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Podcasts Crucible Moments Zipline ft Keller Clifton

Zipline ft Keller Cliffton – Reinventing Delivery with Instant Drone Transport

In 2014, Keller Cliffton made an audacious pivot: shut down his robotic toy company and rebuild it as an autonomous drone delivery system for life-saving medical supplies. Investors were skeptical: The team knew nothing about drones, healthcare, or logistics. But they pushed forward anyway. This is the story of Zipline’s journey from near-death to delivering blood to remote hospitals in Rwanda, battling volatile weather and regulatory hurdles, and eventually becoming a global leader in autonomous delivery: This year Zipline began delivering household items directly to front doors with its new Platform 2 in the US for the likes of Walmart and Chipotle. From fixing broken launchers at 3 AM before the Rwandan president’s visit to winning unprecedented FAA approval, Zipline’s founders bet everything—multiple times—on their vision.

Their story proves that if you just keep going, even when everyone’s written you off, you can build something truly transformational.

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Key Lessons

Keller Cliffton and his team defied the odds—extreme weather, regulations, you name it—to build what nearly everyone thought was impossible: An automated logistics system for earth capable of fundamentally transforming how delivery is done.

Customers don’t want to buy cool tech, they want to solve their problems

Prior to pivoting Zipline, the team’s initial direction was a robotic toy. It was novel, but no one needed it. Keller’s lesson was to think customer-back and solve an important problem.

Hardware is only 15% of the solution

Keller describes realizing that their actual drones were only 15% of what it would take to build an automated logistics system. The other 85% were the real-world gritty problems you never think about–fulfillment software, weather, regulations, etc.

Minimum viable solutions are your friend

Even when building futuristic hardware to reinvent delivery, Keller stresses that you should try the fastest, most efficient solution first and learn if it’s sufficient. He describes being almost "embarrassed" about Platform 1’s paper parachutes—but the material worked perfectly, and spending time and resources to upgrade it would have been a waste.

When building in regulated industries, lean in

Zipline became one the first entities approved by the FAA to fly autonomous drones beyond the visual line of sight in the US. They did it by working with the FAA, treating them as partners instead of adversaries, and viewing their methodical approach as an asset instead of a hurdle.

Beginner’s mindset

Keller says his team’s superpower is being naive to all the reasons why what they’re attempting won’t work. Ignoring limitations can help you break through them.

Take a big swing, because life is short

Significant companies take time to build. Keller says that at the end of the day, you should spend the time you have on things you think really matter, that could improve how the world works.

Stubborn perseverance is a superpower

Keller says most startups die because people eventually give up. He says Zipline is an example of what happens if you just don’t—after investors have written the company off, after much of the team has lost hope. If you just never quit, you can eventually build something transformational.

Inside the Episode

Community Education
Launching in the rain
Prototype Sketches

Transcript

Keller Cliffton: I think, you know, for a lot of our investors, I think they had largely written the company off and were like, “Yeah, the company’s just dead. It’s not gonna go anywhere.”
Frankly, that was probably the worst and most difficult time I’ve ever had to go through, like in my life. It just felt like chewing glass. It was just so scary. It’s incredibly difficult, you’re totally emotionally raw. You have no idea if, you know, you’re gonna make it to the next week, let alone the next month.
And I think that, you know, we had to get lucky and it also helped that we were just totally stubborn and hardheaded and were like, “We’re doing this. No one’s gonna get in our way.”

Introduction

Roelof Botha: Welcome to Crucible Moments, a podcast about the inflection points that defined some of the most consequential companies of our time. I’m your host and the Managing Partner of Sequoia Capital, Roelof Botha.

In this season, we’ll explore the transformation of finance for the digital age, the story of the world’s biggest cybersecurity company, and how a radical approach to game development created Europe’s first decacorn. Today’s episode is about a startup’s audacious vision to take on global delivery and logistics.

In 2014, Keller Cliffton presented an idea to his current investors and board. He was going to scrap the direction of his consumer robotics company and repurpose the business entirely towards building an autonomous drone delivery system that would bring life-saving medical supplies to remote populations around the world. The response was less than enthusiastic—the challenge of pulling off hardware and software for this type of endeavor would be steep, if not impossible. The investors asked Keller “What did he know about drones? What about healthcare or logistics, for that matter?” The answer was: not a lot.

Today, Zipline is a global leader in autonomous delivery, credited with delivering critical supplies to over 40 million people.  Today we’ll look at the pivotal, crucible moments that shaped Zipline’s rise from a bold idea to reimagining global logistics.

Keller Cliffton: I’m Keller Cliffton, the CEO and Co-Founder of Zipline.
I didn’t even really know that entrepreneurship was a thing you could do graduating from college, but I read Delivering Happiness, which was this book by Tony Hsieh. And I was kind of blown away because Tony and his partner, Alfred Lin, had built these amazing businesses coming out of college, and they’d actually both lived in the same dorm that I lived in, in college. And so, it was like, wow, you know, me seeing people who had built these really cool things completely from scratch, it really caused me to, you know, to think differently about what I wanted to do with my life.

We were about two years out of college and a few friends and I got really interested and passionate about robotics. Around that time, iPhones had become totally ubiquitous. And while there were a lot of people trying to build these huge apps on top of the iPhone, we were looking inside the iPhone and seeing all of these interesting components that would be really, really key to building powerful robotics systems for the world. Very few people were thinking about robotics in 2011, but it felt to us like there was this obvious opportunity to try to build the Apple of robotics—a big robotics company focused on solving problems in the real world.

So, you know, at that time, the idea of building a robotics company was stupid. Like, there was no investing in robotics. Nobody was really that interested.

Roelof Botha: Feeling stuck, Keller thought back to the book that had inspired him in college and decided to reach out to its author—Tony Hsieh—for advice. Hsieh saw potential in Keller and offered him and his team an apartment in Las Vegas to start building their company. They called it Romotive. Their first product was a robotic toy called “Romo,” that users could control with a smartphone app.
Hsieh also introduced Keller to his former colleague at Zappos and LinkExchange, Alfred Lin, who was now a Partner at Sequoia.

Alfred Lin: Tony Hsieh sent me an email about Romotive and asked me to come out to Las Vegas, and when Tony tells me that he has an interesting company, I listen.

I’m Alfred Lin. I am a Partner at Sequoia Capital.

So I went out there, met with Keller and his team. Keller was a very special founder. He would light up the room. He’s such a good storyteller. And his effervescence—for technology, for robotics—really came through in the first meeting.

From Toy Robots to Lifesaving Drones: Zipline’s Defining Pivot

Roelof Botha: In October of 2012, Sequoia invested in Romotive. But the team soon faced a painful reality.

Keller Cliffton: We were so extraordinarily naive. You know, when you’re 23 years old and thinking like, “Oh, wouldn’t it be so cool to build robots? Like, let’s go figure out a way to turn this into a business.” The team didn’t really have a ton of expertise that we were bringing to bear.

Alfred Lin: He started selling the product and people played with it, and they were overjoyed to get the product. But inside of somewhere between 24 hours and two weeks, they put the product back on the shelf, and then they stopped playing with it.
And so, it was really hard to see how this was going to be a large business.

Keller Cliffton: I think ultimately, when we started shipping that first product for Romotive, it started, it started to become pretty clear to us that consumer robotics was not the right place to start.

Alfred Lin: One day, Keller even told me, “I don’t think this is what we aspire to be.” And I told him, “Did you think that this is the way it would end?”
And I think that inspired him to rethink what he could do in that moment, which was a tough meeting, a tough conversation. But he left in one sense crushed, in another sense trying to figure out exactly what he still had at Romotive and what he can turn it into.

Ryan Oxenhorn: Quite literally, everything was at stake during this transition.

My name is Ryan Oxenhorn, and I’m a Co-Founder and responsible for software at Zipline.
We fully shut down the toy company, we kind of like, you know, fully closed that door before knowing which door we were gonna open next. And, at least for me, I had a pretty simple criteria that I was weighing when considering different opportunities, which was ultimately: which of these problems, that if left unsolved, was a really bad thing for humanity?

Keenan Wyrobek: We explored a bunch of things together, the three of us, as to what that higher impact could look like—one of which turned into Zipline.

I’m Keenan Wyrobek, and I’m the Co-Founder and CTO at Zipline.

What became Zipline was inspired by a few things. My wife, as an epidemiologist, had kept telling me about these projects in public health—they get stuck on logistics.

Things like vaccine campaigns where they have the vaccines, they have the doctors, and the logistics of actually getting the vaccines where they need to be, when they’re needed, just kills the whole project. And that’s one of the things that inspired us to go dig into that and really see what that was.

Keller Cliffton: The more we learned about global logistics, the more we understood that this is a market that really only serves the golden billion humans on Earth well. If you’re the seven billion people who aren’t in the golden billion, your access either sucks or is non-existent.

As a result of that, millions of people—mainly children—die every year due to lack of access to basic medical products, and we’ve been making excuses for a hundred years why, why it’s so hard to get things to where they need to go.

Robots had already, at that time, scaled pretty dramatically in warehouses, in some hospitals.
And I remember going and seeing this company, Kiva Robotics. And I got to go to one of the Kiva warehouses and see these orange robots running around inside this warehouse, moving things back and forth. They would go and pick up a shelf and bring it to a human packer.

And I remember seeing that, thinking, “Man, somebody’s gonna do that for outside the warehouse, and that’s gonna be one of the biggest companies in the world.”

We thought, “Man, somebody’s gonna build an automated logistics system for Earth.” And that would be something we would be very proud to spend a decade of our lives working on.

Roelof Botha: The team’s interest in healthcare logistics coincided with the rise of new technology.

Keenan Wyrobek: Amazon had just announced that drone delivery is coming, you know, any day now.

Ryan Oxenhorn: The summer of 2013, I remember you couldn’t go to a park in San Francisco without seeing someone flying a DJI copter. That was pretty cool. That was an example of like, wow—technology that was previously just a TED Talk and a college lab demo was now suddenly out in the world.

Roelof Botha: The founders began to consider whether drone technology could be applied to the problem of healthcare logistics.

Keenan Wyrobek: As a very huge tech skeptic, I was like, “All right, we’re gonna go spend time in the field and understand a million reasons why we could never make a dent in this problem.” And the deeper we got, the more convinced we were that we actually could solve this problem and that we should go for it—solving medical supply logistics with drones.

The Birth of Zipline’s Boldest Idea

Keller Cliffton: I think it’s worth pointing out that all of our investors thought focusing on logistics was an extremely stupid thing to do.

And we were talking about, “Oh, maybe we’ll go to Africa, we’ll focus on global healthcare.” People were like, “What are you talking about?” You know, I remember some of the conversations with Alfred were rather difficult.

Alfred Lin: The idea sounded kooky at the time, which was, “We’re gonna figure out drone delivery.”

We also challenged him that delivery at scale—you can charge a small dollar amount—but at the beginning, when you’re subscale, delivery costs will be very high.

And the only kind of applications that would work in that situation are high-value applications. He took that into account and then came up with an even kookier idea, which is to do healthcare logistics.

“You don’t know anything about drones. You don’t know anything about healthcare logistics.”

And then on top of that, “We’re gonna go find a country in Africa where road infrastructure is hard and complicated. And we’re going to fly there because they’re gonna want our application, which is healthcare deliveries. And we can do it instantaneously versus waiting three weeks for delivery.”

Roelof Botha: It’s common for startups to pivot, but the ambition and magnitude of this pivot is almost unheard of.

Alfred Lin:  Companies make little ‘p’ pivots all the time. These capital ‘P’ pivots probably happen less often, but if you’re gonna be a successful company, you probably will have these refounding moments because inevitably your first product, your first idea is not the product that gets you to the largest scale ever.

Keller Cliffton: I think, you know, for a lot of our investors, I think they had largely written the company off and were like, “Yeah, the company’s just dead. It’s not gonna go anywhere.”

I remember, you know, trying to fund the company during that period was extraordinarily difficult.
There were just a few investors who were willing to believe in us with, like, this totally crazy vision of building automated logistics.

I mean, frankly, that was probably the worst and most difficult time I’ve ever had to go through, like in my life. I mean, it was just so scary.

It just felt like chewing glass. It’s incredibly difficult, you’re totally emotionally raw. You have no idea if, you know, you’re gonna make it to the next week, let alone the next month.
And I think that we had to get lucky and it also helped that we were just totally stubborn and hardheaded and were like, “We’re doing this. No one’s gonna get in our way.”

Just Do Blood: The Conversation That Changed Everything

Roelof Botha: The team charged ahead with its vision for what would become Zipline. Their next step was selecting a first market to build and test a healthcare logistics system.

Keller Cliffton: We knew we needed a public healthcare system, and we also thought we probably needed a smaller country that would be more—impedance matching with Zipline.
In terms of like, the velocity we wanted to operate at, the way we wanted to innovate—hard for a really small company to operate with a really giant, ossified, bureaucratic government.
And so, we were looking in central America, we were looking in Africa, starting to talk to governments.
No idea really what we’re doing or, like, how to sign an infrastructure contract with the government. But it ended up being Rwanda—this first country that really took a bet on us saying, “Yeah, you should build that here. And we would use it. And we would pay for it.”

Maggie Jim: One of the innate things about Rwanda that made it a perfect first country for us is that, first of all, they were entrepreneurial like us, and they really wanted to become a leader at the intersection of healthcare and technology, which is very much our goal as well.
My name is Maggie Jim. I am the Chief of Staff to our executive office at Zipline.
The nature of Rwanda’s topography is that it’s super hilly.
Even though, you know, if you, like, look on a sky map, it’s like 40 miles away—it could be anywhere from three- to six-hour drive, depending on the weather condition.
And so, the conventional logistics system is insufficient in solving the problem.
The challenge that we could help with in Rwanda would make the impact undeniable. And so, all of those things made it the best place we could have started with.

Keller Cliffton: I remember this very specific meeting with the Minister of Health.
Where I was saying, “Hey, we’ll use these autonomous aircraft. It’ll deliver all different medical products to every hospital and health facility in the country.”
And she looked at me and said, “Keller, shut up. Just do blood.” And I was kind of blown away by that.
But she had a lot of conviction. She’s like, “Look, 50% of transfusions are going toward moms with postpartum hemorrhaging. 30% are going toward kids under the age of five. This is a really hard product to get to where it needs to go, when it needs to be there.”
You have all these different components—packed red blood cells, platelets, plasma cryoprecipitate—different storage requirements and shelf life.
You have different types of the blood—A, B, AB and O—positive and negative RH factor. Just a really hard thing to get the logistics system right for.
And I actually only discovered, like, seven years later—seven years after that conversation—I was meeting with this minister and she told me, “Oh yeah, Keller, you never knew. But the reason we said yes was that just that morning this email had gone around the Ministry of Health about this mom who had lost her life because they, it took us like nine hours to get a blood transfusion to her. And she had passed away by the time we got it to her. And I remember thinking like, this is so screwed up. There has to be a better way. And that afternoon you happened to walk in.”
But, you know, she really believed in us. The President of Rwanda believed in us at the time. They took this big bet on us and asked us to start delivering blood to 21 different hospitals.
And we were, like, off into the races.

Zipline’s Trial by Storm

Roelof Botha: With Rwanda’s blessing and a goal of delivering blood via drone to 21 hospitals across the country, the team got to work on bringing this technology to life.

Keenan Wyrobek: I was sure when we started Zipline, we could just buy a drone. Just like, why wouldn’t we buy a drone—even if it wasn’t the best thing to scale on, it would get us out to serve customers sooner rather than later. And so, let’s find a small aircraft-style drone and modify it for delivery, and we’ll be off to the races.
And when you’re making things that fly, at the time—and still today—the rage is vertical takeoff and landing. But if you want to go really, really far at the lowest price point, you don’t do that with a vertical takeoff and landing vehicle.
You do it with an airplane. We, like, had that insight, and we were all aligned to go do it—despite everybody around us, including some investors, being like, “What are you doing? Don’t do an airplane. You gotta do VTAL—vertical takeoff and landing.”

Ryan Oxenhorn: The moment the vision for Zipline really clicked for me was when we got past the idea of a quadcopter and really started to think deeply about an airplane. At first it seemed totally preposterous—like, “Wait, how, how are you gonna make an airplane work for this?”
And I think it was only a few days of thought experiment and whiteboarding out that we started to realize, “Oh, hey—the number one thing we are hearing from our customers is: each additional kilometer that you can get outside of a region’s biggest city is that much more value.”
We started talking to some experts and realized a pretty small little airplane could fly pretty fast, extremely efficiently. And range estimates for that—you know, 10x, 20x, 30x what a quadcopter could do—was pretty mind-blowing and pretty obvious in hindsight.

Roelof Botha: Zipline built what it called Platform One—a compact, unmanned aircraft designed to cover long distances and deliver small packages by paper parachute. While the company had done preliminary testing in California, it soon found that operating a drone in a testing area is one thing; flying it out in the real world is another.

Keller Cliffton: We didn’t know this until we launched, but Rwanda has some of the most volatile weather of any country on Earth. And so, we were operating in lightning storms, rainstorms, insane dust storms.

Keenan Wyrobek: We’d be flying very low over mountains, and so, before we went to Rwanda, we, uh, engaged with our friends at NASA—the world experts in this low altitude—and they helped us figure all this out.
How are we gonna simulate it? How are we gonna tune this? And we go to Rwanda and we see that the air over these mountains in thunderstorms is way worse for the aircraft—way more turbulence than we were expecting. Not like 10% more—like 10x more. And so, we go back to them, we’re like, “Hey, what did we do wrong here? We’re in a hurry. We gotta get this, you know, figured out.”
And they sort of, you know, were scratching their heads for a minute and they’re like, “You know, now that we think about it, uh, we’ve never actually had the data from flying low over mountains and storms—because no one does that. General aviation pilots would never do that, ’cause it’s, that would be suicidal.
And medevac helicopters stopped doing that 50 years ago, ’cause it’s way too dangerous. And so, that’s probably why we didn’t accurately model what the wind and air is doing low over the mountains, in these stormy conditions.”

Keller Cliffton: We had to harden the system to over the course of many years of, like, just learning by doing—and learning from the real world, and observing what was breaking, and then fixing it—making it more reliable.

The Moment It All Became Real

Roelof Botha: Perfecting the drone’s hardware was demanding, but it was only a small part of the challenge of delivering blood to a remote location.

Keller Cliffton: Probably the biggest thing that we realized—maybe the biggest crucible moment for us—was, like, understanding that the vehicle is only 15% of the complexity of the problem.
We had thought, “Oh, we’re gonna design this really cool robot. We’re going to design this really cool autonomous aircraft. It’s going to deliver things autonomously.” But it turns out that in a national-scale logistics system, there are a lot of different kinds of software and systems that all have to be interacting in concert to actually have an instant delivery service that people can rely on with their lives.

Maggie Jim: We didn’t really know anything before we had a package.
So I ended up building the first half of the operation, which is what we call fulfillment operations—which is everything that has to do with how we interact with the hospitals, how they place order, how we actually manage and store the inventory and how we do pick-packing.
We thought the hospitals can place order via a nice iPad interface. I visited some of the health facilities—they barely had cell coverage in most parts of the hospital.
The other thing was, there’s no standard operating procedures for how you, like, pack and fly and receive blood that was just delivered from the sky.
And so, we had to do testing with the Ministry of Health as well—drop tests to understand and make sure that the product’s still intact, there’s no hemolysis.

Ryan Oxenhorn: For the first maybe three or four years of building Zipline, I remember every single night going home with the sensation that my brain was melting, and that every single day the scope of the problem ahead of us had just grown.
So, you know, we worked a long 14-, 15-, 16-hour day, but the list of to-dos only grew.

Maggie Jim: I remember the first time the Rwandan Civil Aviation Authority came to visit our distribution center, because we have to get approval to fly beyond visual line of sight—’cause otherwise, how do you deliver to the hospitals? Because we never had regulatory to fly beyond visual line of sight, we’ve never actually had a Zip disappear into the horizon.
We had to, like, walk ’em through all of our procedures, do all the preflight checks and everything.
And then the moment the Zip launched—and then it, you know, ten seconds later, it disappeared into the horizon—I think the whole company stopped breathing in that moment.
And you’ve just never seen it before. It was the very first time we were seeing it. And we just kept looking down and up, down and up. Like, “Is it coming back yet? Is it back yet?” And then finally, when it, like, came back, it felt like the longest, like, five minutes of our lives.
And to see on the iPad, and, and team members on the other side, just to be like, “It delivered.” We ran back inside the tent, made sure they couldn’t see us, and then we started just screaming and jumping up and down.
’Cause that was the very first time any of us had ever seen an actual beyond visual line of sight flight.

The Day Everything Had to Fly

Roelof Botha: The team’s hard work was finally paying off. But Zipline was still struggling to support just one hospital, and the Rwandan government was growing impatient.

Keller Cliffton: We had done a soft launch, and so, we had done, like, a few deliveries to this first hospital that we were serving. But the president was coming to inaugurate the distribution center. He was bringing all of this, like, international press, ’cause this was gonna be the first autonomous logistics system on Earth.

Maggie Jim: It was an event that was being broadcasted to the entire nation. The president was very proud to show that he’s worked with a technology company to bring this to Rwanda.

Keller Cliffton: And we were awake at 3:00 AM because the launchers for the system were completely broken. I mean, it was fundamentally unreliable.

Maggie Jim: The rain came in, and so, it kind of, like, ripped through the floor. It was, like, muddy. It was water, puddles everywhere.

Keller Cliffton: This event is supposed to start at 8:00 AM. Nothing is working. The launcher is a total piece of garbage. And to make matters more interesting, whenever the president goes somewhere, they send this, like, special forces team of soldiers, like, to secure the area beforehand. So there are, like, four, Navy SEAL-looking guys with, like, submachine guns sitting there watching us try to fix this launcher. And you could just tell they’re looking at us like, “You guys are totally fucked.”
After a couple hours, we somehow got that launcher, like, to a state where it, it could, like, ostensibly function. The president showed up. System operated absolutely perfectly for the three hours that he was there.

Maggie Jim: It was magical. Like, everything played out perfectly. And the package just, like, magically floated down super gently and landed in the middle of the banner. It was, like, picture perfect. And I got the opportunity to actually go and pick it up, open it up to show the president—like, yes, the blood has been delivered, and it was intact.
It was an amazing moment.

Keller Cliffton: It was like a total miracle. And then he left, all the press left, and then everything broke again for the next eight months as we had to, like, fix things and iterate. So yeah, that’s, that’s really what the early days felt like.

Keenan Wyrobek: We live by the motto at Zipline that we don’t do these things because they’re hard. We do them because we think they’ll be easy.
During that period of time, the Ministry of Health started sending us photos of mothers who were passing away—who were bleeding out during childbirth.
’Cause they were trying to provide us our motivation to get this done. When you have that in front of you, all kind of academic debates about technology decisions go out the window—because you know exactly what your customer needs, and why they needed it and when they needed it.
And not only is that super motivating, but focusing.

From One Hospital to the World: Zipline’s Moral Imperative

Roelof Botha: After relentless obstacles, perseverance and iteration, the system at that first hospital was finally operational.

Keller Cliffton: Once it was working well for that hospital, it was clearly saving lives. Then it was like, can we expand to 21 different hospitals?
Interestingly, that only took us about three months. It was nine months to get the first hospital working, and then three months to get to all the 20 other hospitals that we had signed up to serve.
And then over time, we expanded from there—to 1,000 and then to 2,000 hospitals and health facilities that are served via Zipline. It just required an extraordinary amount of humility to be like, we will do whatever it takes, and we will learn from the real world and we’ll assume we know nothing.
And that wound up being a good assumption.

Roelof Botha: By 2019, the company was servicing over 1,000 hospitals and had expanded from Rwanda into Ghana—and later, Kenya, Côte d’Ivoire and Japan. In 2022, a study published in The Lancet revealed Zipline’s powerful impact: the company helped reduce blood wastage across Rwanda by an astonishing 67%.

Alfred Lin: I always get chills when I hear the stories—that without Zipline, this baby would not have been born, or this mother would’ve passed away or this person would’ve lost a limb.

Keller Cliffton: We were willing to ignore a lot of naysayers—a lot of people who told us that this was stupid.
And we were willing to put up with a lot of pain and a lot of setbacks along the way, because we could meet patients who were alive because of what we were doing. We could meet moms and kids who had received blood transfusions, or, like, lifesaving deliveries that they would not have otherwise received.
And I think that, that started to become this pretty powerful sense of, like, there is a mandate—we felt like there was a moral imperative that if this could serve one hospital, then it should serve every hospital in the world. And I think that, that really wound up becoming the thing that, for us, it was like—yeah, it has to expand.

Beyond Sight: Zipline’s Next Frontier

Roelof Botha: As Zipline saw increasing success in Africa, the company set its sights on a new market—one that many believed impenetrable.

Keller Cliffton: Zipline always wanted to build an automated logistics system for Earth, and we wanted to build the first logistics system that served all people equally. So the vision was definitely global.
A lot of investors said, “Wow, what you’re building in Africa is completely amazing, but it’ll never scale in the U.S.”

Keenan Wyrobek: Really the biggest challenge there was a regulatory one.

Keller Cliffton: One of the biggest challenges from a regulatory perspective in the U.S. has been that drones, you know, started with these commercial quadcopters. And those are always flown within visual line of sight.
So you have, like, a human pilot who’s responsible for the safety of that vehicle, and they’re not allowed to fly it so far away that they can’t see it.
Obviously, when you really dream about what, you know, you want the future world to look like and what are the exciting commercial applications of this kind of technology?
You wanna be able to fly beyond visual line of sight.
And so, for a decade it’s been clear that getting permission to fly beyond visual line of sight in the U.S. is really the holy grail from a regulatory perspective.
The challenge in these highly regulated markets, especially for a new technology, is that it’s a little bit of a chicken-and-the-egg problem, right?
It’s like, what a regulator really wants to see is 50 million or 100 million commercial autonomous miles with zero human safety incidents.
But what a company needs is regulatory permission so they can go prove that the system is safe and get 100 million commercial autonomous miles.

Maggie Jim: Without being able to fly beyond visual line of sight, it doesn’t serve the use cases.

Alfred Lin: It was a crucible moment to enter the U.S. Is this the right time? Is there a why now? Do we have enough safety data to prove to the FAA that we can do this effectively and safely?

Keenan Wyrobek: We’re betting that not only can we influence, but that the regulator’s gonna put the effort into it—that they are gonna be motivated as much as we are.
That was a big, big bet, because obviously it’s not unheard of for regulatory process—for brand new technology, like autonomous flight—to take a year or two longer than the regulator might want it to.
Or in some cases, you know, five, ten years longer—which, of course, in startup vocabulary, that’s called the end of a startup.

How COVID Opened the Skies

Roelof Botha: Despite enormous risk, in 2019 the team decided to move forward and attempt to enter the U.S. market. But just as Zipline began the uphill battle of winning regulatory approval to fly beyond the visual line of sight, demand for Zipline’s services surged in ways no one could have predicted.

Keller Cliffton: When the pandemic hit, there were a bunch of health systems that basically had urgent needs to deliver things directly to people’s homes.

Maggie Jim: COVID really all of a sudden made it so obvious why automated logistics and being able to deliver in a contactless way is a crucial part of the resiliency of a supply chain.
It gave us an opportunity to demonstrate a lot.

Alfred Lin: Since Zipline was a healthcare logistics business, they made the pitch that you can suspend some of the rules and regulations of the FAA because they provided a service that allowed them to save lives.
And they used that exception. And they talked to the FAA about flying medical equipment and PPE across the country.

Keller Cliffton: We had always known that the U.S. would be an important market that we would need to launch in the next couple years.
But COVID accelerated that, and we launched with a couple health systems just a few months later.

Roelof Botha: The pandemic gave Zipline a powerful opportunity to prove its value as the company continued to work toward FAA approval to fly beyond the visual line of sight. While other companies in the drone industry bemoaned the FAA’s excruciatingly slow pace of regulatory approval, Zipline chose a path rooted in patience and partnership.

Ryan Oxenhorn: For five years, the FAA was really just a punching bag, where people in the industry kept blaming them as the reason drones were not taking off in the U.S. And I really think that was actually just—they were treated as a scapegoat.

Keenan Wyrobek: If you’re thinking that way, you have the wrong mindset to be successful. You have to treat them as a partner.

Maggie Jim: We realized that the best way for us to actually work with them is to develop the framework with them. ’Cause if we were trying to kind of, like, take what they have and try to, like, edit our way around it, it was gonna be the wrong way to approach it.

Keenan Wyrobek: The clarifying moment for me was when the FAA sent a contingent of folks to Rwanda. First, the fact that they would just do that—to go see our operation there at scale.
But when that contingent came back raving about the elite level of operation that they saw—that they came back believing that actually was a bar-setter for how the FAA and scaled autonomous flight should work in the U.S.—the fact that they saw what we already knew, that our Rwanda operation and all of our operations around the world were operated at this elite, international standard level.
The fact that they believed it too—that was, that flipped a switch for me, where I was like, “Okay, we can work with them. This is gonna go well. We’ll get there eventually.”

Roelof Botha: Zipline’s strategy of engaging with the FAA as a partner rather than an adversary paid off. In September 2023, Zipline became one of the first companies to receive FAA approval to operate beyond the visual line of sight—marking a major milestone for autonomous drone delivery in the United States.

Maggie Jim: Getting the beyond visual line of sight flight to fly in the U.S. was monumental. It’s not just like, because it’

How Zipline Reinvented Itself

Roelof Botha: Zipline had grown from a scrappy startup building toy robots to delivering blood in Rwanda, to becoming a major player in global logistics. But as operations scaled in the U.S., the limitations of its original drone, Platform One, became clear.

Keller Cliffton: The initial platform that Zipline built, which we creatively called Platform One, you know, we’re an engineering company, Platform One was originally designed to fly over pretty significant distances.
And interestingly, companies like Walmart ended up saying, “Hey, like, let’s just use that to start delivering directly to people’s homes. Will that work?” It wasn’t really designed to deliver to people’s homes.

Keenan Wyrobek: Our customers had been asking us for years, “Let’s not just serve outside these metro areas, let’s serve inside the metro area.” And we’re like, “No, we don’t do that, we don’t do that, we don’t do that.”
And once we had told every customer that over and over and over for a couple years, it’s a pretty good sign that you maybe should think about trying to solve that problem.

Keller Cliffton: It kind of became clear to us two things. One is that overall, like, logistics directly to homes—building instant delivery, and what we thought of as teleportation directly to homes—was basically almost an infinitely large market.
It was clear to us that there was demand for many tens of billions of deliveries every year for this kind of a service.
And it was also clear that Platform One, the overall architecture of the system, was not designed to serve millions of homes in a suburban or even an urban location.

Alfred Lin: The shift to Platform Two was another crucible moment.
We got Platform One to be a reasonable-sized business, and profitable, but it wasn’t large enough for Keller and the Zipline team’s scale of ambition.

Maggie Jim: We’re like, okay, Platform One is getting to the point where the business is self-sustaining.
We’re in the moment where now we can, like, save every dollar possible to invest in the new platform, and that this platform in the next five years can help us achieve 100 to 1,000x growth and kind of capitalize on the new market that is fast-growing.
And so, that was the business thesis.

Keller Cliffton: Hardware companies are hard, and most hardware companies die—well, obviously, most hardware companies die before shipping anything. But then there’s, like, another crucible moment—which is, like, the second product—’cause you need to, like, prove something quickly and get something launched into the real world.
’Cause every new product is “100% bet-the-company—we will for sure die if this product is not successful” moment.
And Platform Two—we had to be extremely confident that this was the right thing to build and that it would be successful.
That required us to think totally differently about the overall architecture of the system. It is not easy requirements to meet—to be able to deliver in a way that is ten times as fast, half the cost, zero emission, and then have it be silent and extremely accurate. It is a hard product to build.

Maggie Jim: I always joke, like, we’re not Amazon or Google—we don’t have a parent company that prints money.
We have to be, like, extra careful. We have to work on unit economics.
We have to make sure that we’re using every dollar wisely—spending it as if it’s coming outta your own pocket.
’Cause we were betting kind of the future of the company.
Keenan led its small team to really de-risk it from a technology standpoint—like, could we actually tackle some of these use cases, and what would the design look like? How crazy is it going to be?

Ryan Oxenhorn: They came up with this crazy contraption where the aircraft undocks, flies up high, flies along, and from altitude—on a string—it lowers down a second robot.
And that second robot is gonna be silent and safe and small, and that is gonna leave the package behind.
And then that second robot will fly back up along the string and re-dock with the first robot, and then that whole flying robot will then fly back and dock on the ground to recharge for its next flight.
We called it, like, the most complicated game of Mousetrap ever. And, frankly, I thought Keenan might’ve been insane.

Keenan Wyrobek: So the little thing we call the delivery zip—the aircraft that comes down on the string to the ground and actually puts the package down—that’s the only thing that comes anywhere near you.
The drone that’s doing the heavy lifting is 100 meters up—so as high up as the, like, Statue of Liberty is tall. So it’s way up there.
It doesn’t feel like it’s in your space. It looks like a dot in the sky.
But with this little robot that comes to the ground—does come in your space. And having been someone who likes robots and has been designing robots forever—I am hyper-paranoid.
’Cause most robots, most people hate. Take a robot, show it to most people, and they’re like, “What? Like, get that away from me. I don’t want that.”
There’s a lot of layers to that, right?
How does it move? Can make people feel comfortable or not comfortable, right? Is it smooth? Is it not smooth?
How does it sound? We spent a lot of time making sure it was nice and quiet. But then also—how does it look?
We have a phenomenal industrial designer on the team who built all kinds of prototypes of different shapes, evocative of different things.
And everything that felt like a little animal—like a puppy or a seal or baby seal—when it felt like that, it was very disarming and felt very okay.
And that’s part of what we converged on—the design now.
It is very evocative of a small, cute animal.
And, of course, it also moves in a very non-threatening way that also makes it feel very acceptable.

Ryan Oxenhorn: They got that working good enough to deliver to a small folding table outside on our cattle ranch.
And we call that the conviction milestone, where we invited everyone from the company to come out and see this delivery experience.
And Keenan basically posed this challenge to pretty much the company, which is: come see what this delivery experience is like, and if you have as much conviction as we do in this, let’s bet the company on it.

Keenan Wyrobek: And the night before, Ryan texts me and says, “No hard feelings, but, like, I wanna give you a heads up. I’m gonna try to kill the delivery aircraft-comes-to-the-ground concept tomorrow.”
And I remember thinking to myself, I was like, “Alright, Ryan hasn’t seen this demo yet, so, like, let’s see what happens.”
And by noon that day, Ryan was like, “Alright, how fast can we ship this thing?”

Ryan Oxenhorn: From the first time I saw that janky concept working, I immediately knew, right? I, we had been working on drone delivery for, what, eight, nine years at that point, but I still couldn’t picture how this could deliver to my home.
And then seeing that early concept of Platform Two totally changed everything for me.

Roelof Botha: In March of 2023, Zipline publicly unveiled Platform Two. Then, in January 2025, Platform Two completed its first customer delivery in Pea Ridge, Arkansas.

Maggie Jim: Platform Two really marks the next stage of growth for the company. While I think back to 2016, and we were gearing up to launch the 21 hospitals in Rwanda, and in some ways it almost feels familiar—’cause we’re trying to launch, like, this similar number of stores for Walmart at this very moment.
And it feels familiar, but it’s also a whole new level of scale for us to achieve. And the market—it’s huge. It’s definitely us really realizing the vision.

Keller Cliffton: If Platform Two failed, Zipline would’ve failed. I don’t think there’s any surviving. And it’s hard—I, I think it’s easy to come up with a hit once.
It’s hard to come up with hits multiple times.
And I think this is the reason that there are so few transformational hardware companies in the world.
But it’s also the reason that when you do succeed at doing that, those are also the most valuable companies in the world—because it’s thin air.

What If You Just Keep Going?

Roelof Botha: Today, Zipline delivers everything from meals and groceries to blood and specialty pharmaceuticals for the likes of the Cleveland Clinic, Walmart and Chipotle. Platform Two deliveries are now starting to roll out, with the goal of dropping a lunch order on your doorstep from out of the sky. Zipline will be reimagining the future of logistics for years to come.

Ryan Oxenhorn: Longer term, I think the one thing that definitely motivates me is the fear that Zipline might just be a small blip in history.
And I’m really hopeful that in the long run we can really change how the planet works. We’re essentially rolling out a layer of robotic infrastructure around the world that both frees up humans and frees up space, but also provides a totally new level of service that really no legacy provider is able to match.
I think a lot of people think everything is getting worse in the world and the future is just destined to be a sadder, darker, colder place.
And I really love that Zipline shows that no, the future can be exciting. The world can work better.

Maggie Jim: I think about when, like, TV was commoditized—when, like, mobile phones and PCs were commoditized—it transformed the world.
And I think about us commoditizing, in some ways, that basic access to whatever you need is really gonna change the way people live.
And I think we haven’t seen that yet, and it’s gonna be really cool.

Keller Cliffton: To put it into perspective, you know, it took Zipline eight years to do our first million commercial autonomous deliveries, and we now have customer demand that requires us to do a million deliveries a day, starting in a couple years.
You always kind of dreamed, like, oh man—like, eventually I think this is gonna be totally normal. Like, this is gonna be a completely normal part of our kids’ lives. And it’ll seem really odd that we used to pay a human to get into a 4,000-pound car and then, like, move the steering wheel back and forth and, like, drive to a restaurant and pick up something that weighs five pounds, and then drive it five miles out into the suburbs to deliver it to your home. Our kids are gonna be like, “Wait a minute—what did you…how did you do that?” So we always thought, probably there would be this moment where it goes from sci-fi to normal.
So, I mean, we’re totally naive. I think that our superpower has been assuming that we’re stupid and just getting into the real world quickly and learning by doing. Life is short, and we should be choosing missions that are extremely inspiring and that you imagine, like, wow—I mean, if this were working, this would fundamentally change the way the world looks. This would be a future that I would be very proud to hand to my children.
And I guess the flip side of that, then, is: these companies are a real pain in the ass to build. They’re harder than building a B2B SaaS company or you know, the next app that might just get popular and explode.

When you think about the next decade—like, what does it mean for us to build abundance for humanity? That is primarily going to be companies that are building hardware or operating very complex services in the real world. And it’s gonna require founders with the tenacity to build those kinds of companies. And probably a lot of times the instinct would just be to give up.
I guess Zipline is an example of, like—but, but what if you don’t? What if you just keep going? Even once all your investors think you’re dead? Even once everybody has written you off? If you just keep going, you can eventually build something that works and is important.

VO: This has been Crucible Moments, a podcast from Sequoia Capital.

Credits: Crucible Moments is produced by the Epic Stories and Vox Creative podcast teams along with Sequoia Capital. Special thanks to Keller Cliffton, Ryan Oxenhorn, Keenan Wyrobek, Maggie Jim, and Alfred Lin for sharing their stories.

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