EVERY SPOKEN WORD
20 min read · 3,711 words- 0:00 – 0:17
Self-management mindset: be your own fan vs. your own critic
- DCDalton Caldwell
When things aren't going well, you have to be your own biggest fan.
- MSMichael Seibel
Yes, yes.
- DCDalton Caldwell
And when things are going well, you have to be your own biggest critic.
- MSMichael Seibel
Biggest critic, yes.
- DCDalton Caldwell
And it's a very different-
- MSMichael Seibel
Very different
- DCDalton Caldwell
... uh, state of mind to be in.
- MSMichael Seibel
Very different.
- DCDalton Caldwell
Right?
- MSMichael Seibel
Well, and also, you know, and, and especially because, like, you don't want to be deputy downer in your company and going, "Well, but, like..."
- DCDalton Caldwell
Who else is?
- 0:17 – 2:06
Why this episode: growth fixes a lot—yet doesn’t fix everything (AI-era context)
- MSMichael Seibel
Right? [upbeat music] This is Dalton + Michael, and today we're gonna talk about the problems that growth doesn't solve. So we've been accused of telling founders, "Just grow, grow, grow, grow, grow."
- DCDalton Caldwell
Yep.
- MSMichael Seibel
And we're not, um, retracting that advice.
- DCDalton Caldwell
[laughs]
- MSMichael Seibel
However [laughs] ...
- DCDalton Caldwell
There's some nuance.
- MSMichael Seibel
However, there's some nuance.
- DCDalton Caldwell
There's a nuance.
- MSMichael Seibel
There's nuance. So let's go through some of that nuance here.
- DCDalton Caldwell
Growth does solve a whole lot of problems. Often when someone is dealing with burnout-
- MSMichael Seibel
Oh, yeah
- DCDalton Caldwell
... or they're dealing with-
- MSMichael Seibel
Oh, yeah
- DCDalton Caldwell
... we can't raise money.
- MSMichael Seibel
Oh, yeah.
- DCDalton Caldwell
Like, there's just a whole set of problems where if you, the actual fix is just to grow.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
And then suddenly this money problem, oh, that just got fixed.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
And suddenly the motivation or the burnout problem gets fixed.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
So growth is very good and does fix a whole lot of problems.
- MSMichael Seibel
We're not knocking growth.
- DCDalton Caldwell
We're not knocking growth.
- MSMichael Seibel
That's like saying, like-
- DCDalton Caldwell
Growth is good
- MSMichael Seibel
... oh, like, like being rich has a lot of problems. Like, yeah, but it's better.
- DCDalton Caldwell
So, so growth is still good, but there's some nuance here that we wanted to talk about.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
And, and part of the reason we were, we were discussing why to make a video about this, I think it's that there are AI-related companies right now-
- 2:06 – 3:10
The dangerous middle: the illusion of inevitability from $1M to $100M+
- MSMichael Seibel
There's some things that we want them to dig into because unfortunately, and especially what's interesting to me is that there's a phase of growth that's kind of dangerous. Like, I'll, I'll, I'll put too big of an error bar around it, and you tell me what you think, right? I think between a million in revenue and 100 million in revenue, that is a very dangerous error bar. That's a very dangerous zone because I think companies in that zone just raw assume anything that's happening that's going well will continue until they pass through that zone, until, let's call it pre-IPO zone. Whereas you and I know, and like, you know, I think is general knowledge, that every company that reaches a million dollars in revenue does not IPO, right? [laughs]
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
And so it's like we know all of the death stories that happen in that zone.
- DCDalton Caldwell
Yep.
- MSMichael Seibel
And there's probably one more zone in the 100 to 500, and then, like, you know, things are, are, are more predictable. And so when founders are in that kind of, that first zone, and they're just like, "Man, we're making it," what are some of the questions you'd tell them to ask themselves?
- 3:10 – 4:16
Unit economics: growth can scale losses, not profits
- DCDalton Caldwell
Okay, well, one classic one, um, is the old, uh, unit economics thing. And so this is the-
- MSMichael Seibel
Uh-oh. Uh-oh
- DCDalton Caldwell
... if you give away stuff for free that costs you money... Like, let's say you had a website where, that was like free money website.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
Um, that would grow. Like, people would go to that website. They would... [laughs]
- MSMichael Seibel
Pay me 75 cents, I'll give you a dollar.
- DCDalton Caldwell
Revenue through the roof. [laughs]
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
You can, you can reliably grow-
- MSMichael Seibel
Yes
- DCDalton Caldwell
... um, losing money. And again, you could be like, "Well, guys, sometimes-
- MSMichael Seibel
What about economies of scale?
- DCDalton Caldwell
Yeah, and that, and that's fair. There, there's, there are certainly very educated, sophisticated strategies around-
- MSMichael Seibel
Yes
- DCDalton Caldwell
... losing money to get something off the ground.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
But by and large, just growing faster doesn't mean you're gonna solve unit economic issues. Like, it's not self-evident.
- MSMichael Seibel
We see more companies die by assuming that there are economies of scale without deeply probing it-
- DCDalton Caldwell
Yeah
- MSMichael Seibel
... and discovering that perhaps in their company, those economies of scale never arise.
- DCDalton Caldwell
Yeah. This is a hard thing to just hand wave.
- MSMichael Seibel
Yeah.
- 4:16 – 5:36
Paid acquisition traps: CAC, payback, and hidden scaling costs (support, fraud, ops)
- DCDalton Caldwell
Um, again, to give another just, like, classic textbook example, it's where you get growth by spending a lot of money on ads.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
And you're like, "Oh, yeah, yeah. You know, like, the payback period's gonna be great. You know-
- MSMichael Seibel
Yeah
- DCDalton Caldwell
... we don't have any retention data yet-
- MSMichael Seibel
Yes
- DCDalton Caldwell
... but this is gonna be fine."
- MSMichael Seibel
Yes.
- DCDalton Caldwell
That's a classic one where actually a ton of ad-supported growth doesn't mean all of your problems are solved. You might still have problems.
- MSMichael Seibel
I mean, and I'll go one step further. When you see people who are using marketing, and they're like, "Well, the marketing numbers at this scale, my CAC, my cost to acquire a customer at this scale, will remain if I 100x my marketing budget," and it's like, I've never seen that. [laughs]
- DCDalton Caldwell
Indeed.
- MSMichael Seibel
And so, like, the assumptions around unit economics at small scale need to be reassessed at every order of magnitude scale 'cause oftentimes they change. It's interesting to watch people realize that their products become more expen- Like, their unit economics get worse as they scale 'cause they have all these hidden costs like-
- DCDalton Caldwell
Indeed
- MSMichael Seibel
... customer service-
- DCDalton Caldwell
Well, like fraud
- MSMichael Seibel
... and employees.
- DCDalton Caldwell
Fraud is one that bites people-
- MSMichael Seibel
Fraud. [laughs]
- DCDalton Caldwell
... that you never see.
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
Is you get successful enough-
- MSMichael Seibel
Yeah
- DCDalton Caldwell
... that fraud rings spend a lot of time attacking your startup. It's a high-cost problem. Again, like, if you're lucky enough-
- MSMichael Seibel
Yes
- DCDalton Caldwell
... that there's a lot of people professionally trying to rip you off, it means you did something good.
- MSMichael Seibel
But-
- DCDalton Caldwell
But man, that's hard.
- MSMichael Seibel
That's really hard.
- DCDalton Caldwell
[laughs]
- MSMichael Seibel
That's really, really hard. Okay, so unit economics, that's a big one. Uh, where would you go next is?
- 5:36 – 6:51
Defensibility and moats: fast growth doesn’t mean you can’t be copied
- DCDalton Caldwell
I think moats, again, this is one of those things that likely, uh, some people are annoyed of hearing about. Like, yeah, yeah, moats, whatever.
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
But I think it's just we've seen people grow really, really, really fast and have no clue how to make it defensible or what, how they'll prevent... I always use this thought experiment. Why won't there be some YC company in the next batch-
- MSMichael Seibel
Yeah
- DCDalton Caldwell
... that sees that your thing is working-
- MSMichael Seibel
Yeah
- DCDalton Caldwell
... and then just does the same thing? Like, what prevents them from Just taking your customers.
- MSMichael Seibel
I mean, historically, the canonical example of this was ad tech, where it was kind of like, "Oh, I'm this thin layer between, like-
- DCDalton Caldwell
Yeah
- MSMichael Seibel
... a whole bunch of customers and a super big social media site," right? This is sustainable.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
And, like, the su- sh- super big social media's, like, site's like, "Maybe I want a direct relationship with my customer." [laughs]
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
It's, this is a tricky one.
- DCDalton Caldwell
And, and, and so again, the point here is not that you must have an A+ perfect answer all the time. No, no, no, we're not just saying, saying that. We're just saying it is not self-evident that because you are growing fast-
- MSMichael Seibel
You have a moat
- DCDalton Caldwell
... that you have a moat. Those are not-
- MSMichael Seibel
Yeah. Yes.
- DCDalton Caldwell
[laughs]
- MSMichael Seibel
Yes.
- DCDalton Caldwell
You know.
- MSMichael Seibel
And I think, like, that just means probe.
- DCDalton Caldwell
Probe, yeah, be curious.
- MSMichael Seibel
Like, ask yourself the hard question.
- DCDalton Caldwell
Yeah, be cur-
- MSMichael Seibel
Yeah, yeah.
- DCDalton Caldwell
Don't, don't let the future YC company probe you.
- MSMichael Seibel
No, no.
- DCDalton Caldwell
[laughs]
- 6:51 – 7:39
Why founders must self-critique during hype: no one else will
- MSMichael Seibel
Well, and this might be a, a, a point to, to make an interesting aside here. Maybe the meta reason why we're telling you to do these things is because others won't.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
Like, that investor that's seeing the revenue go up to the right, they're gonna be like, "Great. Those employees, great." Like, oftentimes the press, great. Like, like, when you're in that kind of inflection, oftentimes you have to be your biggest critic.
- DCDalton Caldwell
Correct.
- MSMichael Seibel
'Cause no one else will do that work.
- DCDalton Caldwell
Yeah, it's almost like when things aren't going well, you have to be your own biggest fan.
- MSMichael Seibel
Yes, yes.
- DCDalton Caldwell
And when things are going well, you have to be your own biggest critic.
- MSMichael Seibel
Biggest critic, yes.
- DCDalton Caldwell
And it's a very different-
- MSMichael Seibel
Very different
- DCDalton Caldwell
... uh, state of mind to be in.
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
Right?
- MSMichael Seibel
Well, and also, you know, and, and especially because, like, you don't wanna be Deputy Downer in your company and going, "Well, but, like..."
- DCDalton Caldwell
Who else is?
- MSMichael Seibel
Right, right.
- DCDalton Caldwell
[laughs]
- MSMichael Seibel
We're getting these mega valuations.
- DCDalton Caldwell
Yeah.
- 7:39 – 9:10
Passion and customer empathy: growth doesn’t guarantee you care
- MSMichael Seibel
Everyone loves you. All right. So one thing that you brought up that I really like is this idea of, like, passion. So just because you're growing doesn't mean you care about your product or your customers. And, you know, it was interesting. I experienced this one personally. There was this point where Justin.tv was pivoting into Twitch, and we went from kind of more of a general audience, which is what it is, to a very specific video gaming audience, people who are really hardcore video gamers. And I, I liked video games. I have video game systems, [laughs] you know, it's like... But, you know, I remember kinda trying to take stock of, like, is this, are these my people? Like, is this what I'm gonna enjoy? And what was so interesting is that while on one hand the company was doing better in some respects than it ever had been, on the other hand, I kinda was realizing I don't know that these are my people.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
I don't know that this is something that I am super passionate about.
- DCDalton Caldwell
If you don't care about your customers, you don't care about the problem, growth won't im- you know, it won't inherently make you more... Sometimes it does.
- MSMichael Seibel
Sometimes it does.
- DCDalton Caldwell
But it won't just solve that issue.
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
You know?
- MSMichael Seibel
And you, you make a good point about nuance, right? Like, sometimes it does.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
I've been shocked at founders who I wouldn't expect would be super into this thing, and they, they grow into it.
- DCDalton Caldwell
Totally.
- MSMichael Seibel
Yeah. Um, but sometimes it doesn't, so it's a question to ask yourself.
- 9:10 – 12:16
Vision as a competitive weapon: having a clear picture of the future
- DCDalton Caldwell
One that I think about a lot is, is vision.
- MSMichael Seibel
Mm-hmm.
- DCDalton Caldwell
Which is-
- MSMichael Seibel
Mm-hmm
- DCDalton Caldwell
... I have a lot of positive correlations of when you talk to founders, even at the early stages-
- MSMichael Seibel
Yeah
- DCDalton Caldwell
... they have a picture in their brain of what their company is supposed to be, and it's a very clear picture, and they can explain it to you, versus people where you ask them for far future expectations, and it just is, they don't have a picture in their brain.
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
And so I feel like that's important to me, like, with the work that I'm doing, um, at Standard, is I have a very clear picture about what I want it to be. I don't, I don't know if it'll work or not, but I can promise you-
- MSMichael Seibel
Yeah
- DCDalton Caldwell
... I, I can see it.
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
Okay? And so my job is to manifest this thing I can see in my head.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
And this reminds me so much of the really successful founders. I remember doing office hours with Tony from Doordash when he was in the batch.
- MSMichael Seibel
That's who I was thinking about, yeah.
- DCDalton Caldwell
And he could explain what Doordash was supposed to be perfectly well when it was two months old.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
And that's exactly what it became. [laughs]
- MSMichael Seibel
It kills me 'cause when you talk to Tony at various different levels, he would always refer to Amazon.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
And you would just be like, "Really?" And but then, like, over the years, it was like-
- DCDalton Caldwell
He did it.
- MSMichael Seibel
Well, [laughs] you know.
- DCDalton Caldwell
[laughs]
- MSMichael Seibel
And there was this one point where he was like, "You know, we're N percent of Amazon's daily deliveries," and that was a large percent, [laughs] and I remember just being like, oh my God. When you said that, the other thing that I think about is that when you have a vision, you almost have, like, a philosophy. You have, like, a weird explanation about what your customers want, how you can build a company that can serve them over a long period of time, and y- you can nerd out about-
- DCDalton Caldwell
Yeah
- MSMichael Seibel
... your company in a way that's, like, pretty deep. And I will say, I think I only truly had that experience at YC.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
And, you know, I remember thinking about YC as, like, it's going to be this 100-year institution. It's gonna be this combination of a university and a VC-
- 12:16 – 13:04
Competing at scale: big incumbents bundle your idea unless you out-think them
- MSMichael Seibel
100%. [laughs] And, and, and I think the ones who don't Really dig in and ask themselves these questions. What's interesting is that they end up, you know, when you hockey stick enough, you stop competing with little startups, and you start competing with the actual companies that make up the economy, and they all, all, many of them have very in-depth visions. [laughs]
- DCDalton Caldwell
[laughs]
- MSMichael Seibel
And when you get under their radar, and if you're just like ho-hum, and they're like, "Oh yeah, part of our vision is taking the best startup ideas from this space and just bundling them into our product" [laughs]
- DCDalton Caldwell
Yeah. [laughs] Like you're the-
- MSMichael Seibel
That is certainly a strategy.
- DCDalton Caldwell
[laughs] Like you're like, oh man.
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
Am I... [laughs] Was all my work just to further their business model? And it's like-
- MSMichael Seibel
Yeah
- DCDalton Caldwell
... it was. [laughs] Unless you had a vision to compete against it, yeah. No, we've seen that time and again.
- 13:04 – 15:04
Hiring under hypergrowth: impressive candidates, bad fits, and ‘tourists’
- MSMichael Seibel
One thing we see in companies that are growing really fast is they make bad decisions, specifically hiring decisions.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
And this, I think, comes from unclear thinking. You know, it's like it's a disaster. There's a fire. Tell me who the firemen are. And, like, when you're an advising company and be like, "There are no firemen."
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
Like, there, that's not something people wanna hear. People wanna hear, "If you hire this exec or you hire this person, or you do step one, two, and three, the fire will go out," as opposed to hearing, "Your goal was to, to live in the fire." Like that, that's what winning-
- DCDalton Caldwell
Yeah
- MSMichael Seibel
... looks like. [laughs] There's no, if the fire goes out, it's a bad thing. [laughs]
- DCDalton Caldwell
[laughs] Like-
- MSMichael Seibel
Tony is in the fire.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
[laughs] Brian and everybody's in the fire.
- DCDalton Caldwell
Just because it's growing doesn't mean hiring is easy. It's not f- like, and it doesn't mean you're gonna make the right call.
- MSMichael Seibel
Well, I would argue it's harder.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
'Cause when you're not growing, you don't even have the choice to hire-
- DCDalton Caldwell
Yeah, that's right
- MSMichael Seibel
... for the most part, right? Suddenly all these people who seem impressive wanna work with you.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
And man, I remember this conversation. I, I have to change the names of the company slightly, but let's say a friend of mine, I went to visit their company, and it was a high-flying company, and I met an employee who didn't realize who I was or my re- or my relationship with the, the founder, and so they gave me, like, this moment of honesty, and they were like, "I've picked five companies, and I think these are the five kind of winning companies, and my goal is to spend 18 months at each company getting over my, like, [laughs] vesting threshold."
- DCDalton Caldwell
Wonderful.
- MSMichael Seibel
"And I'll have these five" And I'm just like, "Oh, [laughs] you really thought this out. I see." You're more of a taker than you are a contributor. Um, and I was just like, oh, you know, the, it's easy to miss those kinds of people when you're growing fast. Um, and, and they come. Another tricky one, um, that's very, very tricky is just because you're growing fast doesn't mean you're solving your customer's problem.
- 15:04 – 16:27
Revenue vs real value: selling doesn’t mean customers are actually succeeding
- DCDalton Caldwell
Yep.
- MSMichael Seibel
I would say the longer you are growing, the more evidence is accumulating that you are solving a customer problem, but I cannot tell you how many companies... Let's remove AI for a second. Let's just go to B2B SaaS days. I loved asking people the question, "Oh, great, so you've sold this company this number of seats for your software." It's like, "Yeah." It's like, "Wow, great deal." Da, da, da. How many of those people who have seats go to your product?
- DCDalton Caldwell
Oh, man.
- MSMichael Seibel
And th- th- that's the-
- DCDalton Caldwell
They love you for that question. [laughs]
- MSMichael Seibel
Well, the best answer is the most innocent answer, which is like, "How would we know?" [laughs] Like we're-
- DCDalton Caldwell
They're like, "Michael, I've never thought about it"
- MSMichael Seibel
We've never really been tracking. [laughs]
- DCDalton Caldwell
"We got the, we got the customer. We got the signed contract. Why would I ask who's using it?"
- MSMichael Seibel
They have the seats, yeah. [laughs] The kind of darker answer is, like, when the founder does know, and they're just like-
- DCDalton Caldwell
"We're working on retention"
- MSMichael Seibel
"We're working on retention." It's like they already bought the thing. [laughs] They don't even wanna use it.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
Like, that's a... And so you would be shocked at how often software is purchased in a company that no one wants, is told about, uses, and then how often it is unpurchased. That is a standard thing that happens I think people aren't talked about. And so especially if your company kinda gets in the zeitgeist a little bit.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
That's a common, common one. Where else would you go?
- 16:27 – 18:31
Founder life constraints: growth can worsen health, relationships, and stress
- DCDalton Caldwell
I think, I think my last one here is it doesn't necessarily solve the founder's ability to just, like, deal with their day-to-day life.
- MSMichael Seibel
Yeah.
- DCDalton Caldwell
And if they're dealing with other tricky stuff-
- MSMichael Seibel
Yeah
- DCDalton Caldwell
... uh, I don't know, like health issues-
- MSMichael Seibel
Yes
- DCDalton Caldwell
... or, or-
- MSMichael Seibel
Relationship stuff
- DCDalton Caldwell
... personal issues.
- MSMichael Seibel
Yeah, yeah.
- DCDalton Caldwell
Growth won't necessarily fix those and can make them worse.
- MSMichael Seibel
Yes.
- DCDalton Caldwell
Like, if you have str- if there's some, like, big stressor in your life, growth won't necessarily fix that.
- MSMichael Seibel
Well, and what's unfortunate is that when you're growing, you just have to put more of your day-to-day resources towards your company.
- DCDalton Caldwell
Correct.
- MSMichael Seibel
And so if you were just holding on, things are, are, are tricky. I remember having this conversation with the former batch director at YC, and I remember, you know, she was like, "Hey, look, this growth thing's an emotional struggle. Startups are emotional struggle." And, you know, it took me a while to think back and realize that, like, I'd been with my now wife during my, almost my entire startup journey.
- DCDalton Caldwell
Yeah.
- MSMichael Seibel
And so it was like I took it for granted-
- DCDalton Caldwell
Yep
- MSMichael Seibel
... just having that, and, like-
- DCDalton Caldwell
It sure helps
- MSMichael Seibel
... phew, like I can't even, I can't imagine, literally. [laughs] Like I cannot imagine. And so, um, that's a tricky thing. Your life gets exposed a little bit when you're growing and when your company's demanding more. So congratulations on the growth.
- DCDalton Caldwell
[laughs]
- MSMichael Seibel
We're excited for you.
- DCDalton Caldwell
Yeah, growth is good.
- MSMichael Seibel
Yeah, yeah.
- DCDalton Caldwell
Growth is the main thing. We're just trying to flag-
- MSMichael Seibel
Grow more, yes
- DCDalton Caldwell
... some of the stuff that if you're growing well still is a problem.
- MSMichael Seibel
Yeah.
Episode duration: 18:32
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