiate your
brand.”
Suddenly a look of recognition crossed the artist’s face. As if someone
somewhere had once told him he should tell his story. But before he could say
anything, the organizer whisked me away. As I turned to go with her, I heard the
artist call out, “Wait! Wait!” I turned and he said, “If you can, come back. I have
a really great story I could tell you.”
I’m sure he did.
If only he had told it when he had the chance.
Every Business Has a Story
Every business has a founder story.
Behind every business, there is a story of the 
who
and the 
how
it all began. A
story from before the business was even a twinkle in the founder’s eye. A story
about the moment when an idea first struck. A story from the moment the
founder realized this might actually be a business.


Whether you’re in a company or you started one, this story is guaranteed. No
matter how big, no matter how small, no matter how old or new—unless it’s the
only case of immaculate incorporation—show me a company or a product, and
I’ll show you a story of how it all began. There are no exceptions.
This is very good news.
Good news because, in a world that closely resembles a Las Vegas expo hall
packed with rows and rows of competitors offering the exact same thing, a
founder story is one of the best ways to stand out and bridge the gap between
you and your potential customer.
Whether you’re in the launch phase and looking to secure investor dollars or
trying to differentiate yourself in a crowded, noisy market or trying to attract top
talent to scale, founder stories can handle all three situations in different ways
and for different reasons.
The Founder Story to Bridge the Investor Gap
Several years ago a couple of guys who had gone to college together became
roommates in San Francisco. Now, I don’t know if you’ve ever lived in the City
by the Bay or know someone who has, but you’re probably aware it’s not known
for affordable housing. San Francisco is a lot of things, but budget-friendly isn’t
one of them. So you can imagine, when it came time to pay rent, these guys were
struggling to pull it together.
At the same time the guys were trying to pay their rent, there was a big
design conference in town. So big, in fact, that all the hotels on the event’s list of
suggested places to stay were sold out. No room for any designers at the San
Fran Inn. What were the visiting designers to do? Sleep on the streets? Sleep on
the floor of strangers’ homes?
Wait a minute. What if . . .
When our two poor (literally and figuratively) San Francisco roommates
heard the city was sold out and there were still people looking for lodging, they
got a crazy idea. What if they could rent their room to some attendees? The out-
of-towners would have a place to stay, and the roommates could cover their rent
with the guests’ rent.
It sounded perfect—except for one major problem. The guys didn’t have an
extra room to rent and they certainly didn’t have an extra bed. But they did have
a couple of spare air mattresses and an open floor in the living room. Good


enough, they decided. They’d rent those.
The roommates advertised their air mattresses and got three takers. Totally
random people. And a totally awesome experience. The guests had a great time
at the conference and a great time staying with the roommates, and the guys had
a great time hosting them.
That’s when the roommates had an idea. What if this wasn’t a onetime thing?
What if, instead of making rent one month, they scaled this idea and made rent
every month, allowing anyone to rent their space for a random, awesome
experience at the startup cost of just a couple of air mattresses?
This was the beginning of Airbnb as we know it today.
1
And, of course, that is only part of the story. There were plenty of plot twists
and creative triumphs along the way, such as:
• Financing the tough early days with credit cards and racking up tens of
thousands of dollars of debt.
• Repacking cereal into “Obama O’s” and “Cap’n McCain” boxes to pay off
the debt and live to sell another day.
• Spreading the word by pitching bloggers with the smallest audiences,
because they might give them some attention.
2
These stories are now Airbnb lore. But what’s often overlooked is just how
important storytelling was to the company in its early days, back when Airbnb
had just two customers, not millions, and was struggling to survive.
#startuplife
Startups always face challenges, and Airbnb had a few extra hurdles. Namely,
while the idea of turning surplus home space into a business using the sharing
economy seems obvious now, it wasn’t at the time. Think about it. Someone
says to you, “Why don’t you have some strangers stay at your place this
weekend? . . . What? No, they aren’t friends or friends of friends. They’re just
strangers who found you on the internet. Maybe you can make breakfast for
them too.”
For many people that’s an instant no, and that’s how many investors
responded to the idea too. Jeff Jordan is a general partner at the venture capital


firm Andreessen Horowitz, a firm that, for the record, can sniff out a unicorn
from a decade away. Skype, Facebook, and Twitter are just a few of their
successes.
So imagine the burn when Jordan said, “The first time I heard about Airbnb I
thought it was possibly the stupidest idea I’d ever heard.”
3
That is a soul-
crushing comment for any entrepreneur, Brian Chesky included. The only thing
that likely made it easier for Chesky, one of Airbnb’s founders, in the early days
of the company is that Jordan’s “stupidest idea” sentiment was one Chesky heard
a lot.
In the first year of business, every venture capitalist Chesky pitched turned
him down. As he told 

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