Ethan Evans

Things Ethan Says on Podcasts

Former Amazon VP, sharing how I succeeded so that you can too. Outperform, out-compete, and still get time off for yourself.

Where to Find Them

Ethan Evans hosts and writes Level Up Newsletter , writes Level Up with Ethan Evans (retired Amazon VP) , writes A Life Engineered , writes The Pragmatic Engineer , writes Lenny's Podcast: Product | Career | Growth , writes ByteByteGo Newsletter , writes Lenny's Newsletter , writes Product Growth , writes The Growth Podcast , writes EPIQ Success Newsletter , writes Friday Forward and writes High Growth Engineer . They have also been a guest on The Peterman Pod (3 times) , BigDeal , The Peterman Post , The Developing Dev and My First Million .

Recently: “How Corporate Politics Really Work (And How to Win)” on Level Up Newsletter (October 2026); “Ex-Amazon VP tells us what it’s really like working with Jeff Bezos” on My First Million (October 2026); “How I Actually Make Time for Things I Care About” on Level Up Newsletter (October 2026); “What to Do When Your Manager and Skip Disagree” on Level Up Newsletter (October 2026); “My New Boss Doesn’t Support Me” on Level Up Newsletter (October 2026); “OOO Hack” on Level Up Newsletter (October 2026).

What They Said

“Jeff was about to have a shitty quarter and he could see things lining up. It was right after the internet crashed. He could see the quarter wasn't going to be what Wall Street wanted. And so he said, we need something. And so Prime was originally called Project 100 because they had to figure out how to announce it and start doing it in 100 days. … The origin was Jeff trying to have good news to tell investors in a rough time.” — Ethan Evans, My First Million

Evans was telling the origin story of Amazon Prime, which he says began purely as a fast-delivery program with no perks. The idea came through Amazon's internal "idea tool"; the extra benefits were added later.

My First Million · 2026-10-28 Permalink → Listen →
My First Million Around 53:05 into the episode
Sam Parr

Well, it wasn't that unique, right? Like Costco, like.

Shaan Puri

Well, there's multiple things, right? Was the initial thing just, hey, there's a membership with perks or was it two-day? Hey, what if we could do two-day shipping? That'll change everything.

Ethan Evans

So there were originally, there was supposed to be no perks. It wasn't a perk-based program. It was purely a fast shipping program. That was the initial idea. And I think the biggest thing that would be interesting is Jeff was about to have a shitty quarter and he could see things lining up. It was right after the internet crashed, kind of, and still the bubble. He could see the quarter wasn't going to be what Wall Street wanted. And so he said, we need something. And so Prime was originally called Project 100 because they had to figure out how to announce it and start doing it in 100 days. It's not a two-day shipping program. It's a two-day delivery program. And you might be like, what's the difference? That's a distinction without a difference. Jeff figured out, we're going to call it two-day delivery. It began with a lot of FedEx two-day shipping, but he knew over time he'd get down to where two days he could do often one day through the post office or one day on his own trucks. And it never told you the shipping method. So the origin anyway was Jeff trying to have good news to tell investors in a rough time. Because back then, he wasn't Jeff Bezos, the inevitable tycoon. He was still Jeff Bezos, the…

Shaan Puri

Well, even the fast shipping thing, okay, that sounds not controversial, but nobody was doing it. And I think nobody was doing it because it was going to be expensive. You'd lose money. And so there had to be some strategic rationale or some big picture vision or some clever hack to make that…

Ethan Evans

Yeah, well, Jeff was willing to lose money for a long time, but the big joke at Amazon for a long time was, oh, yeah, we lose money on every unit, but we'll make it up in volume. Which, of course, on straight math, you're just going to lose more money. But of course, with economy of scale and…

Sam Parr

Can I ask you a question about Amazon's website? I use Amazon as an example about why bad design is better than good design. And I use the example, like good design is used, I think, poorly. Good design means the customer does the desired action. But oftentimes, like a Brooklyn cool kid will think…

Speaker names come from our own diarization. The position is estimated from where the line sits in the episode.
“Jeff said between data and anecdotes, trust the anecdotes. His reasoning was, even at Amazon's scale, let's say 99% of packages get to houses on time and right. Well, yeah, but 1% of Amazon scale still means like 25 million packages a day not getting there right. And so when somebody calls up to say, I didn't get my thing, that's a real story from that 1%, which is still huge.” — Ethan Evans, My First Million

The former Amazon VP was explaining how Bezos stayed in touch with customers by reading complaint emails. Bezos would forward them to the responsible team with a single question mark, which meant they had 24 hours to explain what went wrong.

My First Million · 2026-10-28 Permalink → Listen →
My First Million Around 27:53 into the episode
Ethan Evans

…my life? You know, like I have gardeners. I hate mowing. So I don't. Well, everyone else who's like fighting with their lawnmower, you know, different experience. I think reading those emails and hearing the complaints of actual people helped a lot. That was a big Jeff trick for a long time. Which

Sam Parr

is, which is pretty crazy, isn't it? That a company as powerful as Amazon, which has billions of data points, you can get one or you could read a email and you read that same email five times in a week and you're like, I see a trend. That's A, a magic power and B, really interesting. Yeah,

Ethan Evans

Jeff, Jeff said between data and anecdotes, trust the anecdotes. His reasoning was even at Amazon's scale, let's say 99% of packages get to houses on time and right. Well, yeah, but 1% of Amazon scale still means like 25 million packages a day, not getting there right. And so when somebody then calls up to say, like, I didn't get my thing and blah, blah, blah, that's a real story from that 1%, which is still huge. And there was this whole process you may have heard about. If you haven't, it's fun. He was very, very busy. So what he would do when he got one of those complaints from one of your air. Of course, he knew everybody's area. You'd get an email and it would be a forward of that complaint with just a single question mark at the top. And everybody, we called these question mark mails, emails, and everybody knew what that meant, which is it meant you have 24 hours to get back and explain what's going on. So you'd scramble around and try and figure out what the hell happened to this customer. And then the biggest thing was, could you show it was a weird exception and no big deal? Or second best, that it was a problem, but you had a solution and it was…

Shaan Puri

He just got done watching season one of Entourage and trying to like implement some Ari Gold stuff.

Ethan Evans

Yeah, just euthanize me. But that's how he scaled that process was you'd send these question. He'd send out these question marks and he'd get back his answers. Everyone from Amazon can tell a question mark email story like I just did. They all have their own version. And that's a way to scale that…

Shaan Puri

Hey, let's take a quick break. You know that feeling when strategy is done, the brief is written, everyone's aligned, and you realize someone still has to sit down and actually create all the content? That someone is usually you and it's due tomorrow. Well, the breeze assistant from HubSpot can…

Speaker names come from our own diarization. The position is estimated from where the line sits in the episode.

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