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Podcast Summary: 20VC with Ryan Petersen
Episode Overview In this episode of The Twenty Minute VC, host Harry Stebbings interviews Ryan Petersen, the Founder and CEO of Flexport. The discussion covers a wide range of topics including leadership reflections, the importance of velocity over speed in company building, and the future of global trade, particularly with China.
Key Discussion Points
- Origins of a Generational Defining Leader
- Childhood Aspirations: Ryan did not have specific ambitions growing up; instead, he embraced a spirit of adventure and learning languages.
- Inspiration for Flexport: His experience selling scooters and motorbikes in China highlighted the challenges in logistics, leading to the creation of Flexport to simplify global trade.
- Speed and Money: The Secrets to Execution
- Velocity vs. Speed: Ryan emphasizes that velocity (speed in the right direction) is more crucial than sheer speed in execution.
- Funding Implications: He advises founders to implement hiring freezes after securing funding to avoid inefficiencies and over-hiring.
- The Art of Resource Allocation
- Resource Allocation: Discusses the importance of CEOs as resource allocators, particularly in public companies where stock valuation impacts decisions.
- Reflection on Mistakes: Ryan shares lessons from the best and worst resource allocation decisions he has made during his tenure.
- The Wider World
- Views on China: Ryan believes that while China’s manufacturing costs are rising, its capabilities remain unmatched.
- Future of Trade: He predicts that globalization will persist but with shifts in trade dynamics due to tariffs and geopolitical tensions.
- Ryan Petersen: The Father and Husband
- Work-Life Balance: Ryan discusses how parenthood has influenced his leadership style, emphasizing the importance of quality time with family.
- Maintaining Relationships: Shares strategies for maintaining romance with his wife while managing a large company.
Key Takeaways
- Leadership and Company Culture: Effective leadership requires a balance of speed, quality, and cultural integrity. Ryan stresses the need for a mission-oriented culture that fosters trust and accountability.
- Importance of Quality: In logistics, inefficiencies often arise from poor quality, not from a lack of speed. Focusing on quality enhances overall efficiency.
- Capital Discipline: Raising significant capital can lead to overspending if not managed carefully. Ryan emphasizes the importance of maintaining discipline in spending.
- Adaptability: Companies must be nimble in changing circumstances—this is particularly crucial in logistics where global events can rapidly alter operational needs.
Additional Insights
- Remote Work: Ryan views remote work as a challenge for team collaboration and believes in the necessity of in-person interactions for effective communication and problem-solving.
- Future of AI in Trade: Ryan discusses how advancements in AI could streamline operations in logistics, suggesting a shift in labor dynamics within the industry.
Closing Thoughts Ryan Petersen's insights reflect a deep understanding of the complexities of leading a tech-driven logistics company. His reflections on leadership, company culture, and the future of trade provide valuable lessons for entrepreneurs and business leaders alike.
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For more information about the podcast and to access the full episode, visit [20VC](http://www.20vc.com).
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:00If you raise a lot of money, you should immediately the next day do a hiring freeze and don't hire anybody for 90 days and go look, money's not going to solve our problems. We're going to solve our problems. And so over hiring in general has been our biggest mistake. And I've never seen a company successfully raise a bunch of money and not start spending it in ways that don't, that aren't actually very small. I don't think speed is the most important thing. I think it's velocity. Velocity has a vector. It's speed in the right direction. If you're going the wrong direction, you're going to be like, this is terrible.
0:26Welcome back, this is 20vc with me Harry Stebbings and joining us in the hot seat today is I think one of the great CEOs and founders of our time. It could not be a more pertinent time for him to join us also. Having recently resumed the role of CEO, yes I'm thrilled to welcome back Ryan Peterson, co -founder and CEO Flexport. Fun fight in 2022, Flexport moved more than 26 billion dollars worth of merchandise and over the last 10 years, Ryan has raised close to 2 .5 billion dollars for the business, with with the latest valuation pegging the business at $8 billion. But before we move into the show's day, did you know that every 20 VC episode you listen to is recorded with Riverside.
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3:37Secureframe uses over 150 integrations, built in security training, vendor and risk management and more to make compliance uncomplicated. Secureframe makes it fast and easy to achieve and maintain compliance so you can focus on serving your customers, automate your security and privacy compliance with Secureframe. Scheduler demo stay at secureframe .com. You have now arrived at your destination. Ryan, I am so excited for this. I can't believe how long it's been since our last show. I was young when we last did a show, so thank you for joining me today. Oh my pleasure, thanks for having me back in.
4:13Not a tool, but I want to start with a bit of a weird one, but I find it as you're quite informative. Think about it when you were young, you and your bro growing up. What did you want to be when you were growing up, Brian? Oh wow, I don't think I ever had that many ambitions. I don't remember, to be honest. It's time to tell you, it didn't my brother tell you what I wanted to be. I don't remember. No, I'm just always fascinated by it. Did you know that you would be successful? No, I don't think so. I spent a lot of my time learning languages when I was younger. And I liked adventure. You know, I wanted to get out there.
4:42My favorite kid's book was always a curious George. I wanted to get out there and see what's happening in the world. Killed some kids on the adventure, it's got some trouble. You know, I lived in five countries before I was 20 or learned on speakspanish, Portuguese, Chinese, little French. But it was all just in the spirit of adventure. I don't think I had like longer term ambitions and thought. Got into working for my brother and doing business. In this bird of adventure, that takes you to China and reselling scooters, motorbikes. How does that lead to flex port with your bro? Yeah, so 20 years ago, early 2000s, my brother, I started working with my brother when I graduated from college and we built this company buying motorcycles, off -road vehicles, dirt bikes, ATVs, dunebuggies and selling them through the internet.
5:24It was really a technology company. We didn't market ourselves that way, but it was before shopp it by and strive and we We had to build our own inventory management systems and accounting. It was in the browser like in the late 90s, early 2000s. So we should have built like a software company and sold the software. Instead, we kind of sold these motorcycles. But we learned a ton about import and export and about how difficult it was to work with the great forting and logistics companies in the world, both because of a lack of technology 20 years ago. There was just nothing. The trucking side we could 20 years ago log in to platforms that get rates.
5:56And we built a lot of automation around that but the the imbound side the import of containers and air freight like just nothing We couldn't get anything and then to I felt like the freight forwarding industry wasn't easy to work with They didn't want to see the world through my eyes and help me as an entrepreneur to build my business There's a lot of arcane terminology kind of code words acronyms and now my working model is these are rookie detectors So they configure out whether or not I know anything and if I can't they can charge me a lot of money but we wanted to build a company that kind of like makes it simple to understand import export helps you And we want to make money, but we'll do that by helping you grow your business and using technology to make things easy Really came out of like a frustration as a customer feeling like man these companies are like they make a lot of money They're good businesses, but they just aren't very easy to work with both tech and a culture of customer engagement Could make it a lot better.
6:45I spoke to many of our mutual friends before the show and they said ask about the time slightly away from being CEO and your reflections on that time. You were CEO for so many years and then you had a little bit of time away. How did you reflect on your life and flexboard in that period? I was really away. I was the chairman of the board for Flexboard. So I was less involved. I was more of a board member. I would say I spent a lot of time, well I did spend a lot of time with my family. I've got two young kids and a wonderful wife. So I spent a lot of time with the family. I think the time to reflect and really think about the business from first principles as an investor was really valuable.
7:17I became an investor. I joined Founder Spina as a partner. looked at a lot of businesses and I started looking at Flexport from the mindset of an investor rather than a founder I think that was actually really healthy to kind of step back and look at the P &L look at the business model Think a little bit more clear -headed about where we are you know you're in the business every day It's a little bit hard to step back. Did you see it differently when you looked at an investor through that lens? Yeah, I did looking at it from my balance -y perspective return on assets return on capital return on invested capital, how do you think about what kinds of return on capital do you want to generate?
7:49How should you reinvest profits? How do you generate profit and then reinvest it in ways that compound? Yeah, more like an investor's hat rather than a founder, or you just like build build build solve problems and build and the investor can take a step back and like Look at the company without even looking deep into the company just by reading the income statement and balance sheet and those are kind of things like Founders need to do way more often really live in reality and sit down with their business and look at it the way an investor will look at it Did you take those reflections into how you act as CEO today?
8:18Have you kept that lens and applied reflections into how your action plan is today? For sure. I mean, I came back to the company about two months ago. And first thing, I come back with basically three things. Now, I'm not saying, oh, I come back as an investor. There are some aspects of what I'm doing right now that feel a bit like private equity of coming and running tight ship. We cut 27 % of our costs already in my for five weeks. We've got a roadmap to get the company profitable, but in the next year, without raising prices for our customers. So that's super important. But that's not the most important thing I'm doing, actually.
8:48The most important thing I'm doing right now is actually, that's not something an investor would do. It's really about the culture of the company and driving a culture where our leadership starting with me, but all of the people in leadership at the company are way more in tune with our customers and with the people that serve the customers, like spending way more time on the front lines, getting to know the customer, getting to know the problems that customers have and how do we solve that. And then I can't meet all the customers. I've done 115 customer calls in the first eight weeks on the job, trying to do four or five every single day.
9:16I can't meet all the customers, but I can meet all the teams that are meeting the customers and synthesize that feedback and make sure we're actually addressing all the key issues that are out there. And so yeah, that's probably the most important thing I'm doing, even though it gets more headline, saying I'm cleaning up, but I cutting costs and stuff like this. We're gonna unpack quite a lot of what you just said that. I do want to start more around you and your leadership as you Ryan and it's something that I want to start with which is quality versus efficiency. Can you talk to me about how you view the two and the relationship between quality and efficiency?
9:44Yeah, you know, I don't know if this is true for every company in the world, but it is the absolute truth in logistics is that almost all inefficiency comes from bad quality. And very practical, what does bad quality mean? Something was late. It was shipped to the wrong address, use the wrong customs classification code or you cleared it through customs when it should have traveled through that country without clearing customs onto the next country. A mistake like that will cost you all your efficiency gains for the month. One mistake, because it takes weeks to unwind things and the penalties and you can never quantify the lack of loss of trust that a mistake like that will bring to your customer.
10:16It's very ironic that the more a company in logistics focuses on efficiency, the less efficient they'll get. And the more they focus on quality, the lower their costs will be the more efficient they'll be. It's kind of intuitive. It's obvious at all. Although, if you've read a lot of literature of the great American business philosophers, is W .E. Deming. And he's known as the grandfather of quality or something like that. And you really stop. You're like, yeah, none of this is surprising. It's like the heart of the Toyota production system. The goal is my favorite sort of business book and it's all about theory of constraints and driving quality so that you don't have to do rework and eliminate waste as you go.
10:49Ryan, do you think that the best CEOs are the best resource allocators? It's commonly said as a throwaway phrase. Do you think the best CEOs are the best resource allocators? Over the long run, 50 -year period or something, the CEOs who have the best returns in the stock market have been really good at resource allocation. Meaning they really understand when their stock is overvalued or undervalued. And if it's undervalued, they buy their own stock. If it's overvalued, they issue stock and buy other companies. They're very in tune by and sell in the public markets, other companies doing M &A or being very smart.
11:22And that's a pure form of resource allocation within a public company. In a private company, it's way less important, I think. Private company is much more, yeah, I guess you can say resource allocation across teams. Do I want to put headcount into this or that? I don't think that's the most important thing in private companies, though. It's usually like, do you have a great vision? Can you attract the best talent? Can you just like execute? Can you actually deliver results against your vision? I don't know if that's really resource allocation. So it's probably different. Public versus private.
11:48I think you learn a lot from wins and losses, right? When you look at your resource allocation decisions, the investments you've deliberately what would you chose, Ake? What have been your best resource allocation decision and what's been your worst and what were the takeaways when you reflect on them? Yeah, well, I know it was part of resource allocations. We raised capital twice where we did very large rounds of capital at what felt like the peak of a bull market and wanted to put money in the bank so that we can ride out and have a fortress balance sheet to ride out any storm that comes. So we did that.
12:17The first time was in 2019 and it turned out the bull market continued and you can't predict these things, but we raised a billion dollars in 2019 and then in 2022 we raised $984 million. That turned out to be true like that we were kind of at the peak of the bull market and that balance sheet serves us very well today that we have a billion dollars in cash and we're in a place to execute and not be too concerned overly concerned about, you know, there's a recession and freight right now in capital markets protect companies that come down quite a bit since then. And we have a fortress balance sheet to protect us and insulate us from those problems.
12:48But if you call that resource allocation, I sort of do because you're now in a place to protect the company and have cash That you can't continue to allocate through the cycle. We've done a limited amount of M &A We apply we require shop of bi logistics. I'm very very proud of that deal I think it's incredibly powerful to now be able to go end to end where the only platform in the world That does that seamlessly in one tech place It's a little too early to say if that's like great resource allocation or not I think it will I think we'll look back in a few years and say that was incredible Before we discuss the flip side Can I ask a blind question?
13:18You feel the weight of the valuations raised at. Obviously it was a bull market and prices were high. Do you feel the weight of the last round price? I know, I don't. The reason is, I've told my team after every round that we've done, this is not our valuation. This is a moment in time, a group of people with a view of the future. And because of value of any company at any time is that well, it's the net present value of the future cash flows, discounted by some risk rate, whether or not that's gonna come true and what the best opportunity cost is. And the future is inherently uncertain. We have no idea what the future is gonna look like.
13:51Everybody has their own view. And so our valuation is sort of like, you take all the probable possible futures out there. You assign a probability outcome to each of them and you collapse that distribution curve down and you get a price. But when we our valuation was marked at $8 billion, you could say, well, we're never worth, I literally told our team this the next day, we're not worth $8 billion. There's some probability chance that we're gonna be worth $800 billion. and some chance we're gonna be worth 80 and some chance we'll be worth nothing. I mean, and our job is here as employees is not to sit here and think about our valuation and hope that it goes up.
14:23It's to go make it more certain that those probabilities that we want come true. And so, you know, it doesn't matter what the current price is of the stock. Like we just gotta go execute and make the outcome we'd like more, which is being worth 800 billion someday. I mean, we're in platform for global logistics. Like global trade is 47 % of GDP. That's a big number, you know. If you can be the platform for that, you can be worth $3. Who cares what evaluation is right now, according to some outsider who doesn't even know in Flexport stock and writing an analyst opinion on it. That is not how we're gonna run this business.
14:54On the flip side, what was the worst resource allocation decision? What was a mistake that you allocated resources to that you shouldn't? And how did that change your perspective? Over the last decade, capital raising came easy to Flexport. I mean, at zero interest rate, Flexports are really good bet. We raised a lot of money. I've never seen a company and I've tried this and I've raised as much money as almost anybody I've never seen a company successfully raise a bunch of money and not start spending it in ways that don't that aren't actually very smart It's the biggest risk to raising too much money is you just like lose discipline and you start spending money This was true by the way from day one We raised the 20 million dollar series a the time it seemed like a ton of money the next day or like within a week We had a conference coming up like a where we were exhibiting at a trade show or something and I immediately purchased a shipping container and transformed it into a booth and spent like 50 ,000 bucks on this thing.
15:45And like, I don't know if that was a good or bad decision, but like I definitely wouldn't have made it two weeks prior when we didn't have the 20 million bucks in the bank. It's like the money wants to spend itself. And so that's the ultimate risk. And you can sit here and go, oh, we're not gonna spend it. We're gonna pretend we didn't raise it, but you would be as a founder of the first person ever to succeed in that. But my advice would be to a founder is raising a lot of money and my advice to my former self would be like, if you raise a lot of money, you should immediately the next day do a hiring freeze and don't hire anybody for 90 days and go look, money's not gonna solve our problems.
16:13We're gonna solve our problems. And so over hiring in general has been our biggest mistake. And we've had to let people go. We've done layoffs and it's terrible for the culture. And so yeah, that's definitely the worst capital allocation is over hiring. And we hire great people too, by the way. It's just like we didn't have to cost discipline in place. And a lot of that's because we raised money too easily. I always say like, actually get a set of providing count. Put it in the set of providing count. Forget that you have that buying count. and I have this fight with Parker Conrad, always online.
16:39I tweet it, I love Parker, so I'm saying that lovingly. But he's like too much money, never killed a company, it's a VC, is the more money great, and I'm like, no, it encourages ill discipline and imprudence spending. Well, look, I actually agree with Parker, but I can play both Shire Shire Shire Shire. I think you're nuanced. Because I do think, look, I raised a lot of money. I think that was the best example of capital, I guess I did, was raised a lot of money at the peak. However, it does lead to bad habits. both these things can be true at the same time. Imposing that discipline is totally possible, but you have to be living in reality, looking at your P &L every day, looking at your team, looking at the salaries of your team.
17:15I think a lot of what I've done that was a mistake was like, when you would do performance reviews, you can't just do a performance review without also looking at the team's salary with the team member salary. We let go of a lot of amazing people a few weeks ago. We let go of about half of our engineering team. We now we grew our engineering team this year from 450 software team members, product and engineering team members to 1300. It was super aggressive and then we ran it back in when I came back as C .V .O. We have a lot of cash. You know, we have a billion dollars in cash. We have a product roadmap that we think can really transform the way global trade is done in global logistics.
17:51And we are in a hurry to execute against that roadmap. We wanted to go build it all and we weren't living enough in the reality of like, okay, it's fine, we're the leaders in technology and freight forwarding by far. Like if you look at the freight forwarding companies in the world, FlexWords now, the third largest of the American companies and top 10 globally. And if you look at the top 100 providers of global freight forwarding services, Customs, brokerage and freight forwarding, we're the only one founded after the web browser was invented in 94. Like we compete against companies that were literally founded in the 1800s.
18:22And so I'm not worried that we won't be the leader in technology. And it's okay if it takes us to a couple more years to build out everything on the roadmap. And I think that was a mistake. We were like trying to deliver everything in one year. And we don't need to have that pressure. It's like, hey, we just sequence things, build the quality, do it right, and we'll get there. Well, there's another common trope, which is like speed is the single biggest determine on their success in startups and company building. Do you believe that's true? Or given what you just said, is speed actually not as important as people may be suggest?
18:50Oh, well, I think you have to be very careful with your definitions here, because I don't think speed is the most important thing that means velocity. And if you remember your physics, velocity has a vector. It's speed in the right direction. If you're going the wrong direction, you're like, this is terrible. And so sometimes the highest velocity thing you can do is stop and go nowhere. If you're speed in the wrong direction, that's negative velocity and that's really bad. That's the key is being agile, being able to change direction because the world's chaotic. The world's gonna, especially logistics.
19:17Like we've seen crazy stuff, COVID and you'd have had bankruptcies of shipping carriers and then you had that make hundreds of billions of dollars five years later, you've had terrorists, we've seen everything. And so you have to be very nimble as the world changes to be able to change direction without losing speed. That's a very hard thing to do. Do you know when you're going in the wrong direction? Do you know early? Is it apparent? Not always. I think that's the art of leadership, I suppose. I really like Bayeson's concept here of like the one -way door and the two -way door being able to move very, very fast as long as it's easy to change direction and come back.
19:49Often that's the case and you should go really, really fast because it's fine. Sometimes it's a one -way door. You can't come back. And so then you better be real careful. It's okay to go the wrong direction as long as you can change courses and be nimble, right? But if it's a one -way door type one decision, then you got to that those are decisions that need to be made by seeing your people with a lot of judgment to avoid mistakes. Otherwise, it's fine to go fast and make mistakes. The only thing I think with that is like so, so few things are one -way door. But like kids are a one -way door.
20:18But like so few is actually a one -way door. Key hires, not, strategic systems in countries, not, products, not. Is there really one -way doors? Well, spending money, you can't get the money back. So, thinking about capital allocation, making sure you don't blow the money. So, things that cost a lot of money, that's a one -way door. Some relationships. Although, we found in logistics that, I think, general patent said, it's not not how high you climb, it's how high you bounce after you fall. And so a lot of our best constant relationships are people that we royally screwed up with five years ago, but it's how do you respond at that moment?
20:51Does the CEO give them a call and apologize and make things right? Do you take care of them? Do you pay the extra money? That's ultimately a value system because your value is not really count unless you're willing to give up money for it. Otherwise, it just word on the wall. Even those relationships, but if you don't show up and you don't really handle things well, that could be a one way door. I mean, I have people that I don't interact with anymore and I won't do business with because of the way they behave. There are one day doors out there but I agree with you in general like most things are too way.
21:16I spoke to so many of your friends and they all of them literally said I had to ask you about Roman Empire your lessons. To be honest I'm more of a fan of the ancient Greeks and the ancient Egyptians than the Romans but I do like ancient history. How does ancient history then impact your thinking on company building? I really enjoy the work of one author in particular his name is Will DeRant. Will and Ariel DeRant actually, a husband and wife team although Will wrote the first five books. There's 11 books in the series they're like about thousand pages each and the whole history of civilization.
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21:45So I basically read those books. I read one of his books and then someone else every and I alternate back and forth So I read the whole series like four or five times and the reason I like him is that what he does is is as synthesis It's a type of history where you study all all aspects not just military or political but art culture Science religion manners morals fashion everything that we know about about a civilization as an interconnected web and I think it's actually really interesting way to think about companies because we are very cross -functional. If you're only focused on product or engineering or sales or one aspect of a company, you're really going to miss the collective whole of how these things that are connect.
22:24It's not so much about the history, it's about the way of writing history that I find really relevant for companies. You can, when you write your, for example, your annual plans of what is the team going to build, sometimes you have to duplicate, you have to write the same thing twice, but I want to see what is the finance team doing and what is the sales team doing after these actually interlink and is the tech team building the right product and support both of those things and vice versa, right? Are they selling the product that the tech teams building? It takes extra work to go through and make sure all this stuff in their links, but it's quite contrary by the way to an Amazon mindset, but in the Amazon world, you sort of like have a business unit that just goes hard and doesn't have to pay attention to all the other business units.
23:02And I actually far prefer the cross -border collaboration and teams coming together on reading each other's plans and making the plans really transparent to as many people as possible. Because if you don't have that synthesis, then how are you going to know that you're especially in our business where it's an end to end logistics offering? It's very difficult to do that in a world where people are just thinking about one leg of a shipment or one department in a company. What's been the biggest lessons for you and where those interlinkages braid, where the cross functions don't work? You know, in our business it's an end to end offering.
23:33The way that Flexport works is companies come on to our platform. They place orders to their factories, their Flexport, buying purchase orders, buying goods. Those factories become users. The average importer of goods is onboarding 18 factories. And then those factories become users. They place bookings. They say, okay, the cargo is ready on this day. We send a truck out there and across 100 over 100 countries. Then the truck pick it up, export, clear it out of that country, put it on a ship. So we've got to have contracts all the ocean carriers and airlines across the world, clear it through customs, truck picks it up at the airport or the port.
24:05The delivers are directly to the customer. Sometimes we'll bring it to a warehouse, unload the container, put it on a drive -in, on a regular truck, deliver it, bring it to another warehouse, we then deconsolidate it and ship it to customer stores or in the retail store. So it's an incredible amount of complexity, as you can imagine. So if you try to run this where each leg is just only thinking about themselves and isolation, you're very likely to screw something up. a mistake, a change in China at the origin or in Vietnam and a delay there, I've got to replant everything downstream because the truck now has to be rescheduled a week later, three weeks later.
24:40Yeah, silos are incredibly dangerous in logistics and yet there's no possible orchard that could solve this. People who work in simpler businesses, they try to solve these problems with an orch design that says, okay, everybody, these people report to me, But only this one person can have everybody in that network that I subscribe reporting to them and then they become a bottleneck So you have to build a company Amazon's on a good job with the API memo Bezos is kind of solve this with it everybody should communicate with APIs if we don't have any meetings That's correct we need to develop in that direction But in the meantime before you have everything being API of everything every team talking everybody by APIs You just have to sit down and collaborate you have to reach out as plans You have to line up make sure that the handoffs are seamless that each team because we're organized it's each of those legs as a team, but they got to pay attention to what's upstream and downstream of them.
25:29Ryan, how many direct reports do you have? Right now I have 15. Is that not too many? For our business, it's the best way. I've had this view of six. Much better to have more and get more collaboration, but I don't have about 15 person meeting unless I just need to tell everybody something. We don't make decisions with all 15 people in the room. We grab four or five, six people for whatever the topic is that we need and we'll go deep. and that's just those six people who report to me, but some usually layer down from the technology or someone from the front line to understand the issue and that's where we can make decisions in small groups like that, not with all 15 people.
26:03To be here making those decisions in small groups, culture is so important for it that people feel able to talk to you that they're not scared to, that they can discuss the hardest things. I've been bad actually at culture building, but being young I kind of always thought friendship was the way to build companies, which is the worst thing ever, obviously. Well, have been your biggest mistakes on culture. Yeah, I think trying to be popular is a big mistake. You have to do what's right, not what's popular in the company. Sometimes you do things that are unpopular. But if it's the right thing to do, you gotta do it.
26:31I think the best thing to do on a culture, like the goal of a culture is to drive velocity. We were talking about velocity before. Speed in the right direction. You gotta have a great mission. To do that, you gotta have a great mission of purpose. Why are we here? You know, FlexWords mission is to make global commerce so easy that we'll be more of it. Like, I think that's inspiring. Like, let's increase GDP for the world. Let's help people create opportunity and get richer. Logistics as you're kind of a backstage pass of the world economy. What's happening in all the world's companies? How are they run?
26:56Help them with their problems. So having a sense of purpose, so you actually know we're all grown in the same direction. Absolutely crucial for a good culture. It's like sounds cleach, but you can't do enough of it. Two is you got to have trust, which means people doing what they say, not talking crap behind each other's back, putting the issues on the table, a culture where you're not going to get scorched because you criticize somebody. For example, one thing I do for this is we have an open channel in our Slack instance where anybody can ask the leadership team a question And I mean I praise people who ask hard questions who criticize us I mean, I think that's also I prefer courageous people and I think that builds trust What's been the hardest question?
27:34Oh, we got we get questions a lot of questions about you know We laid people off so you obviously gonna get a lot of tough questions when you do something like that around benefits and salaries and you think of this thing or we really reduce the size of this team. Does that mean you don't value this team? Things like that are tough questions. But I respect that courage. Imagine being a junior person in the company, not been around very long, and challenging this global CEO publicly in front of everybody. That's awesome. Like that's courageous. So much better. There's this anonymous social network that's like the terrible, all the cowards go there and just talk trash.
28:07You're obviously a coward. If you're allowed to talk in public and ask the open question, where you're too cowardly to do it and you post on the anonymous social networks. I think that builds trust. I think having things like that where you can just answer questions. I'm not afraid of any question. I don't always have the best answer. Well, I'm not afraid of it. I live in public and be authentic the only way I know how to do it. So a sense of purpose, a sense of trust using intuition is really important for culture. It can't be all data. Data is overrated in my opinion. Data is valuable, but data is too slow and often it's inaccurate.
28:37and most humans are not actually using data the way they pretend to use data. Most people know what they want to do and then they use data to justify what they were going to do anyways. And you can always find some data to back up your case if you're certain. I respect it. I think people who have good judgment can make decisions move fast. Data is also very slow. It takes a long time to get the data you want and you often need to move faster than that. And data has one major drawback, which is that all data comes from the same place, which is the past. If the future looks different from the past, your data is completely useless.
29:10But you gotta have high judgment people interpreting data saying, this is actually right. I mean, a number of times I've been showing some data and been like, but what about this? I'm like, instantly I can debunk reports on data. Using intuition is key. A culture of learning is really key. Honoring mistakes, not scorching people who make a mistake and constantly trying to learn and get better. These are like all really important aspects to building a high velocity culture where people can build trust and go fast and execute on that mission. A lot of what you just said is predicates on actually having the right people on board as well.
29:41What are some of the biggest hiring lessons you have that you wish you'd known when you started or in the early years? I just don't hire outside people. I'd rather much, I don't hire senior executives. Look, that's not a like a rule. We've hired a lot of great senior executives at Flexport over the years and a lot of them are doing amazing work for us. But it's so much higher risk and promoting from within and so much better get to know people You get to really get bought in that they believe deeply in your mission They feel credibility and respect and stretch people and promote people from within I think I didn't do enough of that over the years I think in blind pursuit of growth and hitting our goals and being global and taking over the world and bringing our vision to life You need help and you turn externally instead of going hey, I'm actually got amazing people at Flex World Like the key job of leadership is identifying talent within your company.
30:31Externally, yes, but like it's so much better if you can get internal folks and promote them. The problem is like companies are in a hurry, you know, and we want to achieve things really fast and it's kind of a shortcut to go higher, see your people from outside. How do you know when a stretch is a stretch too fall? I mean, it is a tragedy because when that happens, the people tend to leave the company. And I think a great culture should be able to go, hey, you know what, like if you could really do this the right way. We haven't figured this out, but I would love to. It's like, hey, we should have some didn't work out.
31:00Let's bring them back to a role that matters. But he goes in compensation and other factors being what they are. It tends to be when you stretch people too far. They leave the company in that stance because we've lost a lot of great talent. And if I just think about all the great people of left, right, sport over the years, if they were still here, we'd be like 10 times better company. If you're out there, come back. We'd love to have you. My honest, refraction on people management is like being CEOs to worst thing ever because Because great people, you're pumped, and you're probably leaving because they're so good.
31:27Average people, you pump, and you worry that they're not good enough. And bad people, you're pumped, and you worry that you should have got rid of them last week. Do you agree with that? It's an incredible job being a CEO of a company. But it's not an easy job, and it's not necessarily fun. I mean, people look from the outside and think like, oh, I'll be an entrepreneur, I'll be the CEO. And like, it's really tough, man. I mean, it is not an easy thing to do for the reasons that you said and many other. I don't kind of want to be employable. I don't want to work for somebody else. I want to go build stop play.
31:55You said they're about kind of the mirage of entrepreneurship. What's the biggest misconception people have of Flaxport today versus what it is really? You know, Flaxport's been in the news a while lately. We had a CEO transition. The demand for scandal and drama is way higher than the supply in this world. And the media has been really sensationalizing some stuff. I mean, there was a story about Flaxport that I will not point people to, because I don't want to give it any attention. but it was a whole article, Flashboard delivered 33 million packages to consumers homes. That's what we're on track to do this year.
32:29And one package got lost in this mainstream media publication of an entire story where the first four paragraphs are about a lady whose package got lost. I feel bad for her. I'm sorry, we lost the package. We genuinely, we screwed that up. We reimbursed her in full. But like one out of 33 million, I mean, this is people trying to sensationalize and stir up drama. Or like that same article, clean that one of our biggest customers was really unhappy with us. But literally the customer went on the record telling them that it's not true. We were very happy with FlexPoor. And they didn't publish that.
33:00They wrote that we have sources saying that they're not happy, but like the source of the company told you that that's not true. So the media wants to drive these narratives about FlexPoor as if we're a mess or something. When in fact, if you come out of the dust, our culture is stronger than it's ever been. We're really well financed. We have almost a billion dollars in cash. We're going to be profitable next year. But like if you read an article about FlexWord today, you're going to be like, oh, this company's in a difficult position or something. So I don't know. It's a part of why I want to come on podcast and tell the story directly.
33:30So you said it earlier. You said you can use data for whatever your end is. And so if there's any data that suggests it's not in mind with your story, well, that didn't get that data. Exactly. Exactly. In other words, the media has been good to FlexWord over the years. I'm not like if you've created up the media. but at the current moment, people are liking to tell the sensation and that's what drives clicks or whatever metric they're looking for. But over the years, the media has been good does and like been part of our success and to get the story out and to track customers and talent. And so I think we'll get back there.
33:57We just got to go do a good job. Speaking of kind of like in the media, the world is a more nerve -wracking place than ever in many ways. I spoke to Brian Singaman before this and he said there's nothing he loves more than talking to you about bluntly the state of the world and how you see kind of macrogeopolitics today. And I'd love to ask, when you think about kind of geopolitical macro, how do you think about the future for trade with China? Well, China is a very unique manufacturing capability that you can't replace easily. The United States government is doing their best with imposing tariffs on imports coming from China.
34:28And companies with simple products like Think Apparel, etc. are moving that away from China. One to avoid the duty, but the Chinese economy's done so well that their labor prices have gone way up. You know, the average hourly wage in Mexico is now cheaper than in and join official. And that's great for China, right? Like good for them. Like they're making more money as a population. So China's no longer the cheapest manufacturing site in the world, but it's the best manufacturing. Like they're the highest quality, highest competency in manufacturing. So if you're doing electronics, you're doing anything sophisticated, not anything, but a lot of the really sophisticated forms of manufacturing, China's the best place to buy things.
35:00So I don't think that's gonna go away. I think people will always be shifting away from higher labor costs to cheaper labor costs. And tariffs, they're gonna do what they can to optimize against tariffs. I think in general, it's where at an interesting moment, right now, where globalization is in question, of like whether or not we're going to continue to do trade globally, or what we just produce everything domestically, or they're going to be more boundaries, more nationalism, more maybe regional trade. We're at a moment in time where that looks like a big interesting debate, but I would point to the long talking about history that global trade has grown 4 % annually since the Mongol invasions in around 1200 AD.
35:374 % doesn't sound like much, but when you put 4 % on a 800 -year curve, it's a phenomenal hockey stick like Silicon Valley's never seen. And I would predict that that'll continue because it's innate in the human species. Specialization and trade is like one of the main things that separates us from the animal kingdom. Adam Smith wrote this, I've never seen a dog trade a bone with another dog. We see animals exhibiting all kinds of other behaviors, language and tool use and other stuff, but trade is not something that they do. And trade is fundamentally with building block of civilization. It allows specialization, it allows gains, it allows wealth creation.
36:11So humans want to trade with each other. Now governments will try to stop things. It will be special interests that may want to block trade. But left to their own devices, humans will trade more and more and more. And so I would predict that that's what's gonna happen because we always find a way. They will trade more and more and more. I'm just really intrigued. Do you think that will be globalized trade or nationalized trade? I think it will be globalized trade. I think first of all, the ship is an incredibly efficient way of moving things around the world. Far more efficient than any other, you know, land -based transport.
36:40I've had this blog post that I want to write about how Fiji water is the most environmentally friendly water. It gets criticized all the time because Ocean Freight is so carbon neutral that by getting it and shipping it from Fiji to the west coast of the United States, it mits way less carbon than running a truck from the Rocky Mountains to the west coast. And Ocean Freight is cheap, it's reliable. The fact that you can ship a TV across the world for a few dollars. It's just a remarkable feat of engineering and human ingenuity. Now war is a big risk. I have no way to understand the risk of war and what that can do to trade civilization.
37:13And therefore trade depends on peace. We take it for granted. We've lived in this great period of peace for most of our lives, at least in the United States and the Western world. The wars that have existed have been largely removed from us in the daily impact, thankfully. But if that changes, yeah, of course, trade is at risk. And So there's a lot of black swans that can happen, but even more is that, you know, World War II seemed like the most catastrophic thing that could ever happen. And if you look at the graph of GDP or trade, you'd barely notice the blip. To what extent is planning even valuable in your business when you have COVID, when you have Ukraine that just throw the world into chaos?
37:48Yeah, well, I think it was Eisenhower said that the plans are useless, but the exercise of doing planning is incredibly valuable. To think strategically to take a moment back and step back and think about what you're doing, and why you're doing it. That's a very valuable exercise, but you have to be very adaptable when the world changes. And yeah, probably that's a strength that a weakness of mine I'm very good at changing direction, probably change direction to Italy also. And so having some from view of where you're going is really important. Question, would you be long China? China have so many problems from population decline, manufacturing decline, reversion away from urbanization.
38:21Would you be long China or short? China has a few advantages that we don't have. China believes in China. Chinese people believe in China. Apple Americans hate America. I think that's a huge advantage to have as a civilization to believe that you're part of something that's bigger than yourself and trying to support your country. You know, we like that these days in America. And that's a huge advantage to have. They're incredibly industrious people. They're working, they are hungry, they want success. They work six days a week. A lot of people don't realize that I live in China for two years. They work Saturdays, we don't work Saturdays.
38:50Most Chinese people work six days a week. How much more productive you be working at extra 20%. You know their industry is, their hard work in their intelligence, they have a lot going for them. Their leadership is incredibly smart. They have some demographic challenges that are beyond my scope to understand because, you know, people are like, oh, there's the population's declining. China's not the worst in this by any means. There's Western countries, Italy, Korea, other countries that are declining faster. But I always think like, but isn't it better if you have fewer people to share the resources?
39:15I don't know. I don't know how to think about that. They selfway more people than we do in the United States. So I'm not like a macro investor by any means. I always, I did study a lot of economics. I always found macro economics to be impossible. where I think people who pretend they understand it are probably wrong. I lived in China for a few years. I have immense respect for Chinese culture and Chinese people, Chinese food. There's a lot to love about China. Do interest rates hit double digits, do you think? Some people suggest we're just at the start. Some people suggest they want to go higher.
39:40Where do you sit? I'm not the right guy to ask about interest rates. I don't know, man. If they do, the United States government's going to be a lot of trouble. We can't pay our debt if it's 10 % interest. They have to keep printing money. And then you have an inflationary cycle, which then makes interest rates go even higher. So it seems pretty ugly. Okay, before we move into a quick five, we know I asked something about you do have direct experience and you will be able to lend some wisdom. Parenting, you are a CEO of a, you know, a thousand plus, how many people work at Flattestport now? 25 hundred.
40:0825 hundred. Can you tell me how do you still be a great father and be CEO of a 2500 person company? What do you know now that you wish you'd known when you had kids? Well, love is the, you know, when most important values. I love my children so much that I want to get home and make sure I get time to spend time with them before bedtime and hang out with them every night and see them in the morning too. So I've got a three year old and a one year old, especially my older daughter. My one year old, I was like, you know, she hasn't started learning how to talk her anything yet, but my three year old is like just a little ball of energy.
40:39So I love playing with her and I make time for that. And then I work more in the evenings after she goes to bed and I get up early and work and that's fine. I mean, I work as hard now as I ever worked in my life. Did having kids change you? Yeah, of course. It's yeah, it's like a chemical wash that flows over your whole body filling you with love and respect for the universe and like understanding Also a great way to understand your own parents your relationship with them like remember like all the stuff that they went through that I'd never even thought about but as I go through it, I'm like oh my goodness I had to deal with this like I must have been a little brat like flashbacks You know like oh my god.
41:12I remember reading curious George as a kid and now I'm reading it to my daughter a lot of flashbacks and a lot of like thinking back from my reflecting on my own childhood that's really really profound. You know you have CEO hat, you have father hat, you have husband hat. The husband hat as well you got to keep up. How do you retain romance and retain prioritization of relationship when you're managing 2500 people, reading curious George, holding one year old? Well I have the greatest wife in the world. My wife is the kind of staff of my life. She's been an incredible advisor for me on all And by the way, I was criticizing the media before, but my wife's the former reporters.
41:49I'm like, well, in tune with Ademedia Works, and she's a great, like, communications director, helping me, you know, understand how to behave. So my wife and I, like, were super in tune with each other. I was building Flexport well before I met her, and she's always known that Flexport's my baby and that, you know, the serious priority for me, and that I'm very fortunate to find a woman who knew that and signed up for it and once they helped me in every way. And I never take her for granted. Final one, Roy Deuquickfire. You're a very secure deed. You're just very kind of content and happy in yourself.
42:21What's your biggest insecurity in leadership today? Oh, no, I do feel very secure. You know, part of it is I mentioned I lived in China for a few years. I was super broke, making no money, and I was living really well. I was like the best couple of years of my life at that time. I made a real sense of adventure and phone. This was 17 or 18 years ago. And I realized I don't need a lot to succeed and be happy like I was like I made $17 ,000 when you're and it was like one of the best years of my life And I was trying to make money by the way I wasn't like oh, I don't need that was like trying to make money and and I didn't make a lot of money But I was very happy and I ate well when I had friends and it's a lot of me to take risk in my career And I've started multiple successful companies not just Flexport but import genius room .com I started a lot of businesses invested in you know over a hundred companies and done really well as an investor No matter what happens, I'll be fine because I can be poor and happy.
43:10It's not about making money and so it's like gives me a sense of security that I'll be fine. My wife's not going to leave me if we lose money. We'll do it together. It'll be fine. Does money make you happy? Well, money can solve problems and problems can make you unhappy. So yeah, money can definitely contribute to happiness if it can make problems go away. It's very funny because humans are mimetic. We copy each other. We want more. And so you have to be very careful of who your role models are and who you imitate. and be careful not to hang out with people who have way more money than you because you'll aspire to do things that you can't afford.
43:39Spend money on stuff that won't actually make you happy. And so picking your role models, I think it's one of the most... And just your friends who you hang out with, one of the most important things in life. Money alone in devilish. If that's all your after, definitely a recipe for misery. That sounds cliche, but it's true. But if you know what you want in life, money will definitely help you get there faster, help you solve problems and overcome obstacles and things like this. You mentioned your success investing, I spoke to Chad before, and he asked why do you love investing in rebels or people with messy paths where something's gone wrong in previous companies?
44:12Why do you love that? I think revenge is a really powerful motivator. You want people to motivate and driven, and if someone feels like they've been wrong, there's a couple of benefits. One, they're going to be incredibly driven to go have a comeback story. Two, they're probably going to get passed over by other investors. That's what you need. You need a contrary and opinion. And you have to be sure that they didn't have a moral ethical failing. Or if they did, it was something that minor that can be forgiven. Broke some rule or something, but like there were innocent people were not harmed. And then in that case, if you can get really comfortable with that and they're really talented, and other people aren't willing to invest in them, then that's like a perfect storm for finding a great founder.
44:50And to Paul Kukonat. I got a list of people that I backed that match that for a while. and the park was one of them. Yeah, I think Parker was wrongly scapegoated and run out of town at Zettifitz. And he proved it by going to build Ripling into a business that's much bigger and better than the Zettifitz ever was in the exact same space. I'm sure that the investors who did that regret it. And that's fine, Parker. It doesn't care per se. He just wants to go execute. Has engine investing changed how you are as a CEO? It helped me a lot to understand that the VC world now works. It probably helped me with some of our fundraising, having a little bit of perspective being on the other side of the table, understanding the game more, having, you make friends with other investors and can learn more about the VC world and how to navigate it.
45:32But I think NetNet, no, I don't know if it has because it's also taken up time. I haven't spent a lot of time on it, but it's inevitably going to take up some time. And I do it not because it's going to help me have fun. I actually had a Quentin Mage of Asia last thing a while ago, basically. I'll do it a little bit here in Europe to friend the mind or something. But the reality is, anytime spent away from FlexPort is probably negative for FlexPort. I mean, I spent all my time on FlexPort if I want to make FlexPort more successful. But, hey, life is not all about money or one thing. Like, I enjoy it.
45:59I like learning. I like making friends with other founders. I benefit from those relationships in ways that are hard to predict. And certainly, 10 years ago, 12 years ago, when I started Angel, I'd say, I don't know, who knew? Well, what I was doing, I'm just trying to get out of here and have fun. Who knows what VCs are doing, not them? I'm just kidding. We have VCs. I'm going to do a quick fire round with you. So I want to start with a question. What concerns you most in the world today? When you look at the landscape, what concerns you? War, violence, mob violence, the scapegoating of innocent people, and civilians being caught up in the consequences, yeah, violence.
46:36Has managing teams got harder with the rise of woke society? Yeah, definitely. I think managing teams is always hard. Feeling with people who are not focused on the company's mission and have their own missions that are separate from a company's mission is incredibly frustrating because there's a million organizations in this world, one for every possible topic that you want to drive, finding people at Flexport who are focused on anything other than making Flexport successful at work, really really frustrating. I don't care what you want to focus on outside of work at all, what your politics are, what your cause is.
47:10I think that's awesome people should have passion to do stuff, but like that's not what Flexport's all about. At the company during the day, like let's just talk about our problems are hard enough. We got to make global commerce easy. We got a ship cargo in every corner of the world like this is hard enough We can't solve other people's challenges outside of that remote work versus work in office. What are your thoughts that? I think remote work is very very difficult to achieve a build a company culture I think individuals can succeed. I'm incredibly productive working in my house with there's no distraction I'm incredibly productive individual contributor But great things get achieved by teams and teams don't really form over video conference teams form when you get together And you collaborate and you have dialogue and like you capture emotion and body language and Contacts and you jam and you stay up late and it's not constrained by the 30 minutes of our video call Like and that just doesn't happen on remote work I'm always one of your core things learning and when you and me do a presentation together and we leave and get a coffee afterwards I said, dude, I didn't like the way that you presented that.
48:13And I think we could have done it differently in this way. And it's fine to need you a bit, man. Like I want people to come in and work with us in person. Now there's certain people for exceptions and people who are outstanding track records of performing at home and individual contributor jobs. I've told this team over and over again, if you want to succeed, if I actually get ahead, you should come to the office. But even just last week, you know, I do a weekly town hall, whatever office I'm in, I share with all my mind and then take questions from the team. And after this, how does that just hang out?
48:39I had a guy come up to me last week and just tell me, hey, we have this opportunity to get $2 million extra profit and just do these three things differently. And I was like, who would be told about this? He's like, nobody, I'm like, if we weren't in the office together, it was $2 million right here. Let's go. And there's countless things like this. And just like getting people in the office so that information can flow freely and solve problems. By the way, I think remote work can really work. But it's not going to be people making $250 ,000 a year hanging out in Jackson Hole. It's going to be geniuses in the developing world making you know who all of a sudden there's an arbitrage You can find incredibly smart people all over the planet and pay them one under it They're one tenth whatever GDP is I mean that look at the GDP in the Philippines or something and there's tons of geniuses over there And so you could build a great company of remote work But it's not going to be the people who are advocating for remote work inside these companies in the United States like if I'm remote I'm not going to pay someone 250k in San Francisco to be remote I'll go find someone in a cheap location.
49:36So I don't think the people who are advocating the strongest remote work actually know what they're advocating for because they're gonna end up in the world without a job because they're now competing globally with geniuses all over the developing world. What if you changed your mind on in the last 12 months? One of the things I changed my mind about, you know, I had this idea of go after these business units that could work in isolation and run really fast. I think that works for a lot of companies, but as I was describing, that doesn't work in place for it. We have to be in end and we have to deal with a little bit more process.
50:03Process is probably the closest we have to a good word for bureaucracy. There's a healthy amount of that that like actually a lot of their true bureaucracy and companies comes from a lack of process when people can't get anything done And they don't know how it works But putting in a little bit of process and putting in more of an end -to -end view making people write the same thing twice in two different teams Planning documents making people spend a little bit more time in a meeting to understand another team's objectives and not have this envision that like oh we can just run really fast and ignore everybody around us That just doesn't really work in our industry Penultimate one favorite Walnut General Emperor.
50:38Why? Depth in Napoleon is a very interesting mind first of all you know one like 38 battles or something 38 and one I forget his record. He's pretty great general roast through the ranks came up from the grassroots incredibly well -read as well Like you know that Egyptology is basically creative because Napoleon wanted to invade Egypt to cut off the British Empire is accessed in India and while he was very proud of all these scientists and like you know that's where we got the Rosetta Stone and the understanding of the the coupling of the higher group they said then he wrote the law code and the Polionic code which is basically the law of the land in half of Europe today all the way till now.
51:14There's a great book called The Mind of Napoleon which is out of print it's like $200 on eBay and it's just full of all of this is his quotes and he has a quote on every subject. It halves of them will appall you in the modern world but I find those to be the most fun. And half of them are just like men it's guys as an actual genius. It has a nice index in the back seat. You can look up any subject and see what Napoleon thought. Final one for you, Ryan. It's 2023 now. Soon to be 2024. Where are you in 2033? You still see a flight sport and where's flight sport then? Definitely still see a flex board.
51:42Hopefully, you know, the rest of my life can stay in the seat, health willing. I love this job. I never wanted to leave the job. I just thought David would do a better job than me. And so I'm thrilled to be back and, you know, executing. 233 is hard to predict with what's happening with AI and everything else in the world. You know, I don't really believe in predicting that far out, but definitely want to stay at the CEO of Flexport. And I do believe Global Trade is here to stay. And I think actually what we're seeing is that Flexport is incredibly well positioned to use AI to implement it because we've structured all the data at Global Trade.
52:14We're basically in incumbent. We're the third largest provider of international forwarding services in the United States. So we have incumbent level of data, but we have the technology stack and the team that can actually go and implement. One of the things we've done is break a shipment. When you ship a container from door to door, we broke it into these discrete tasks, like a work item that get completed. And we're finding out that once you chunk it down into something that's simple, that AI can complete the tasks. And so we're almost every couple of weeks, we're implementing something that used to take hours or days and take getting it down to minutes.
52:45I think we'll actually see that AI's going to be a huge beneficiary of that. But labor in the forwarding layer of global trade is 10 % of the cost of shipping things internationally. Not the labor of the people driving the cars, the trucks, and the ships and the planes, but the labor of the coordination layer of handing off the documents. I often joke it should be, instead of freight forwarding, it should be freight email forwarding. And so labor and net forwarding layer is 10 % of the cost of shipping things. And we're seeing that AI can just do tons of these tasks. And it doesn't mean that you'll have less people working at Flexport, by the way, because if you're really successful in automating things You're gonna need more people you're gonna have more salespeople more engineers You're gonna take over the world and employ even more people and that's a real fallacy I mean that would be like arguing that the invention of the plow is gonna eliminate jobs And we should all just still be using sticks to dig a holes to put seeds in their earth and grow our own food Like and that's an argument is all the time in its silly like AI is gonna create way more jobs than it destroys But if you make everything 10 % cheaper, we can have a world of abundance.
53:47That's where I like to see us in 2033 Ryan, I've loved doing this. Thank you for my wide -ranging conversation from parenting to the future of trade and China in between You are a star and I've loved doing this my pleasure. Thanks for having me. I'll talk to you soon I Want to say huge thank you to Ryan for being such a fantastic guest there If you want to see the full episode on video you can check it out on YouTube by searching for 2020 VC, that's 20 VC on YouTube. But before we leave you today, did you know that every 20 VC episode you listen to is recorded with Riverside. Riverside is insanely good.
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From the publisher
Ryan Petersen is Founder & CEO @ Flexport, a leader in global supply chain technology. In 2022, Flexport moved more than $26 billion of merchandise. Over the last 10 years, Ryan has raised close to $2.5BN for the business with the latest valuation pegging the business at $8BN. Prior to starting Flexport, Ryan was the founder and CEO of ImportGenius, a premier provider of transaction data for the global trade industry.
In Today's Episode with Ryan Petersen We Discuss:
1. The Origins of a Generational Defining Leader:
- What did Ryan want to be when he was growing up?
- How did scooters and motorbikes in China lead to the idea for Flexport?
- What does Ryan know now that he wishes he had known when he started Flexport?
2. Speed and Money: The Secrets To Execution:
- Does Ryan believe speed is key to execution? What is the difference between speed and velocity?
- What advice does Ryan have to founders who raise a lot of money? How should it impact hiring?
- What are the most common ways founders become inefficient post-fundraising?
- Why does Ryan look to invest in founders with jaded pasts and a chip on their shoulder?
3. The Art of Resource Allocation:
- Are the best CEOs the best resource allocators?
- What is the single best resource allocation Ryan has made? What did he learn?
- What is the worst? What did he learn?
- What have been Ryan's biggest hiring mistakes? How did that change his approach?
4. The Wider World:
- Is Ryan long or short on China? Why?
- Will we see global trade become nationalized? Why?
- Will we see interest rates raised further? What impact does that have on trade?
- What has been the impact of war on trade and the shipping industry?
5. Ryan Petersen: The Father and Husband:
- How has having kids changed how Ryan approaches leadership and management?
- How does Ryan juggle 2 young kids and leading a 2,500 person company?
- How does Ryan retain romance with his wife while also being a full-on CEO of a large co?
- Does money make you happy? What does it help with? What does it not help with?




