Transcript

Scale Like Jeff Bezos - Steve Anderson

From The Proven Podcast · Episode page · Watch on YouTube

· 49 min · 8,129 words · 84 timestamped sections

This is the full, timestamped transcript of "Scale Like Jeff Bezos - Steve Anderson", an episode of The Proven Podcast published August 12, 2025 (49 min, about 8,129 words). It mentions 54 people, works and ideas, including Attorney General, Scaling, Innovation, Insurance, Jeffrey 71st – Miller, Charles.

What is discussed, and when

  1. – 5:00: Insurance, Attorney General, Dallas Fort Worth, Jeffrey 71st – Miller, Charles
  2. – 10:00: Attorney General, Encourage Successful Failure, Six-Page Memo
  3. – 15:00: Long-Term Thinking, Scaling
  4. – 20:00: Amazon Prime Video, Honda Civic, Long-Term Thinking, Make Complexity Simple
  5. – 25:00: Attorney General, High Velocity Decision-Making, Make Complexity Simple, Scaling
  6. – 30:00: Scaling, Attorney General, Customer Obsession, Long-Term Thinking
  7. – 35:00: Bar Raiser, Scaling
  8. – 40:00: Attorney General, BlackBerry, Customer Obsession, MacBook
  9. – 45:00: Innovation, Invention, Attorney General, Kindle
  10. – 48:55: Jeffrey 71st – Miller, Charles, Insurance, Steve Anderson

Notable quotes from "Scale Like Jeff Bezos - Steve Anderson"

  • Decades in insurance and studying every Amazon shareholder letter, Steve cracked Bezos's hidden scaling code. The show starts now. We're with someone who's also a Wall Street Journal bestseller.
    about Scaling · at
  • Long time ago. Worked in an agency in the Washington DC area, one in the Dallas Fort Worth area. And kind of during that time got a real interest in technology. So this was…
    about Dallas Fort Worth · at
  • And how he grew Amazon. And I realized that these things, these threads could apply to any company. And so that led to honestly my first iteration of the book was a PDF lead…
    about Attorney General · at
  • Narrative about what they want and why. It was dubbed the six-page memo. So, it was a maximum of six page. So, constrained and then a lot of development as they continued working through that process.
    about Six-Page Memo · at
  • Two a little more depths but obsess over customers, apply long-term thinking, and understand your flywheel. A and I have a hard time on all three because all three are…
    about Long-Term Thinking · at
  • And actually I'll I'll talk about one that relates to our just our conversation in accelerated. It's make complexity simple. And that's exactly what we've just been talking…
    about Make Complexity Simple · at
  • Letter, so we've already talked about long-term thinking. We've talked about customer obsession. Employees was another big section. and he said employees are going to make…
    about Customer Obsession · at
  • Fast Company, be it Inc., be it at Bloomberg, be you pick them. I don't care which. It's all about innovation.
    about Innovation · at

Who and what is mentioned in this episode?

People

  • Jeffrey 71st – Miller, Charles — Person · 3 mentions · first at
    Charles, thanks for having me. I look forward to our conversation.
  • Steve Anderson — Person · 2 mentions · first at
    What you can prove. Everyone thinks Amazon succeeded because of logistics and pricing. Steve Anderson proves they're missing the real secret. After decades in insurance and…
  • Clay Christensen — Person · 1 mention · first at
    Yeah. to Clay Christensen's the innovator's dilemma because they get to a point where they're continuing to innovate and somebody else out there has created something brand new and now all.
  • Andy Jassy — Person · 1 mention

Books & papers

Companies & orgs

  • Attorney General — Company · 13 mentions · first at
  • Proven Podcast — Company · 1 mention · first at
    Welcome to the Proven Podcast, where it does not matter what you think, only what you can prove. Everyone thinks Amazon succeeded because of logistics and pricing. Steve Anderson proves.
  • Wall Street Journal — Company · 1 mention · first at
    Bezos's hidden scaling code. The show starts now. We're with someone who's also a Wall Street Journal bestseller.
  • USA Today — Company · 1 mention · first at
    Jealous of it because not only do I have the book here because you gave me a copy, but you're also USA Today bestseller and I'm just WSJ just like you. So I'm a little jealous…
  • BlackBerry — Company · 1 mention · first at
  • Harvard Business Review — Company · 1 mention · first at
    Everywhere I look in the business press, be it Harvard Business Review, be it Fast Company, be it Inc., be it at Bloomberg, be you pick them. I don't care which. It's all about innovation.
  • Fast Company — Company · 1 mention · first at
    Everywhere I look in the business press, be it Harvard Business Review, be it Fast Company, be it Inc., be it at Bloomberg, be you pick them. I don't care which. It's all about innovation.
  • Bloomberg — Company · 1 mention · first at
    Be it Harvard Business Review, be it Fast Company, be it Inc., be it at Bloomberg, be you pick them. I don't care which. It's all about innovation.
  • HP Inc. — Company · 1 mention
  • Kmart — Company · 1 mention
  • Kodak — Company · 1 mention
  • PillPack — Company · 1 mention
  • Sears — Company · 1 mention
  • Tar — Company · 1 mention
  • The Bezos Letters (website) — Company · 1 mention
  • Whole Foods Market — Company · 1 mention

Products & tech

  • Six-Page Memo — Product · 2 mentions · first at
  • Kindle — Product · 2 mentions · first at
    Leads to invention which allows innovation. So Amazon's innovative. I mean the Kindle keeps getting different and better. The Echo keeps getting different and better. Their…
  • Honda Civic — Product · 1 mention · first at
    They bucked that trend. Now, early on in the 2000s, they had all kinds of push back. So, apply long drove a Honda Civic and for years there's a there's a famous interview where…
  • Amazon Prime Video — Product · 1 mention · first at
    Have these proactive ways. And when I go, again, for me, it's a return policy because now that there's ads in Amazon Prime Video, I'm getting mad at it, but I'm No, I'm not…
  • MacBook — Product · 1 mention · first at
    I'm I'm this guy. I just bought a MacBook, which is unbelievable for me to go because the devices that are the in the Apple world can do things that the PC world just regrettably can't. And I wouldn't have gotten there if I didn't.
  • AWS (Amazon Web Services) — Product · 1 mention
  • Echo — Product · 1 mention
  • iPad — Product · 1 mention
  • Working Backwards Document — Product · 1 mention

Concepts & topics

  • Scaling — Concept · 8 mentions · first at
  • Innovation — Concept · 5 mentions · first at
  • Insurance — Concept · 4 mentions · first at
    And pricing. Steve Anderson proves they're missing the real secret. After decades in insurance and studying every Amazon shareholder letter, Steve cracked Bezos's hidden…
  • Long-Term Thinking — Concept · 3 mentions · first at
  • Make Complexity Simple — Concept · 3 mentions · first at
  • Invention — Concept · 3 mentions · first at
    So in my framework I'm building, experimentation leads to invention which allows innovation. So Amazon's innovative. I mean the Kindle keeps getting different and better. The Echo keeps getting different and better. Their services.
  • Customer Obsession — Concept · 2 mentions · first at
  • Encourage Successful Failure — Concept · 1 mention · first at
    Look at Amazon and their history you can see this over and over again the first principle there is called encourage successful failure because what Amazon says and what Bezos in built into the culture there is that we need to experiment.
  • High Velocity Decision-Making — Concept · 1 mention · first at
    Hated that he wanted bureaucracy as small as humanly possible so when he talks about high velocity decision-making he breaks decisions into two different types he called them…
  • Two Pizza Teams — Concept · 1 mention · first at
    Over so you make those decisions quickly and by a small team what became dubbed as two pizza teams. So teams at Amazon should be no bigger than what two large peaches can feed.
  • Promote Ownership — Concept · 1 mention · first at
    Make complexity simple, accelerate time with technology and then promote ownership.
  • Bar Raiser — Concept · 1 mention · first at
    Is they have a position called a bar raiser. There is usually that person in interviews when they're interviewing a potential candidate, that bar raiser has ultimate veto authority over hiring that person above any.
  • Day One Mindset — Concept · 1 mention
  • Flywheel Effect — Concept · 1 mention
  • MCFC — Concept · 1 mention
  • Microsoft Certified Trainer (MCT) — Concept · 1 mention
  • Risk Mitigation — Concept · 1 mention
  • Type 1 and Type 2 Decisions — Concept · 1 mention

Places & events

  • Dallas Fort Worth — Place · 1 mention · first at
  • Seattle — Place · 1 mention · first at
    He was in front of a all hands meeting in Seattle, regular occurrence, update on the company, couple thousand employees there.

Sponsors

Full transcript with timestamps

Welcome to the Proven Podcast, where it does not matter what you think, only what you can prove. Everyone thinks Amazon succeeded because of logistics and pricing. Steve Anderson proves they're missing the real secret. After decades in insurance and studying every Amazon shareholder letter, Steve cracked Bezos's hidden scaling code. The show starts now. We're with someone who's also a Wall Street Journal bestseller. I'm crazy excited to have him on the on the podcast today. Thank you for being part of this, Steve.

Charles, thanks for having me. I look forward to our conversation. There's so many things and at the end of this we're going to talk about how I know you've written a book. I know you're a Wall Street Journal bestseller and we're going to go over that. But there's this one thing at the end that we were talking about off camera before we started recording that just completely changed how I how I just understand things. So, we'll get to that in a second, but before we do that, let's get the audience updated. Who are you? What have you done? Tell me more about it.

I'd be happy to. So, my career uh has been in the insurance industry in insurance agencies. selling insurance to individuals and businesses. Started that long time ago. Worked in an agency in the Washington DC area, one in the Dallas Fort Worth area. And kind of during that time got a real interest in technology. So this was, you know, late literally late 80s 90s, 2000s. So lots of things were happening. And I started my own consulting business in 909 helping agencies with all of that, right? And so certainly database systems and tracking policies and clients, the social platforms just starting to come, websites, right? All of those kinds of things. Fast forward uh to probably now five, six, seven, eight years ago. Um, I really started asking the question because technology continues to develop so rapidly and even more so today I think is the biggest risk insurance agents face actually not taking enough

risk which is again very counterintuitive for the industry right because we're all about reducing risk mitigating risk transferring risk to an insurance policy what is this taking more risk thing so I that started a a research um looking at companies that were were once very successful and are gone. Why? What happened? And also looking at companies that have been successful and continue to be successful and again why what's the difference? Came across the Amazon letters to shareholders that Jeff Bezos wrote starting in 1997 when they went public and at the time I think there were probably uh 15 18 letters And I'd read one or two, but I got all those letters and literally read them in a row as a book. And I realized that there were um strings going through those letters, thoughts, ideas.

And that really intrigued me because it felt like a class on how Bezos thinks and how he grew Amazon. And I realized that these things, these threads could apply to any company. And so that led to honestly my first iteration of the book was a a PDF lead genen giveaway, one-page executive summary of each of the letters. And um fortunately, my wife is in the book publishing business. And so showed it to her. She showed it to the founder of the book publishing company that she was working for. They both immediately came back and said, "This is a book and I went, "Oh shit."

Because I'd written my entire career. But there's a big difference between a,000 or 1500word article and what ended up being a 65,000word book. And so that was a 18 months plus process getting the book ready and then the publishing um from there.

Fact that you wrote a book I'm a little jealous of it because not only do I have the book here because you you gave me a copy, but you're also USA Today bestseller and I'm just WSJ just like you. So I'm a little jealous that you got it. The other thing that I'm jealous about in the book is you did such a good job dividing up kind of these there's these 14 principles you talk about and you divide it up in four sections which makes my life easier as a guy to understand these things. So I you know the audience if you haven't read the book um let's go through there. I know there's four specific sections you've done. Yeah.

So if you could walk me through those four sections and then maybe some key things some key takeaways because again everyone wants to scale like Bezos. We were talking about at the time Bezos was doing 2,300% growth. That's what the internet was doing at the time, which is wild. You broke it down in a digestible way where reading the letters by themselves, it doesn't give enough insight. Your book, which does such a such an amazing job. And again, what we're about to talk about at the end just surpasses all of it. I was like, what? I It's such a It's a concept that didn't even make sense. Can you walk us through what the four divides are? Yeah, I'd be happy to. So, as we were, you know, 14's a lot, right? It's a lot to digest. So, we're trying to figure out, okay, how can we simplify this and make it um easier to understand? And you certainly alluded to that. So, we we created these four uh cycles is what we

call them. And the four are test, build, accelerate, and scale. And I believe every business from the startup to the 50-year-old company are going through these cycles either as a company, as a division, as a region. They could all be at different places. So test when you start, you're testing. You're testing ideas, product, service, platform, whatever it is. what's what is your great idea that you are inventing on behalf of the customer and so to do that according to Bezos and again if you look at Amazon and their history you can see this over and over again the first principle there is called encourage successful failure because what Amazon says and what Bezos in um built into the culture there is that we need to experiment in order to find that next thing that's going to delight our customers. And by its very nature, an experiment means you're going to fail. Because if you're not going to fail, it's not an

experiment, right? There are things you don't know. No matter how much prep work you do, there are things you don't know. And we've all experienced that, right? Great ideas, execution, whatever the reason. And and I'm I quote a friend of mine who said this in the book, employees aren't afraid of failure, they're afraid of the consequences of failure. Correct. And so that's part of that culture. A and I also want to make sure I always say at this point, Amazon has an intolerance for incompetence. So this is not an excuse for lazy, shoddy work. This is this is the and Amazon built some tools around making sure that every experiment had the best chance of success as possible.

So that's test. So with the tools that you were talking about that Amazon's created to to build in these these tolerances, what are some of the tools because you you've spent a lot more time in this than I have. I agree wholeheartedly that the only way to succeed is to fail. You can you can't you can't succeed your way to success. You can only fail your way to success. And we talk about this all the time that one massive success will make up for a lot of failures.

Y and to the quote you gave which was, you know, they fear the consequences of failing. I fear the consequences of not risking enough that you go because I've done that. I've wasted so much time in my life where we're trying to do things and I'm like, "Oh, I don't want to fail." Those consequences are much worse normally than failing. This obviously doesn't count if you're jumping out of an airplane without a parachute. Completely type of failure. But well, the result really quickly the end of it. What are some of the tools that Amazon's implemented that you know, you talk about the tools that they they've gone through to to make sure that their employees are failing on a high level and that they have these fault tolerances built in.

The primary tool um and it it started in 2004 um when Bezos sent a letter out to his senior team leadership team. So the top executives and said we will no longer allow slideoriented presentations in our meetings. No PowerPoint, no keynote, no goo. I don't even think there were Google slides back then. So but but no, none of that. Instead, the person who has called the meeting and is looking for a decision or pitching an idea must write a physical narrative about what they want and why. It was dubbed the six-page memo. So, it was a maximum of six page. So, constrained um and then a lot of development as they continued working through that process.

But that memo started with a future press release. So the person had to write the press release that but would go out when the product platform service was launched to customers. The benefits why they need it, you know, whatever. And then an FAQ, frequently asked questions. They would go in and try anticipate what are all the questions that the other people in the meeting might ask or want to know and then they answer those questions. That is not sent out before the meeting. It is handed out at the meeting and literally the first 15 minutes for a smaller decision, maybe 30 minutes for a larger decision is spent in study hall.

Every executive is reading the memo because what Bezos said was executives say they will read it or have read it and they haven't because they're busy, right? So we carve out time so everybody literally is on the same page and then you open it up for discussion and the discussion is so much richer because you're not getting interrupted with a question oh that's in you know two slides down or what you know whatever all of that back and forth and what Basos says is when you have to write your ideas down they are more wellformed

absolutely you have to think through at a deeper level. People hide behind PowerPoint bullets.

It's one of the powers of journaling and why we make people journal because you have to write things down and process through it.

Well, and and literally for me often the comment, I don't know what I think until I write it out.

I mean, it's that same idea. Um, and so it's developed over the years. Um, the sixth page came in when people were writing, you know, 25 pages. So, they constrained it. Bezos said a good memo probably takes two weeks maybe more to write and it's passed around the team you know lots of input another interesting thing is the memo itself is from the team not from an author so it's a team function

person I mean there's a leader who's leading the charge but think about that now we're thought through here are all the things questions come in they refine it that becomes the document now for implementation. And if it fails, you now have a something to go back to and say, "What didn't we understand? What didn't we get right?" So now you're learning because people don't remember what happened in the meeting, right? But now we have the document that we can go back to and adjust into the future. You will more commonly hear it described as the working backward document. So the that working backward idea is we work backward from the customer to invent on their behalf.

So as we go through this and and people start finding these copies and obviously we're going to give them a copy of your book and have it have access to that which is amazing. Um which I can't believe you offered that and I stole your thunder. But in this, that's just the first section. And what I loved about your book is it's all of these practical implementation things, which is what all of this is about. What can I use immediately? What are the things that I can implement to start scaling, to start leveling up immediately? And there's so many books that are fluff, but you know, Steve, as much as I've had time with you, there's never been any fluff. We get directly to it. Here's practical things that you can implement immediately. So once we get out of test our next section that we go into if we've tested it we now need to build it right that's the the next phase that's the next part of this system as we go

through the process talk to me about building and what are some of the things in there the tools that you know people right now are already going to hunt you down to get down this list these examples everything it's already going to happen so expect it what are the things that we have with building which is the next phase

yeah building and there are three in build I'll just mention them talk one or two a little more depths but But obsess over customers, apply long-term thinking, and understand your flywheel. A and I have a hard time on all three because all three are important. But but I think the first one I'll mention is obsess over customers. And this is really interesting to me and it really is one of the first things that caught my attention. Bezos wrote about obsessing over customers in his first 1997 letter. And one of the things that's really interesting to me is that first letter set the foundation for Amazon and every subsequent letter he attached that very first 1997 letter to remind people. He had a whole section on we will obsess over customers. And what's interesting to me is every business knows they need to take care of customers. You don't have customers, you don't have a business. But we think of

it in terms of customer service, customer journey, you know, customer focus. Obsess has a whole different connotation to it and in some cases negative. You're too obsessed. But my question is, can you be too obsessed over your customer? And and the way that works itself out at Amazon is a fanatical focus on making the customer experience at Amazon as frictionless as humanly possible. And they spent what 26 years now working on that. I mean, think about when I ask people when I'm speaking, how many here have bought something on Amazon? You most ants go out everybody. Why? It's easy. You know, I I know in our household it's often the the question is, is it worth going to the store or should I just go ahead and get it because I know Amazon has it, so it's a decent price and I can have it in a day or two.

So, obsess over customers. Long-term thinking, couple just quick comments. Long-term thinking is another one of those foundational 1997 sections. And what he said was is we make decisions based on long-term benefit, not short-term quoter profits. So, he went totally against Wall Street quarterly profit expectations, and said, "No, the internet's growing. It's kind of like the wild land rush of the wild west. We need to get our presence out there. We will reinvest everything into doing that and they did. They didn't make profits for a number of years and they bucked that trend. Now, early on in the 2000s, they had all kinds of push back. So, apply long drove a Honda Civic

and for years there's a there's a famous interview where he's driving he's a multi-bazillionaire and he's driving his little Honda Civic to to work. Yeah.

And you know, we talk about what makes people loyal. This obsession over customers is why I shop at Amazon because the return policy is so frictionless.

It's just I'm like, "Okay, I go click and I'm done. I've never had any issues with any returns ever."

Yeah. And it's why I shop at Amazon. And yeah, I'll wait a day or two for something I could go over to Tar.

Well, and the thing about going, you don't know if they have it, right? And so then are you wasting your time? I I I and one of the thing Amazon continues to work on is really not just selfservice uh customer service but automated customer service. So I had I ordered a product first time in a long time missed the delivery date got a notice missed the delivery date and they said we think your package is lost. Click here to cancel and reorder. and and they proactively reached out and said, "Here's the process." That's

that's different than most businesses. It's not proactive. And that proactivity creates loyalty. For example, you know, my cell phone service, they changed their plan about six months ago and it's a cheaper plan and I just happened to stumble upon it six months later and I was like, "Hey, why didn't you tell me?" They're like, "Oh, well, we don't tell people. We don't do that, right?

Where Amazon on the other hand has by in default, this is turning into an Amazon commercial. Amazon by default, if your price changes in 30 days, you literally can go in and request the difference and they won't even challenge you on it. They're like, "Okay, okay." So, they have these proactive ways. And when I go, again, for me, it's a return policy because now that there's ads in Amazon Prime Video, I'm getting mad at it, but I'm like, "No, I'm not charging me." But in this environment where people come in, you have just you click and you're done. The return policy is so easy and you can have them pick up at your door.

You can have drop it off. It's just it's part of my shopping experience because I shop at um Whole Paycheck. I mean Whole Foods. And I just It's a whole paycheck at this point.

It's getting a little better, I think. But oh god, it's still it's Oh god, it's rough. You know, Jeff, if you're listening to this, fix it, dude. Come on. Stop it. You're killing us. Like, hey, it's orange shoes for $400. I'm like, dude. So, but going into that environment, I just we just it's part of our shopping experience. We're going to bring our packages and drop them off. And that process is even easy as well. Like, they don't even talk to you anymore. You show them the QB and then and you're done. So, it's amazing.

Really, really good. So, we've gotten to the point of testing. We're obsessing over clients in the build process as we're getting to the next one, which we've got SCA. We're No, it's accelerating. We do accelerating next.

We accelerate. Yeah. Yeah. I always want to go to scale. And and actually I'll I'll talk about one that relates to our just our conversation in accelerated. It's make complexity simple. And that's exactly what we've just been talking about. And that actually that principle came when I was listening in my car to NPR interview when Amazon had just purchased a pharmacy called pill pack and there was a I don't remember one of the other big pharmacy chains CEO was like well we're not worried about Amazon getting in the farming pharmacy business it's more complicated than they realize and I literally remember saying out loud yeah but that's what Amazon does. They make complexity simple. So

but the one I want to in accelerate that I think is where businesses start I almost say failing but start slowing down and the principle is generate high velocity decisions. So as a business grows there's a natural tendency to add layers man supervisors managers division heads whatever it might look like and Bezos hated that he wanted bureaucracy as small as humanly possible so when he talks about high velocity decision-making he breaks decisions into two different types he called them type one type do or one-way doors and two-way doors. One-way doors are decisions that are big, kind of bet the company type big decisions. And he said those decisions should be made at the highest level possible with as much data and information as you can gather and probably ends up being a gut decision.

He says what the problem is is those are very few and far between. But as a business grows, the two-way door decisions, type two, are easily reversible. So, we make a decision to go into a product. And you see this at Amazon all the time. You hear like, "Oh, they shut this down or they shut that down or they closed these stores or they did." That's those are two-way door decisions. We thought we were going to go this way. It didn't work out the way we planned. it's not generating what we need to continue to move forward. So, we pivot. You either pivot to something else or you literally turn around and go back, slow stuff down,

take what you learned and then do something else. So, you know, we can talk about grocery, we can talk about healthcare, we can talk about um even Alexa and all of that. I mean, there are all kinds of different areas where Amazon tests. This is back to that experimentation. Try things out. Now, some, you know, smaller businesses are going to say, "I don't have their money." No, you don't. But you do have whatever budget you have and should be setting aside for these experiments and these tests and and figuring it out. and couple of tools there are again and and this is an example of where the principles stand on their own and they interact with one another. So the working backward document six-page memo is another key here.

He also said two-way doors decision-m you make a decision when at most you have 70% of the data or information you wish you had and you wish you had I think is a really important phrase I think gets skipped over so you make those decisions quickly and by a small team what became dubbed as two pizza teams. So teams at Amazon should be no bigger than what two large peaches can feed.

Really simple tactics. Yeah, it makes sense. A and the people on that team are there because they are high quality people. You have hired high quality. So that leads, we won't go into it quite yet, but a principle in the scale area which is focus on high standards. So you don't hire people to fill a position. You hire people that have the skills, knowledge, and ability either you need or you want. And if you hire them and they're the top people, let them make the decision. And again, if you build a culture that failure isn't punished, all of that starts working together. And that's why the cycles, I like the cycle idea of them. They're all working together to generate what the company needs, which is profitable growth.

One of the things that you know when you talk about the principles you've divided them up there's in the first two there's three principles and then the second two there's four principles and when we're talking about this you know a lot of people are trying to accelerate and we'll get into scaling but the four principles that are that are in accelerate are important and I want to make sure that we're telling the audience hey we're only picking one but when it comes to accelerate what are the what are the four principles that that as have broken them down.

So generate high velocity decisions, make complexity simple, accelerate time with technology and then promote ownership. So I I and I will I will focus two sentences maybe on promote ownership. Bezos said again in that very first 97 letter, so we've already talked about long-term thinking. We've talked about customer obsession. Employees was another big section. and he said employees are going to make Amazon what it is and we need to focus on hiring the best and employees need to be owners need to think like owners and to think like owners they actually need to be owners so Amazon's paycale package from the very beginning certainly was money but weighted more to stock options because Bezos said there's a different mindset at when you actually own a piece of the company. And even early on, it's changed somewhat because times change, but even early on, fulfillment center workers participated

in those stock options. And so, you know, it was a um important piece of building that culture that allowed Amazon to be able to continue to grow. So, so as we go through this cycle, we've done a great job of testing, we've built, we've accelerated. Now, we're in my favorite section, which is scaling,

which I know, surprise. I love scaling more than anything else. And I've got my experience scaling,

but seeing it through the eyes of Bezos or is totally different seeing it through the letters, how you digested it. There are four sections inside scaling. And I know we had the this this other thing we're going to talk about that pop my brain cells, but for scaling I want to take some time. What are the four parts of scaling and which one stands out with the tools as well?

Okay, so the four parts are maintain your culture and and again a quick comment there. Uh Amazon now has about 1.3 million employees worldwide, about 550,000 in the US. H how do you keep all of this from the early stage and help keep incorporating that into that large? So that so but that's focus on culture. Um, one quick story and it kind of leads to your comment earlier about Bezos trying driving around in the Honda. He he was very focused on frugality to only spend money on what improved the customer, not what improved employ, you know, like flying coach and those kinds of things. Um, early on in the garage where he started, they were packing books to be driven to the post office and they were on the floor and he was had somebody else helping him. And he and Bezos looked over and said, "We need to get knee pads. My knees are killing me." And the guy said, "No, we need packing tables." And he looked at him

and said, "That's brilliant." went out box store lumber place realized he could get solid core doors and 4x4s and brackets and create packing tables that became known as a door desk. Bezos had a door desk in his office. It may still I don't know that but for years a symbol visible of culture and and there again other examples of of th that so building culture the second focus on high standard I mentioned that in terms of hiring when you're scaling there is a you need people if you're if you're accelerating your growth and you're scaling you need people the tendency is to hire a But if you're going to scale longterm, you need to focus on quality and and those high standards you have. And I will tell you, it's hard to get a job at Amazon even today.

Yes. And and it's interesting because I I see all kinds of different kind of tips on how to interview and right what to expect and all of those kinds of things. And there's no question, you know, people often ask, I hear Amazon's a hard place to work. It is. They have high standards and they expect you to keep up to those high standards. But when you think of that and you hire A players, A players want to work with A players, not B or C players. And if you bring B or C players in, they bring A players down. So it's it's I mean, and I don't know how many open positions Amazon has right now. still a lot, always is, but they're very intentional. And and one of the ways they do that, again, a quick story, is um they have a position called a bar raiser. There is usually that person in interviews when they're interviewing a potential candidate, that bar raiser has ultimate veto authority over hiring that person above any

manager, above any VP. If they say they don't think this person would be a good fit, they don't they are not hired. They've been getting extra training. They have demonstrated a capacity for understanding culture etc. But that's a tool to help scale which is a really interesting concept. Uh third in the scale is measure what matters and the the subtitle is question what's measured and trust your gut. So, Amazon's hugely data driven. They know everything and bas and and it's not just the reports. So, Basa has published his email address in I don't remember what year letter and he said this is my email write me. You have a problem I want to know. And people did. He said I used to look at him. He doesn't anymore obviously as a team but people send I had a problem I had this and then he did originally his team might do now or his team might bring it to Bezos well he's not there anymore so I think Andy's

were Jassie's doing this still but he literally just forward that email with a question mark to the person responsible for that part of the organization. Nobody ever wanted to get a question mark email from Bezos because it meant there was a problem. And so my point here is hugely datadriven, but he said anecdotal data often brings more insight than hard number data. And we're either that's why I say measure what matters and question what's measured. we might be measuring the wrong thing. Getting results we think are telling us it's good when in actuality there's some other nuance there that we haven't understood. So that's key. I

think it goes back to what you were talking about before about hiring people. Don't just fill the void. Don't just put a body there. That's not an ideal solution for you. Hire someone that you know you're going to get on a higher thing. To hire just to hire is not measuring what matters. you're doing this and it cost there's so many situations where people hire people and it cost you a fortune because it didn't work out. I'd rather hire four or five people, figure it out, put them through the testing process and purge out on a when I'm dealing with businesses. If they have an open position, I always say, "Hire three people. You're going to probably fire four." And they're like, "Wait, what?" I'm like, "You're probably not only going to not hire these people, but there's someone else on your staff that you're going to realize through this process isn't your person." Because to the pizza box example you gave, it

doesn't take a whole lot of people to scale. It really doesn't. Some of the people I know who are making solid eight figures have four or five people who work for them. You don't need this big bloated staff for most people. You need operations and systems and and doing these things in order to scale effectively. So those are two of them. We've got two more.

Well, those three. So maintain your culture, high standards and data. The last one,

measurement matters. And then the last one. Yeah. Believe it's always dability. So I'm smiling because I like this. I speak on it a lot. So uh in the again very first 97 letter so much goes back to that letter just it still intrigues me. He he said in that letter it's day one for the internet. Now remember 1997 nobody knew what the internet was. It really was day one.

Hadn't been built. Nobody knew what it was going to be. Like today people said oh this is a fad. this is never going to do anything.

Got it. And he said, "It's day one for the internet and for Amazon.com if we execute well." And then every letter subsequent, every other letter he wrote always ended with some form of it's still day one, it's always day one. um even in the 2019 letter which I call the pandemic letter he said even with the um troubles we faced it's still day one so what is day one it's a mindset it's a what were you thinking the first day you walked into your new business or you started or you got online or whatever it was for you that excitement that realization I have an idea we're going to see if this works how do you maintain ained that excitement in scaling. And so, so here here's what he said.

He was in front of a all hands meeting in in Seattle, regular occurrence, update on the company, couple thousand employees there. And at the end, he did Q&A and he had people, you know, write down questions. So, he got cards. and he he looked at the next card and he kind of chuckled and he said, "I think I know the answer to this question." And the question was, "Jeff, what does day two look like?" Well, the crowd started laughing and he said, "I think I know the answer to this. Day two is stasis followed by irrelevance followed by excruciating painful decline followed by death."

And that's why it's always day one. So great think I won't name them all but you know companies um in fact I have an article in my head I haven't written it down yet because you know I write to know what I think but HP I don't know if you've seen their printers had this subscription service and they would lock out your printer if you didn't renew that just happened to my wife and and the article title right now is is HP printers a day two company? Oh absolutely.

Yeah. And you know, previous day two companies, Kmart, Sears, things of that nature, you can't run into those day two ones.

Blackberry. Oh, God. Kodak, IBM. Oh. Yeah. And and also in a way Microsoft right now.

I would say Microsoft. And that's really an example. It's really hard to turn a company around when you start that process. Microsoft is one of the exceptions. one of the few I think exceptions of a company that was down going down really fast and was able new CEO able to reverse that trend but but let me

I mean they're trending if I may yeah they're trending differently but I don't know if they're going to get out of it so

say that again I don't know if they're going to get out of it at this point because the culture and this this is why culture is so important the culture of that app that Apple has made that has built is so solid it's an identity And people don't violate identities because in our core that means death. The culture that Microsoft built was based on features, right? That was like we have these features. This is what we do. This is our tech. Look at us shiny shiny new toy. Apple was no, this is an entire ecosystem. This is who you are as a person. That's exceptionally hard to defeat. The reason I bring that up is I'm a Microsoft certified trainer. I own IT companies. I was I trained MCFC's.

I'm I'm this guy. I just bought a MacBook, which is unbelievable for me to go because the devices that are the in the the Apple world can do things that the PC world just regrettably can't. And I wouldn't have gotten there if I didn't have my iPad that I fell in love with and my iPhone that I fell in love with because it's cohesive. And if you're not focusing on your culture, you're going to lose. You're going to become a day two company

unbelievably quickly. Yeah. Yeah. So he went on to say in the 2016 letter told that story and he went on to say I I'm more interested in how you fend off day two. So he said I don't know the all the answers but I I have a few. So here are four. The four he mentioned to fend off a day two mindset are customer obsession. We talked about a skeptical view of proxies. Now, that one's a little harder to delve into, but for Bezos, a proxy is a process or procedure that no longer serves the customer. And so, um, again, I so a skeptical view, you know, and again, back to how many times have you heard a customer service agent say, well, that's not company policy versus, right? I mean, that's the idea behind it or even a procedure internally that causes friction for the customer.

So skeptical view of proxies and and they change and they need to change and you need to have processes and procedures no question. Third is uh eager adoption of external trends and again 2016 and he says one of those trends now and and he and he said they're actually pretty easy to figure out because they're talked a lot about. He said one of those trend nows is machine learning which is the foundation of where we are with generative AI and all that kind of stuff but eager adoption of those trends not being afraid of them not being willing to experiment right so we go back um and then fourth high velocity decision-m again which we've talked about so four defenses for a day two mindset and that's to To me, that's kind of the ultimate cap off of scaling.

Well, I know that's the ultimate cap off, but what we were talking about beforehand, which is I want to lead you into to how to avoid day two, it's completely counterintuitive. And I know this is what you're speaking about now, and I know that there's a new iteration of the book coming out, but this concept that you just gave to me, I initially had push back when we were talking. I was like, what are we talking about here? And very quickly, I was like, oh crap, he's right. So, I'd love to, you know, share this with people. We've been leading into this. Let's talk about it.

I know you're speaking about it more than anything else. Okay? I don't want to give it away. I already stole your thunder with the book. What is this thing that broke my mind?

So, I've realized over the last few years, and it really is um understanding more and more of the principles, the cycles, how businesses work. Everywhere I look in the business press, be it Harvard Business Review, be it Fast Company, be it Inc., be it at Bloomberg, be you pick them. I don't care which. It's all about innovation. Companies have to innovate. All this new stuff coming, they have to innovate. I think that's backwards.

Okay, let's get into it because I still have to. So, if they're not innovating, what should they be doing? Innovation is improving on what already exists. What companies need to be doing is inventing on behalf of the customer. So again, back to experimentation. So in in my framework I'm building, experimentation leads to invention which allows innovation. So Amazon's innovative. I mean the Kindle keeps getting different and better. The Echo keeps getting different and better. Their services keep getting different and better. AWS keeps adding new things at at the core. They also invent new ways to do things. And so if you're focused on innovation, I believe that is actually the doorway to day two.

And I and I kind of go back. It's an old book. Yeah. to Clay Christensen's the innovator's dilemma because they get to a point where they're continuing to innovate and somebody else out there has created something brand new and now all of a sudden they're doing hail Mary bet kinds of things that mostly don't work to catch up and they can't. So, if you're in a business and you're like, "Okay, I get it. I'm going to get surpassed. Even though I have the greatest, most amazing typewriter in the world. Someone over here has invented a laptop. I'm going to lose no matter what. No matter how great my typewriter is, no matter how well I innovate in that environment where innovation needs to be fed by invention." If you're a business owner and you're trying to scale, and I know you talk about this all the time, what are the things that you can do as a business owner to kind of scale and level up and the practical

tools because you're great at giving tools. What are the things that people can do to start really leaning more into invention versus innovation? I'm going to I'm going to go back to customers because did all the time and kind of that working backward I talked about earlier is at Amazon they spend an inordinate amount of time deeply understanding customers wants, needs and desires more so than any company I can think of or can identify. uh I mean they go out they interview they they visit places they they spend the effort to deeply understand and the basil said the whole purpose is so we can find out what they will want if they knew it was available so that's the invention part or example I could do Kindle I could do Echo who needed a device that sits on a table that you can talk to an response to you.

Nobody's asking for it. That's that's a fallacy of focus groups. If they don't know what's available or what's possible, how can they tell you what they like? Now, you might want, but focus groups, you're better off getting customers and giving them prototypes and and maybe doing some things like that. But what are their and and here's where I will I got too many things in my head going. Too many businesses don't understand their own processes. They haven't gone through them. And so secret shoppers, send somebody that doesn't know the your business,

ask them to buy. Ask them to go through the sales funnel, the process, the whatever, and and ask them to tell you honestly and forthrightly where the problems are, where the friction is. And I will I will tell you just simple example of that. You know, doctors, doctor visits used to be hugely painful, right? Had to fill out the forms all the time, same information all the time, blah blah blah. some of the more advanced ones now and just did this for an appointment I had coming up online portal fill all the information out check double check change all done when I walk in no clipboard and maybe if I have to sign something they have everything and I can communicate with the physician through the portal that's an example of huge friction getting better where in your business.

Do you have that situation? And then how can you invent new ways to fix it? So, yeah. I mean, when we first started this off camera, I was like, I I don't think I agree. But now that we've talked about it, the idea that innovate, you've got to invent. If not, you're going to have the best typewriter on the planet.

And it doesn't. You're going to get crushed by laptops. Steve, I I adore it. Um, thank you so much for being on. If people want to track you down, if people want to have more access to you and learn more about this, if they want to learn more about the book and to learn more about the secrets in there, because remember guys, we this is less than an hour. We could do this for days. There's so much value in there. And I love how you deliver it because it's tactical. I It's one of the things that I adore more than anything else. I don't want to know what the name of your dog was. I want to know how to implement now. I don't care about where you grew up. I want to know this now.

How do people track you down? How do people get a hold of you? How can people see you speak? What are the things that they could do?

Yeah. So one comment is um for everybody listening at the end of every chapter we've got questions. So I was really focused and thank you for identifying that really focused on how do we make this practical that you know somebody reading can start thinking about how it can apply to their business. So that that is my goal. Um and you you've kind of alluded to we have a gift for your listeners. Um, in the show notes there'll be a link to a a place where you can download a digital copy of the book so you can get access to the book.

My request there, Charles, is for everybody to leave an honest review on Amazon. There's nothing better that could help me. If you liked it, if you didn't like it, honest review. I don't want fluff. Um, so that's there. So people can uh get me the book website is the basosletters.com. Um I'm on LinkedIn. Uh a pretty big presence there. So you could search Steve Anderson Bezos or Steve Anderson Insurance and you'll likely find me. Um let me know if you want to connect. Let me know you heard me on the podcast. I'll be happy to. and uh that's where I post most of my stuff and so uh we can we can certainly stay in touch that way.

So if someone wants to work directly with you and really track you down, is LinkedIn the best option for that? Just send you a message from there?

Actually, um Steve the basoss.com. We'll skip the LinkedIn back and forth stuff, but uh certainly LinkedIn you can reach out there and I'll just get I can give you that email address also.

Gotcha. But I I will say that if you get a response from Steve that's just a question mark, you might be in trouble. Say you might be on day two. So just have to worry about it. Steve, I appreciate it. Thank you so very much for coming on.

Uh Charles, it's been fun. Really enjoyed it. Thank you. Here's what separates winners from wishful thinkers. Winners test relentlessly, fail fast, and learn faster. They don't perfect their ideas in conference rooms. They put them in front of real customers and let the market decide.

Questions about this episode

What is discussed in "Scale Like Jeff Bezos - Steve Anderson"?

In order: 0:00 Insurance, Attorney General, Dallas Fort Worth, Jeffrey 71st – Miller, Charles; 5:00 Attorney General, Encourage Successful Failure, Six-Page Memo; 10:00 Long-Term Thinking, Scaling; 15:00 Amazon Prime Video, Honda Civic, Long-Term Thinking, Make Complexity Simple; 20:00 Attorney General, High Velocity Decision-Making, Make Complexity Simple, Scaling; 25:00 Scaling, Attorney General, Customer Obsession, Long-Term Thinking; 30:00 Bar Raiser, Scaling; 35:00 Attorney General, BlackBerry, Customer Obsession, MacBook; 40:00 Innovation, Invention, Attorney General, Kindle; 45:00 Jeffrey 71st – Miller, Charles, Insurance, Steve Anderson.

What is mentioned in this The Proven Podcast episode?

54 people, works and ideas are mentioned, including Attorney General, Scaling, Innovation, Insurance, Jeffrey 71st – Miller, Charles, Long-Term Thinking. Each one on this page links to its own page with every episode that mentions it.

How long is "Scale Like Jeff Bezos - Steve Anderson"?

The episode runs 49 min; the transcript is about 8,129 words in 84 timestamped sections.

More from The Proven Podcast

About this transcript: the episode's spoken words as captioned on YouTube, split into timestamped sections. Reclip.Me locates every person, work and idea in the text, keeps the time it is first named, and quotes the words around it verbatim. Last updated January 24, 2026.