- The video discusses why investors, including YC, cannot fix a company
- Some investors lack experience as founders and make common errors in giving advice to startups
- Investors with a finance background tend to focus on raising and spending money as solutions
- Big company executives may prioritize scaling processes and hiring executives over product development
- Successful entrepreneurs from non-tech industries may apply principles that do not align with tech startups
- Junior investors may be focused on making a name for themselves and may prioritize quick wins.

- The video discusses different types of investors and the advice they give to struggling founders.
- Investors who are new or not in a position of power often encourage founders to fundraise and show optimism to improve their own reputation.
- Influencers and famous people may ask for advisor shares or promote startups in exchange for exposure, but their impact on distribution may not always be as helpful as expected.
- Advice from other founders is often based on personal experiences, which may not be applicable to every situation.
- Young investors may mimic the strategies and advice of more experienced investors without fully understanding their effectiveness.
- YC partners acknowledge that they can sometimes give bad advice, particularly when recommending a lean startup approach that may not work for every company.
- The most successful founders believe in themselves and take personal accountability for making their business work, rather than blindly following advice from others.

- As a founder, it is important to know how to effectively utilize the help of investors.
- Investors can offer advice, but they cannot guarantee success or tell you exactly what to do.
- The best investor advice is often simple and straightforward, pointing out problems rather than providing solutions.
- Honest feedback from investors who are not financially invested can be more valuable.

The video discusses why investors cannot fix a company and highlights common errors in their advice to startups. It emphasizes that different types of investors may prioritize fundraising, scaling processes, or personal reputation over the success of the company. The best investor advice is often simple and straightforward, pointing out problems rather than providing solutions. Honest feedback from investors who are not financially invested can be more valuable.

Dalton Caldwell and Michael Seibel on common pitfalls in the advice from different types of investors and why you, the founder, are ultimately responsible for the success of your company.
Chapters (Powered by https://bit.ly/chapterme-yc) - 
00:00 - Why investors including YC can't fix their company?
01:56 - Investor with the finance background
02:33 - Balance Sheet
04:14 - Big Company Exec
05:37 - What does failure look like for a lot of our companies?
08:01 - Successful entrepreneur in non-tech
09:49 - Junior investor
12:25 - Influencer / Famous person
12:58 - What is the advice that founders get from other entrepreneurs?
14:25 - Founders
14:42 - founders
15:54 - Extremely young investor (Scout)
17:17 - Wrap up
17:22 - YC partner common bad advice
19:44 - Personal accountability
19:57 - Big takeaway
21:20 - Great investor advice

Hey Dalton, you're a pre-product market fit.

Do you have five-year financial projections?

Financial projections may be a good idea later stage, but to even ask me if I had financial projections, I was like, what's a financial projection?

This is Michael Saiba with Dalton Caldwell, and today we're going to talk about why investors, including YC, can't fix their company.

For some folks, it's like telling them that Santa Claus isn't real.

You know, they're like, hey, we finally get some time with you.

Can you help me design this so growth takes off?

And I have to tell them the unfortunate news, which is I have no idea.

And like, I went through this too when I was a founder, that I really believed that once I raised from the top investors, they would tell me whatever secrets they were holding out on the world.

What's unfortunate is that there are a lot of investors out there who aren't former founders, right, who haven't really lived these mistakes themselves.

haven't been humbled by having a crappy startup like we did that failed a lot like we did, it's easy to sort of like, think you're hot shit.

It's easy to think that your advice can make companies work.

And what's interesting is that over the years, a lot of YAC founders will kind of start following the advice of these people, and they'll make very, very common errors.

And you can almost track it back to like, oh, I kind of understand the type of person who was giving you this advice, Because I see what you're doing now and this matches 1 to 1.

So 1 of the most common types of investors is the investor with the finance background.

Someone who's never run a company, never operated a company, pure finance.

When all you have is a hammer, everything's a nail.

And so if what you know is money, the solutions usually involve money.

So raising more money, spending more money, throwing money at the problem, right?

Do you have 5 year financial projections?

Like, Michael, how many years into your startup did you learn what a balance sheet and shit was?

Our CIO Kevin was like, this is important for you to learn.

And I'm like, you know what's important for us to learn?

How not to lose money every month before we die.

And the balance sheet is not really telling us that.

It's that we make no money and we spend money.

You spend time in spreadsheets, especially if you're doing stock market investing or private equity investing, it makes sense that your weapon is money and you move money around.

What's the downside of internalizing that too much, man?

I mean, We see this all the time, which is like scaling negative economics or spending a ton of money in advertising with ever, ever worse payback periods or no payback period ever.

It's really like getting people to work on things that are not making their product good.

Yeah, I mean, remember Patrick Collison was talking about this when he came to speak at a batch recently, where he's like, listen, let me be blunt.

Too many founders treat product as an afterthought.

They're basically trying to do financial engineering and the product is like delegated.

I think what's also tricky is that like this strategy isn't always wrong.

Like for successful companies, there is usually a point where throwing money at it is a good idea.

It's just kind of knowing when to give that advice and when not to.

It's when you always give that advice is when things get really tricky.

All right, here's the second type that's common in the investing world.

The person who's seen companies at a thousand plus people and have a lot of experience and have done great work in those companies and now become investors.

Folks with big tech experience are really great at taking a successful product and scaling it further or refining a product.

It just is pretty different when you were employee number 100 or 200 at Airbnb or Google or Facebook than employee number 5.

As we spoke about in a prior video, our, our friend and colleague Paul Buhite, you know, number 18 at Google had was like the king of dirty hacks.

And in a lot of ways, you know, when we would interview former Googlers and he was in the room, he would, he wasn't on, he didn't love some of the instincts of folks that it was the same company that they worked at, but the tactics that they brought to bear when you were employee number 1,000 to scale up 1 of these core products was pretty different than the folks in the first 20 employees.

And so generally with these folks, it looks more like scaling a process, it looks more like scaling up hiring, and kind of sometimes taking for granted that getting any users at all is really hard.

Like I talk to folks a lot about this in the Batchman, like what failure usually looks like for a lot of our companies is they get 0 real customers.

It's not that the failure was they couldn't get a series A, it's that they just like bombed, like complete disaster.

And so if you have too much of this mentality of like big company PM, it doesn't even occur to you that you can fail that badly.

I think It's tricky because all too often this group of folks are giving founders the advice of hiring executives before product market fit.

It's like you need to build up the company.

It's like marketing doesn't work, we need a marketing executive.

The engineering team isn't productive enough, we need a VP of engineering.

And more often than not in this pre-product market fit phase, the mistake is that there's the wrong person in the company, not there aren't enough people.

The mistake is like you've got an engineer that no 1 wants to work with, or no one's measuring any of the marketing results, right?

It's like those are the mistakes, not like you don't have a department for it or an executive to run it.

Whereas, we go right back to the first 1, right?

When a company is scaling and growing, post-product market fit, like hiring more people is essential.

So like once again, we get this weird dichotomy.

Think about the first 5 employees of Facebook and the first 5 employees of Instagram, before when it was a startup, before they got acquired the first 5 employees of YouTube, when it was a startup, before it got acquired versus the really awesome people post acquisition who had to step in and scale that thing.

And if they weren't around in the 0 to 1 stage, watch out.

Like it's a very different muscle to build scaling Instagram post acquisition if you were on that team than being, getting the first 100 users when you were the founder of Instagram, right?

And there's a whole lot more, actually, supply and demand, there's so many more people that helped scale Instagram than there are people that founded Instagram.

There's just lots, so there's lots of folks that have lots of experience scaling products and you just don't meet as many that did the 0 to 1.

So the next category is the successful entrepreneur in a non-tech industry.

And this is really common internationally in new founder ecosystems where the people funding them maybe didn't make their money in tech.

What's the common kind of advice given here?

Where if someone made all their money investing in real estate or in strip malls or franchise McDonald's franchises or something like just something that is not remotely a tech startup, they will often ask for crazy terms that would make sense if they were investing in like a franchise store.

They may ask for more control and they may be really stressed out all the time that you're going to lose their money.

And So a lot of the trickiest investors is a nice way to say it that I've seen, the YC founders are like, oh, why did I take their money?

It'll just be someone who's totally well-meaning, but they treat this like an investment in a subway franchise and that you're the manager of the Subway franchise and they're gonna call you and yell at you or something, that you're gonna lose their money, as opposed to letting you do your tech startup.

And that's really just like, they really, these folks are like, you can't be mad at them.

They're just taking the principles that they learned to make their money and applying them to a different industry, right?

And it's like, in some ways, these are people you can be mad at the least because it's like, at least they were successful themselves and they're like taking things that work for them, right?

Like they're not reading this shit on Twitter, but it is tricky because like, I think what we've learned is that industries are just different.

Like you know maybe there's some common principles but like in general software companies look really different than a lot of other companies out there.

So alright here's the next investor type.

The person who just got started looking to make a name for themselves still early in their career.

Oftentimes having to really have a win pretty quickly to cement themselves in this career.

What's the most common type of advice these people give?

I think a good mental model is to put yourself in their shoes.

I think when you're a new investor or you're newly hired at your job, you're not in a position of power inside of the place that you work.

Or you're not in a position of power with your investors because they went and raised money from someone else.

And so to show weakness or to like screw up their first few investments is very bad for their career.

And we know lots of people that basically don't last in the industry because their first investments were bad.

Like it's kind of a career suicide to become an investor, not have any other track record, and then make some bad investments.

And so basically these folks are very optimistic that it's gonna work, that you're going to make it work, that you should totally go raise more money.

Because their, their KPIs, that if you raise money and they can mark up their investment, it makes them look good so they can go tell their colleagues or their investors, hey, I invested in this company and it went on to raise more money at a better valuation than I invested at, I'm really smart.

And so the thing to understand is that's their KPI.

And so in your interactions with them, they will often just really encourage you to fundraise and to keep doing that a lot and that everything's working great and you do have product market fit and you should scale faster.

And it's interesting because another example of like, they're not trying to hurt your company.

In many ways, they're like some amongst the biggest cheerleaders for your company.

It's just that like your company at this stage probably has some really broken shit that has to be dealt with.

And so unfortunately it's harder for them to kind of go and spend the time in the dirt with you on that stuff because it's gonna kind of break their illusion.

Like if you were a company where it doesn't make sense to raise for a very long amount of time, it may be the right thing that you want to do, but may not be great for them if their whole thing is to prove that they're great investors really fast so that they can keep their jobs.

So the next category investor we see a lot is the influencer slash famous person.

What do you, When I think about this kind of person, this is the person that would come to a YC Demo Day and everyone would freak out to get them on their cap table.

How do you think that they try to help founders who are struggling?

Yeah, well, I think that you really understand distribution if you're an influencer because that's your game is building up your distribution network which you can monetize a bunch of different ways.

If you have a million Instagram followers or a million TikTok followers, you can make money off that and you get it, you're savvy.

And so I think these people are very savvy and realize they can kind of treat startups like other ad deals of being like, give me some stuff and I'll promote you.

And so a lot of times these folks will like ask for advisor shares or they'll ask those ask for things.

And it can be so tempting to do it to think that celebrities tweeting about your thing is going to fix all your distribution problems.

Maybe in some cases they do, but most of my experience, both personally and with founders in YC, is the founders feel like they got a raw deal on these and that the clicks they get from the posts or whatever were not as helpful as they had hoped.

know what's weird about this Dalton is that the best, most reputable influencers and famous people in tech world, they don't promise distribution.

Like they say, I'll try to help, but like I think the founders set expectations way too high.

Like it's the founder once again looking for the silver bullet, someone else solve the problem for me.

So this is becoming a lot more common nowadays, right?

Like founders investing in each other's companies.

It's, you know, some people have seen success doing this, others not.

But what's the advice that most often you're going to get from another founder to help you when they're on your cap table?

Usually when you get advice from other founders, it's heavily based on their personal experience.

But like the downside of that is if they're really, if they really struggled with fundraising personally, all their advice is gonna be them basically telling you, don't do what I did.

Or if they struggle with distribution, all their advice is gonna be around.

You know, they're almost like, they have a lot of feelings about what happened to them.

Again, this is, we were founders too, dude.

Like a lot of my advice was heavily based on my personal experience.

And it only, it took years of me working at YC.

To sort of break out of that trap, which is to not be so autobiographical in the things that I'm telling people, you know, I

think this is something that like people don't understand enough is like how much we are learning from the founders that we're working with and how much we are condensing their learnings and delivering it to the next generation of YC founders versus how much we're condensing learnings personally that we got in our own companies.

I think that's like very counterintuitive to most people.

The last 1 is the extremely young investor, right?

Sometimes this person's in college writing a check and kind of trying to build a career in our world.

This person often is different from the junior investor because this person is usually not working at a VC fund or a big fund like that.

They're usually kind of a scout or some kind of, in that kind of role.

Yeah, I mean look, these people are super sweet and they're super exciting to talk to.

I just think that like, the same way that the founder realizes their job is to play the part of a founder.

And so they like watch movies about how founders are supposed to act and like read books about it.

And they sort of are like, am I doing it right?

Like I think you kind of see this with these investors where they read what other investors say and do and they sort of say and do whatever it is they read.

And so whatever the hot new trend is, whatever people are tweeting about, whatever latest essay they've read, they just sort of repeat that and hopefully no 1 notices

Which is how people learn in school, right?

So you know, 1 of the interesting things here to kind of wrap up is that we make mistakes.

There is a YC partner common bad advice kind of mode.

And we were talking about this before the show and I think you said it right, which is like the kind of lean startup, don't hire, don't spend too much money, like talk to your users, put a shitty MVP out in the world path, is the path that works for everyone in all cases.

I think sometimes we can fall into that trap, but there are many examples where that doesn't apply, right?

Like, what are your thoughts on where YC partners, ourselves, we can get tripped up and give bad advice?

Yeah, I think that the biggest critique I would have of ourselves is that sometimes it works right out of the gate.

And sometimes you can spend 2 years building a product in a cave and never talk to a single user and it's perfect and you immediately get product market fit.

I think that we just, we have, we have enough data points that it seems like insane of us to ever recommend that strategy statistically.

Oh, well, if you go on a water fast, that might fix it.

I think that it just feels a bit hard for us to recommend making a strategy to not do those things.

But we have enough data points of YC companies.

We see companies that can't bootstrap or can't launch an MVP and have to go build something in a vacuum for 2 or 3 years, and sometimes it works.

The best YC partners are very careful with how forcefully we give the YC advice because like the longer you're here, the longer you have a kind of running record of the time I told someone to do it like this and the opposite worked.

But to me, you know what the lesson is there, Michael?

The founders that made it work believed in themselves and they knew that we couldn't fix it.

Like they actually internalized the whole meta point of this video, or at least what I'm trying to get across with it, which is like, you know, they took bits and pieces, they took information from the outside world, but they took personal accountability that they're the ones who are gonna have to make it work.

And they weren't counting on blindly following anyone as being the way.

Yeah, I think that the big takeaway here is that As a founder, it's your job to figure out how to best use these people who are here to help you.

All these investors who are here to help you, it's your job to figure out how to best use them.

They all have your interests in mind, but none of us can tell you exactly what to do to win.

And like it's funny because at the YC kickoff the first thing we say is that you know we're experts in failure.

We know a lot of paths to not take but if you want us to sit next to you at your desk and tell you everything to do to win to become a billion dollar company, we can't do it.

And we actually ask them, we're like, hey, and if you wanna leave YC right now, we'll give you our shares back.

We don't want you to come in here with any false pretenses.

This is a hard problem, most people don't succeed, and you're gonna be able to deserve 99.9% of the credit if you figure it out.

All the rest of the people around who helped you, they didn't figure it out.

Dalton, before we close, you know, we've talked about a number of examples of when investors give advice and it kind of pattern matches to where they come from, but might not apply to you at this time.

What are some of the pieces of advice that you've gotten from investors that have really made a huge difference.

Like what's been some examples of great investor advice?

Because I think you and I both have these.

I think the best investor advice I ever got as a founder is that I was swimming in my head with too many ideas at once and I had too much data and that someone from the outside could look at everything and be like, oh, this is working.

They could take all of this like consternation and like complicated stuff and like I can think of a couple of times in my life when someone was just like, this is working, you should do more of this.

And again, I was full of excuse, like my brain was full of like a thousand different threads going in a different direction, but to have someone synthesize that into something very simple was super helpful, dude.

Number 1 piece of advice we ever got was from someone who had experienced big companies, a guy named Gideon Yu.

And we had just gotten Justin.TV profitable and we were very proud of ourselves.

And the first year we really tried to monetize, we made $8 million in annual revenue, which I think now would qualify as like a deck of corn or something.

And he came to talk to us and he basically said, folks look you should be happy, congratulations, but your company sucks, if you don't change stuff it's all gonna die and all the work you put in so far no one's gonna remember what you did.

And what was great is like there was no like and so you should do this, it was just more like him.

And that's my current status of your company in a nutshell.

We're just like, the best investors point out the problem, they don't give you a solution, they just point out the problem.

And we knew it, We knew that was the problem too.

It's just when someone says it to you, you're like, oh crap.

Because again, like so many incentives in life are set up to be nice or to tell people that they're great and they should stay great and everything they're doing is great and they're taking over the world.

But weirdly, again, if I think back to the founder advice that I got, and same with you, it's actually when people were kind of hard on us.

1 of the reasons why I think Gideon felt so comfortable giving that advice is that he had no interest in investing in us at all.

And you know, that's a counterintuitive thing, right?

Like, wow, it's like really, you can get a lot more honesty out of somebody when they're not financially incentivized to kind of blow smoke up your ass to you know to say nice things.

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Why Investors Can’t Fix Your Company – Dalton Caldwell and Michael Seibel