An educational lecture from Y Combinator featuring three distinct segments on startup growth and fundraising. Tyler Bosmeny, founder and CEO of Clever, opens with an analytical guide to navigating the sales funnel and reaching the first one million dollars in revenue. Following this, YC Partner Michael Seibel delivers actionable strategies on perfecting the investor pitch. The session concludes with a realistic investor meeting roleplay performed by YC Partners Dalton Caldwell and Qasar Younis to demonstrate behind-the-scenes dynamics.#StartupClass#YCombinator#SalesAndMarketing#StartupSales#SalesFunnel#InvestorPitch#FundraisingStrategy#PitchingInvestors#EntrepreneurshipEducation#HowToStartAStartup
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Tyler, CEO of Clever, provides a comprehensive guide for startup founders on mastering the \"zero to one million\" phase. He emphasizes that founders are their best salespeople due to their passion and insight. The content covers the entire lifecycle of early growth: from prospecting and closing initial sales to crafting effective investor pitches and avoiding the psychological traps of fundraising.
Okay great. So, okay great. Thanks for having me. So, my name is Tyler. I'm the
CEO of Clever and what I want to talk today is about sales. And I have a little
bit of insight into this. I graduated college. I actually studied math and
statistics, probably like some of you here in this room. And thought I was
destined for this world of finance. I was about to go start at a hedge fund. And at
the last second, a friend of mine roped me in to join his startup and asked me
to do sales there. Which was something that I knew nothing about. And so had to
figure out on the fly and spent a couple of years there figuring out sales for
this very early stage company. And then when it came time to start Clever, you
know, we started Clever and I did it with two co-founders who are very technical
and one very product oriented. And we wanted to build this product for schools.
And I thought that experience would have no relevancy whatsoever. But it turns
out that some of the things that I picked up at this previous job where I
was figuring out sales have been huge parts of what's made Clever grow so
quickly today. A quick background on Clever. We build software for schools. We
are an app platform used by developers. And it's used today by about one in five
schools in America. And we started it about two years ago. And so sales has
been a key piece of that. And I want to use this time to just share some of the
things that have worked for me along the way. Of course there's a million ways to
do this. So you'll find what works for you. So first I want to start about how
most, how I used to perceive sales. And a lot of people see sales as having this,
you know, a lot of mystique around it. You know, it's people who are, you know,
really articulate and impossibly charming. And they have these, you know,
killer closing lines that they use. And I think this is how I saw sales. And I
think this is how a lot of founders I talk to see sales. Because they say
things to me like, you know, we're just going to work on the product and build a
great product. And then when it's finally finished, we're going to hire the sales
people. And what I've learned is that hire the sales people. As a founder, the
reality is that's you. And so, you know, Paul Graham likes to talk about how
there's two things you should be doing at any point in time when you're starting
your company. You're either talking to your users or you're building your
product. And that talking to your users part, that's selling. And so, you know,
this is intimidating to some people because they're like, I've never done
sales. And I wouldn't even know where to begin. But it turns out that as a
founder, you have some unique advantages that make it possible for you to be
really, really good at sales. And one of those is your passion for the product and
what you're building. And the second is your industry knowledge of the industry
and the problem that you're solving. And those two things actually totally trump
sales experience from what I've seen. So, this is actually my co-founder doing
sales. This is what sales looks like, you know, in the very earliest days of a
startup. It's not Don Draper. It's a lot of calls like these. But this is
something that even as a founder who's never done it before, it's very easy to
do. But you have to commit yourself. And what we did at Clever was we dedicated
one founder, which was me, to peel off and say, okay, Tyler, you're going to go
figure this out and work on this full-time because it's so important to
our business. So, a couple things that I've picked up about sales along the way
and in trying to figure this out. You know, the first thing that everybody
knows about sales is they say, okay, it's a funnel. And you have these different
stages of funnels of the funnel and you move your customers through it. Pretty
common categories. There's this prospecting category where you're trying
to figure out who's even interested. Then you're having a lot of conversations,
which is a second level of the funnel. Then you're finding out who's really
serious and you want to close them and sign the deal. And then, of course, you're
in the promised land of revenue. And what I thought would be interesting would be
to talk about each of the stage. A couple of strategies that we've used at
Clever that have worked really well. So that these aren't abstract things, but
things that, you know, you can hopefully use at your startup. So, prospecting. So,
prospecting is the process of figuring out who will even take your call. And
you know, one of the things that I realized early on. So, there's this guy
Everett Rogers who's created this technology lifecycle adoption curve. And
he describes it as a bell curve. Where you've got, you know, your innovators and
who will try new things. And you've got your early adopters, your mid-stage
adopters, your late adopters, your laggards. And one of the things that was
really helpful for me in understanding sales at an early startup is he's
quantified the tail of this bell curve. And this part over here, the innovators,
those are your potential customers. And it might seem discouraging that only 2.5%
of companies are your potential customers or would even consider buying
from a startup that has no users and no revenue. But actually, I found just the
opposite. I found it to be extremely helpful to have this frame of mind.
Because you realize when only 2.5% of companies will even take your call or
consider using your product, you realize what a numbers game this becomes. So, if
you want to reach that 2.5% and you want to get some early sales, if you're
starting to do the math, you're hopefully starting to realize you have to do a lot
of calling. You have to talk to a lot of people. So, early on in the early
days at Clever, this was my job. You know, in the first two
months of YC, I reached out to over 400 companies trying to get them to take a
call and talk to us about what we were building. There's three ways
that I have found most successful in prospecting and getting these people.
One is your personal network. That's obvious. I'm not going to spend any time
there. Another one is conferences, which is
surprising to a lot of people. And then the one that people are most familiar
with is cold email. And when I say conferences, this is what people think.
They think I'm talking about CES or, you know, E3 or something. And actually, the
kind of conferences where sales happen look more like this. And we've got, we
in the early days would go to a lot of these because you've got to go to where
your users are. And if you're selling to CIOs and there happens to
be a gathering of them at a hotel in Milwaukee, guess what? That's probably
where you should be. So, we go to conferences like these. We'd get the
attendee list in advance. We'd email every single person in advance and try
and set up meetings so that when you get there, every single minute of that trip
was well spent. And this was huge in Clever's early days. This is
where we met all of our earliest customers. The second thing I mentioned
is cold email. A lot of people don't know how to write cold emails. It's actually
really easy and the key is not to write a lot. It should be really concise. This is
an email template that I used early on and you're welcome to copy it, but it's
really short. Here's who I am. Here's what I'm building and I'd love to talk to you
about this. Could we find time tomorrow? It's really easy and you can customize
this and find out for every business you want to sell to who's the right person
to send it to and you can send out quite a few of these. So, alright, that's
prospecting and the reason this is so important is because you've got to build
that first layer of the funnel. Then you get them to take your call and this is
another place where a lot of founders, I think, just have a lot of questions about
what to actually do. And the biggest thing to take away, in fact, if you only
take away one thing from this presentation today, the number one thing
you should remember is when you get them on the phone, remember to shut up. And
that's really surprising to people. So many founders, when I help them with
their first sales pitch, they finally get somebody on the phone who wants to talk
to them about their product and they're so proud of this thing they've been
building for the last three months that all they want to do is get on the phone
and talk about every feature and talk about all the different things it can do
and talk about why it's the greatest thing in the world. And I have that
temptation too. It's just part of being really proud of something. But it turns
out that if you watch the best salespeople, like the best salespeople in
the world, the top 1%, and you have a chance to listen in on a call with some
of those people like I have, the most surprising thing is how little talking
they do. In fact, I've seen calls where the salesperson told me
their goal was that only spend 30% of the call talking and have 70% of the
call the other person. And they would ask a lot of questions. They say things
like, why did you even agree to take my call today? This problem that we're
talking about solving for you, how do you solve it today? What would
your ideal solution look like? And they're not doing the
talking. They're doing everything they can to find out what
this person needs and hopefully understand their problem even better
than they do. That's what really great sales is. And in fact, this is something
I drill into everybody at Clever. It's a really important part of sales. And
there's actually now, if any of you use Uber Conference, they have this amazing
feature where when you hang up a call, it sends you an email automatically and
tells you how much you talked versus how much the other person talked. And looking
at one of those emails, someone doing sales at Clever, I get one of
those emails, I can tell immediately how likely the sale is based on how much
talking we were doing. So you got all these people. Now you got on the phone, do
a lot of listening, really understand their problem. And then the other part of
this stage that surprises a lot of people is follow-up. So here's a lot of
different steps that you can imagine going through. You know, emailing somebody,
not getting a response, and emailing them back, calling them, leaving a
voicemail, having a pricing call. There's probably like 60
things up here on this slide that could be steps for closing a deal. These
actually aren't just random things. This is one deal that, this was the second
deal Clever ever signed. These are all the different steps that we had in order
to get this done. And you can see there's a lot of really embarrassing things up
there, like I emailed somebody and they didn't respond, and I emailed them again
and they didn't respond, and then I emailed them again. And this is from
somebody who wanted to buy our product. Isn't that crazy? And that surprises a
lot of people. I see so many founders who they have a great call with someone, they
send an email, they don't hear back, and they say, oh that person might not be
interested. Well guess what? This is what it looks like in the best case. And so
you really have to have kind of this unhuman, unreasonable willingness to
follow up and drive things to closure. Now I'll qualify that with one thing, which
is to say when you're starting a company, your time is extremely valuable because
it's your only resource. And you couldn't possibly do this for every single person
who might buy your product. So your goal should be to get people to a yes or no
as quickly as you can. Where you die is if you have a thousand maybes. And
sometimes I talk to founders who say, oh yeah, I have this great pipeline of, you
know, a hundred people who have expressed interest in our product. And
the maybes are what kill you. If you can get to a yes or a no, in some ways a no
is even better than a maybe, because it allows you to move on and focus on
somebody who might be a yes. So have this superhuman level of follow-up and
ambition, but make sure you're focusing it on the right pieces. All right, so
you've talked to a ton of people. You've had all these phone
calls. You've followed up with them ridiculously to the point where they
just know you're not going away and they've got to sign an agreement. This
final step is something that if you haven't done before might seem opaque,
but it's actually really simple. It's called redlining. So you'll send over an
agreement, their lawyers will mark it up, your lawyers will mark it up, and you
kind of go back and forth. If you're part of YC, this is really easy because YC
has standard template agreements that they give you, so you don't have to find
these and you can just, you know, use those. But they've never been available,
you know, if you weren't part of YC you kind of had to figure this out on your
own. One of the things that I'm really excited about is, as part of this
presentation, YC has agreed to open source their deal documents. So these
documents that YC founders used to get are now going to be available to
everybody. So this should never, hopefully, never be a barrier to anyone who wants
to do sales for their startup. You've got some great documents. And then the
other thing I'll say about this, a place I see so many smart, smart people go
wrong, is you got to remember what your goal is. Your goal is to sign some deals
and get some reference customers and get some validation and get some revenue.
If you don't do that, your startup is, you know, toast. So in light of that, it's
really surprising how many smart people will want to do 10 rounds of document
review, quibbling over the most minor points because of pride, because of
intelligence, whatever. You know, make sure the agreement is the way you want
it, but then sign it and move on. I've seen founders spend months quibbling
over some indemnification clauses and their business would have been way
better off if they'd, you know, just signed the deal and moved on to the
next one. So that's one closing trap you can fall into. I have two more. One other
closing trap that I see founders struggle with a lot is they're
talking to a company who says, I will use your product, but I just need one
more feature. You know, or they say, you know, I'd love to use your product, but it
doesn't have this one feature, so we're just not ready. And to most people,
especially if you're ambitious, when somebody says that to you, what you want
to hear is, oh, well, I can build that feature. Great. You know, I'll build that
feature and then they're going to use my product. But the problem is it almost
never works that way. In fact, somebody telling you that they would use your,
they want to use your product, but it's just missing this one feature, I would
almost map that to a pass in your mind. Because nine times out of ten, if you
actually built that feature, you go back to them and then there'd be one more
feature. Or there'd be some other reason that they're not using the product. So if
somebody says to you, hey, I want to buy, you know, there's this one thing that's
preventing us from using your product. I would do one of two things. One, say, well
that's great. Let's sign an agreement and we'll put in the agreement that we're
going to build this feature. In which case, you know, you know that if you build
it, you're off to the races. Or more commonly, what we did at Clever was we
would say, that's great. We're going to wait to see if we hear that demand for
more customers. And then once you have a lot of customers requesting it, then you
should build it regardless. And then, and then you're not, you don't have to worry
about doing something that's customer one-off, which is what you really want to
avoid. So don't fall into this trap. It happens all the time. And the other trap
I would highly, highly recommend you try to avoid is the free trial trap. Because
this happens all the time. People, you know, they go down this path with a, with
a customer. It seems really exciting. And then the customer says, oh well, can I get
a free trial? And you can't blame them. That's a totally reasonable thing to ask
for. But the problem is, when you're starting a startup, you need revenue, you
need validation, you need users, you need commitment. And free trials get you none
of those things. So you go, you do all this work and if you end up with a free
trial, unfortunately you haven't made as much progress as you, it's actually
terrible. You, you think you've made progress, but really at the end of the
free trial you're gonna have to sell them all over again. So the way I handle
this that has worked really well is when somebody says, can I get a free trial? You
say, well we don't, we don't do free trials, but what we can do is we're gonna,
we do annual agreements here. And what we'll do is for the first 30 or 60 days,
if for any reason you're not happy, you can opt out. And that's a way to get you
the things that you need while giving them the comfort that they might need to
take a chance on a startup. So that minor change is actually makes a
night-and-day difference when you're, when you're thinking about these things.
All right, so you've prospected, you've had a lot of conversations, now you've
closed people, you've gone through the redline process, you worked out the free
trials, and you're on your way, hopefully to your first sales. Now early on, you can
think of sales as just like any other thing of a startup. Your goal is that you
don't have to do things at scale. In fact, you can purposely do unscalable things
to try and get early customers. That's, that's the fun of it. But the other thing
that I think is really important to keep in mind is once you've done this enough,
what you should start thinking about is, well, what aspects of this are repeatable?
And, and what aspects of this, you know, are we gonna scale further? And there's
this, Christoph Janz has this really great blog post online about the five
ways to build a hundred million dollar company. And he talks about he can have a
thousand customers buy a product that costs a hundred thousand dollars. Or you
can have ten thousand customers buy a product that costs ten thousand dollars.
Or you can have a hundred thousand customers buy a product that costs a
thousand dollars. And even though you don't need to know on day one which
bucket you're gonna fall into, most companies do fall into one of these
buckets. And so you start thinking about that as you're doing this. If, if you want
to be in the elephant category of a hundred thousand dollar product, that's
great and you're gonna have a really high touch sales cycle and that's fine.
You know, that's Salesforce, that's Workday, that's great. But if you think
you're gonna be a rabbit and sell products for a thousand dollars a year
to businesses and your sales process involves flying out to see them three
times and eight demos and, and, you know, three months of redlining, then you
probably have to rethink something. And so I see a lot of startups, most commonly
in that, who want to be the rabbits and sell for a low-priced product to
businesses, not thinking about how to do it in a scalable way. And that's one area
where you can get underwater or it just forces you to increase your prices. So
this is how I think about different businesses and it'll be helpful for you
when you get started and once you've done enough for the sales to say, okay,
you know, where am I? And the corollary to that is, is how do I have to price my
product to be a viable business? So that is, those are some of the things that I
figured out along the way building, building sales now at a few, at a few
different companies. And specifically on this very narrow stage of zero to one
million. After you get to one million, you'll find there's a million blog posts, you
know, about how to get from five million to fifty million or ten million to a
hundred million. But this zero to one step, I wanted to focus the
presentation on that today because there's not as much written about it and
it is something that I think is very opaque to a lot of founders. I figured
this out just by doing it and I'm confident that if you're starting a
company, you can too. If for whatever reason you would like to do what I did
and join a startup that's figured it out and, and, and hone your skills and
hone your craft, we are hiring at Clever. So that's an option. But even if, and if
that doesn't, if you do want to start your own company and you have questions
about sales, I put my email address up here and feel free to reach out anytime.
I'm happy to help. So, thank you.
Alright, so now we're going to talk about a little bit more detail on how to raise money.
Michael Seibel is first going to talk about how to cap the pitch.
And then Dalton and Casper will do investor role playing.
Yeah, sure.
...glowingly, you know, new. It really is a basic blocking and tackling.
But one point we wanted to make before we get started is, we actually don't spend a lot of
time at YC focusing on this. The main reason is the best way you can make your
pitch better is to improve your company. If you're, if you have traction and your
product is doing well, these conversations are like the investors want to see you succeed.
And so if you remember anything, it's make your company better and the pitch will be easier.
We're going to spend the time in the three kind of sections before the meeting,
which Michael will kind of focus on. We'll do a kind of a role play of what meetings
actually look like and then we'll just wrap it up. We are going to do Q&A at the end.
We'll kind of save five minutes. So if there's something we don't cover,
please write down your questions and we'll go through them.
No, without further ado.
So my name is Michael Seibel. I'm a current YC partner.
I've started two companies. One was called Justin TV. It ended up selling to Amazon.
The other was called Social Cam, which sold to Autodesk.
And what I really wanted to do was break down and demystify the process of creating a pitch.
So I think what happens too often when I see companies come to talk to me
is that they don't know how to simply explain what they do and then ask for money.
And that's basically what you have to do as a founder.
So we're going to go over four things. The first is what your 30-second pitch is.
This you need to be armed with constantly. This is basically how you talk about your company.
This is magic. Whether you're talking to people who want to give you money
or don't want to give you money, you're talking to your parents, this is your go-to.
The second is your two-minute pitch. This is for people who are more interested.
This is people who you might want to raise money from or people who you might want to get to work for you
or people who actually kind of need to get a little bit deeper.
Notice that's where I stop. A lot of people practice 10, 30-minute pitches, hour pitches.
I think that's all garbage. I think you can get everything you need done in two minutes.
And one thing I like to tell founders is the more you talk,
the more you have the opportunity to say something that people don't like.
So just talk less and it'll probably be better.
So then I want to tell you about when to fundraise
because I think a lot of companies get this a little bit wrong.
And then quickly how to set up investor meetings.
So 30-second pitch. This is so simple. It's three sentences.
You can take your time. You can breathe when you do this.
You don't have to get that much information out.
The first is one sentence on what does your company do.
Everyone I meet for the first time screws this up.
You have to be able to do it in a way that is simple and straightforward
that requires no pre-information on my part.
You have to assume I know nothing, literally nothing about anything.
This is how you make it super simple.
So usually what we tell people is apply the mom test.
If in one sentence you cannot tell your mom what you do, then rework the sentence.
There is a one-sentence explanation that your mom or your dad is going to understand.
So really, really start there.
And it's okay if you use really basic language.
It's okay if you're saying, hey, we're Airbnb,
and we allow you to rent out the extra room in your house.
That's simple, right?
You don't have to say we're Airbnb and we're a marketplace for space.
I don't know what that is. That's going to require more time.
So use simple language. Very, very important.
The second is how big is your market?
It makes sense to do a couple hours of research,
figure out what general industry your product is in, figure out how big it is.
Investors like to hear that you're in a multibillion-dollar market.
It's pretty simple to do this.
Airbnb might say, how big is the hotel market?
How big is the vacation rental market?
How big is the online hotel booking market?
These are simple numbers to look up on Google,
and it makes an investor understand, oh, wait, if we're big,
if we really blow this company up, it can be worth billions of dollars.
Don't skip this step.
Second sentence, how big is your market?
Third sentence, how much traction do you have?
Ideally, this sentence is saying something on the order of,
we launched in January and we're growing 30% month over month.
We have this number of sales, this amount of revenue, this number of users.
Very simple.
If you can't speak to traction in terms of pre-launch,
you need to convince the investor that you're moving extremely quickly.
The team started working in January.
By March, we launched a beta.
By April, we launched our product.
Convince the investors that you guys are moving fast,
that this isn't some long slog,
that you guys aren't thinking about this like a big corporation.
You're thinking about it like a startup
where you can move fast and make mistakes.
That's all you have to do in 30 seconds.
Three sentences.
From that basis, you should be able to start a conversation about your company.
From that basis, I understand exactly what you do.
You have no idea how valuable it is
to be able to explain to someone what you do in 30 seconds.
Really internalize that.
If you take nothing else away, that's going to help you.
Two-minute pitch.
Now you've got someone you actually have to convince of something.
Maybe even someone you have to ask for money.
I like to add four additional components.
These also go by very quick.
The first is unique insight.
If you talk to VCs, they'll say stuff like,
what's your secret sauce?
What's your competitive advantage?
What's your unique insight?
It's all the same thing.
When I think about unique insight,
what I think about is here's your opportunity
to tell me something that I don't know.
Here's your opportunity to tell me something
that the biggest players in the market you're trying to enter
don't understand or don't do well.
This is the aha moment.
You better have it down in two sentences.
The aha moment.
You've got to crystallize all of the reasons
why you guys are going to kill the competitors
or the really intelligent thought that got this business started
in two sentences.
I need to aha.
You can see whether it's happening when you're saying it.
That's why I like two sentences so you get in and out fast.
If I look at you and I'm like, oh, then it's okay.
You nailed it.
If I look at you and I'm like, I already knew that,
then you didn't nail it.
If I looked at you and I just don't understand
what you're talking about, you definitely didn't nail it.
Practice that unique insight.
In your two-minute pitch, that's all.
You're only going to get two sentences to get that out there.
It can't be complicated.
That's basically the theme of this whole thing.
It cannot be complicated.
Next, how do you make money?
Your business model.
I see so many founders run away from this question
because they think things like, if I say advertising,
people are going to be like, oh, that's stupid.
Just say it.
Don't run away.
If it's advertising, say advertising.
Facebook's a massive advertising business.
So is Google.
If it's direct sales, it's direct sales.
If it's a game and you're selling in-app add-ups,
that's fine.
Just say it.
Don't run away from this sentence.
It only has to be one sentence long.
Where founders get tricked on how will you make money
is they say, well, we're going to run advertising,
maybe some virtual goods.
We're going to figure out how to do this
and maybe this and maybe this.
Well, now you're saying nothing.
Now you've told me you have no idea
how you want to monetize this.
This was a checkmark that I just wanted to write.
Oh, they know how they're going to monetize.
Instead, I'm writing a big question mark.
So do the thing that everyone else in your industry
does to monetize 95% of the time.
Say it and move on.
Like, it's totally okay.
No one's going to hold your feet to the fire
and say three years later, you didn't monetize this way.
But it's much better to be clear and concise
than it is to start spouting out every single way
your company can make money.
The next one is team.
I think that this answer is actually really clear.
I think you're trying to do two things.
If your team has done something particularly impressive,
you need to call that out.
We were the founders of PayPal.
Probably want to say that.
We were the founders of Amazon.
Probably want to say that.
So if you guys have done something
that has made investors money, you want to say that.
If not, then please don't go on
about the awards your team has won or the PhDs or the,
I don't care, I don't care.
What we want to hear is how many founders.
Hopefully between two and four.
What we want to hear is how many of them are technical.
How many engineers versus business people.
Hopefully it's 50-50 or more engineers.
What we want to hear is that
how long have you guys known each other?
We don't want to hear you guys met
at a founders dating event three days ago.
Ideally, you've known each other
either personally and professionally
for at least six months.
We want to hear is that you're all working full time.
It's really helpful.
We're all committed to this business.
And what we want to hear is how you met.
That's it.
You can get in and out of that two sentences very easy.
Your only way to build credentials
is if you've accomplished something.
And with an investor, typically,
it's if you've accomplished something
that's made someone some money.
So don't try to over-inflate yourself
if you don't have that stat on your resume.
Move on.
The more you talk about a bad thing,
the worse it looks.
So the last one is the big ask.
When it comes to this,
and you have to figure out
whether this is a conversation
that involves fundraising or not,
what I tell people is this is the time
where you kind of have to know
what you're talking about.
This is a time where you have to know,
are you raising on a convertible note?
Are you raising on a safe?
You have to know what the cap of that safe is.
You have to know how much money you're raising.
You have to know what the minimum check size is.
These are things where if you don't know these things,
investors are going to be like,
oh, these guys aren't serious,
or they haven't done their homework.
So whereas in the rest of this whole thing,
you shouldn't use any jargon,
in this part, you shouldn't just be like,
oh, we're just raising some money.
Now is time to actually use
a little bit of that jargon.
If you don't know that jargon,
Google search it.
It's real simple.
You guys will learn it fast.
So that's it, by the way.
That's all your pitch.
Done.
Game over.
Now you let them talk.
So when to fundraise?
I think this is so important.
You've got this little growth graph here.
Investors like to invest based on traction.
And so literally, it's always better to raise money
when you've got more traction than less.
Oftentimes, though, you guys will be in the situation
where you're just starting,
or maybe you just launched.
So what you need to do is you need to think about
how do you flip the equation?
Your entire mindset should be,
typically, you are the ones asking investors for money,
and therefore, they are strong and you are weak.
How do you create a scenario
where you are strong and they are weak?
That's where you want to be fundraising.
So first, how do you know that you're strong?
If investors are asking you to give you money,
you're strong.
That might be a good time to start fundraising.
If investors aren't asking about giving you money,
are you talking to people about your startup?
Or are you running super stealth?
If you're talking to people about your startup
and you're getting the word out,
either that's through the press
or just through talking to your friends
or people you know doing startups,
that's a good way to kind of start feeding that.
The second thing is have you created a plan
so that you can launch and grow
without needing to raise a bunch of money?
95% of the startups that I meet
can get a product to market
with a very, very little bit of money.
So never put the investor in the ultimate position of power.
We can't do anything until you give us money.
You always want to flip it around.
You always want it to be,
this thing's moving.
We all left our jobs.
We're all working full time.
And it's moving.
If you want to jump on, great.
If not, there are a lot of angel investors.
That's the attitude you want to have.
That's the confidence you want to have.
If you need money early,
always plan for needing less money
and always be able to show
that you've got a fully committed team
that's working fast.
That's going to be how you gain an advantage
when you can't show traction.
If you can show that investor
that you haven't launched yet
but you've done eight months of work
in one month or two months,
that you've got a great team
that have all quit their jobs
and they're totally committed,
you get some of that advantage back.
But you don't get all of the advantage
unless you're launched and growing.
So something to keep in mind.
Finally, how to set up investor meetings.
This is really, really simple,
but I'm surprised at how many companies
don't get this right.
The first is you want a warm introduction
from another entrepreneur, preferably,
or a previous investor of yours.
That's where you want to start.
If someone who's passed on your company
as an investor offers you
to make introductions,
that's kryptonite.
Don't touch that.
So first, warm introduction.
Very simple.
You don't want to cold call these people.
You don't want to bum rush these people.
The credibility of the person
who's introducing you to an investor
is a big part on whether an investor
will take that meeting.
Second, think in parallel.
So many people that I meet
will run the fundraising,
this super slow process.
We met with one guy this week,
we're going to schedule a meeting
with another guy next week,
another guy three weeks from now.
When you're fundraising, you're on.
It's a sprint, it's not a marathon.
So you want to schedule all of your meetings
during the same week.
It's extremely hard to do,
but here's one trick that I love.
Tell when you're emailing investors,
you're getting those warm intros,
the investors email you back,
you say, hey, we'd love to set up a meeting,
but we're building like crazy
for the next two weeks.
So can we set it up in that third week?
Right?
So then you've emailed everyone that, right?
So everyone schedules that meeting
three weeks out.
It's better for them
because their calendar's open.
It's better for you
because you've got all your meetings
in one week.
And also, what did you do?
You hinted, hey, I'm not desperate
for the money, we're building.
Like, I can meet you in three weeks,
but we're building, we're busy.
Like, it's signaling all of the right things.
So, that's the best way
to kind of go about
how you're gonna do that.
The last thing is,
one team member should be invested
in fundraising full-time.
It shouldn't be something
that takes over the whole company
because it's very, very distracting.
So, with that,
let's kick it off
to the next part of this.
Who am I handing it to?
Hi.
So, my name is Dalton Caldwell.
I'm one of the...
The camera can get us here, okay.
Yeah, I'm one of the partners at YC,
and one of the things
that we're gonna do today
real quick is a mock pitch.
And, first of all,
I know this is a bit contrived,
but this is,
in this format of like a college class,
we're gonna do our best
to have fun
and kind of demonstrate what it's like.
And I realize there's a million reasons
why this, why you could say,
oh, this isn't realistic
of what pitch is really like.
But, you know, again,
there's a lot that we can show you.
Just in terms of my background,
over my career,
I've raised 85 million
over several companies.
So, I've sat in a lot
of investor meetings,
and so I'm gonna be pulling
as many things as I can.
So, again,
we're just gonna try to show you
something to talk to
and use it as a learning session.
And you already did your intro
earlier, Kassar, right?
It's, yeah, I mean,
I've done a couple startups,
yada, yada, yada.
So, we're gonna do two pitches
and we're gonna go through them
pretty fast.
As Michael said,
these tend to go fast.
So, let's go dive
into the first one.
Okay, so, Kassar,
I understand you're coming
to pitch me today.
What can you tell me
about what you do?
So, we're building
a communication platform
that will allow, you know,
businesses and consumers
to collaborate
on one single platform
rather than the kind of
fractured state
that they're in right now.
I don't know.
I don't follow.
So, like, think about, like,
what WhatsApp or Snapchat
does for consumers.
We want to do that
for businesses.
And so, what the...
I have to do this
with a straight face.
What that means is
we want to enable consumers
to talk to businesses.
That's really the goal
of our startup is.
I still don't...
So, who uses this...
What does the product do?
So, I mean,
it's for consumers and businesses.
It's a messaging product.
It allows consumers...
Why would a consumer
want to use your product?
Because they want
to message the business.
Okay.
Well, okay.
What can you tell me
about the market
or what the opportunity...
What's the size of this?
How big is this company get?
Messaging companies
are very big.
Obviously, WhatsApp sold
for, like, $19 billion.
And Snapchat is, like,
really growing
very quickly as well.
So, we, I mean,
we think the opportunity
is very big.
Okay.
So...
Okay.
Can you tell me a little bit
about your traction,
your numbers?
Like, have you given
this to people yet?
Yeah.
I mean, we don't want
to kind of open the kimono
and kind of go into
all the details here.
I kind of had a high level.
We're live.
We definitely have
thousands of users
in the Bay Area.
Hundreds of businesses,
you know, have kind of...
Can you tell me
who some of those businesses are?
There's ones that you've been to.
We don't really want
to get too much
into the details
because, you know,
we're still early
and we don't want, you know,
we're trying to stay style.
Okay.
Well, can you tell me
about what you've learned so far?
What insights that you've had
from these customers?
The consumers are sending
messages to these businesses
and we think that's great.
So, and these businesses
are responding to the messages
and we think that's, you know,
I don't think that's obvious
that that would happen.
So, can you tell me
about what your business model is
and how...
Yeah.
So, we charge businesses
like a monthly rate.
We haven't precisely figured out
what that is.
We've...
Right now, we're free
for the, you know,
few hundred companies
we're in right now.
But we're looking to probably
do a monthly subscription.
How much do you think
a business would be willing to pay?
We think certainly
$10,000 to $15,000 a month.
Okay.
So, anyway,
can you tell me a little
about your team
and who you have working on this?
Yeah, there's...
We have five founders.
Technically, I'm the only one
who's full-time right now.
The...
We're raising money
so we can get, you know,
the rest of the team on board.
Yeah.
That's...
Can any of the founders program
or...
Yeah, yeah.
I mean, we have...
I mean, one of them
is a bio PhD,
but he's like,
he's really picked up coding.
The...
I mean, I'm a Python developer.
I did learn Python the hard way.
Oh, look at the time.
Well, it's been really great
meeting you.
Yeah.
Please keep me in the loop.
This sounds fantastic.
I will.
Just keep me in the loop
as the business progresses.
Yeah, I'll send you an update.
Great.
Okay.
That was awful.
All right.
That was awful.
Okay.
So, let's just go through.
So, that was obviously not strong.
So, let's just talk
about some of the mistakes.
So, first of all,
you need to make sure
the person you're talking to
knows what you do.
This seems really simple,
but it's not.
This seems simple, but it's not.
So many times,
people get flustered,
they get nervous,
and they start talking really fast.
And there's no way
you're ever going to convince
anyone of anything
if they don't know
even what your app actually is.
You have to know your numbers,
obviously,
if you're very vague or evasive.
Like, don't even have a meeting.
If you don't feel comfortable
telling an investor
what your numbers are,
don't even meet with them.
It means you're not ready yet.
Right?
For market size,
try to give some plausible
bottom-up analysis,
and don't just name drop
big companies
that aren't even really related
to what you're doing.
People tend to do that a lot.
Try to have insights.
Try to convince me
that there's something
that I don't already know
about the market
that I learned talking to you,
rather than just
what everyone knows
about what the market is.
Right?
I learned nothing
during that particular pitch.
Also, the team,
just like,
why are you working on this?
Why are you suited for it?
It's a good thing to do.
And finally,
like, he didn't drive
the conversation anywhere.
Like, obviously,
that went poorly,
and he just let the conversation
just like flail around
until I cut the meeting
because we ran out of time
as fast as I could.
So, anyway,
that was not a good pitch.
So, let's try that again.
Okay.
All right.
Let's do this.
Okay.
All right, Kassar.
Well, so I understand
you have a company,
and can you just tell me
a little bit
of what you guys do?
Yes.
So, we're a messaging product.
We allow,
and that sounds kind of vague.
So, what we allow you to do
is essentially
message a location.
So, when you walk
into a crate and barrel,
you can send the crate
and barrel manager
a message like,
hey, there's puke
in the hallway.
Or if you're at the airport,
I'm trying to find
this specific gate
because I'm not at this airport.
Where is, you know,
where's the terminal for Virgin?
Or if you're at Target,
what aisle is Target?
So, is this a mobile app?
Yeah.
So, on the consumer side,
we have iOS and Android app,
but really getting consumers
to download apps
is obviously very difficult.
Yeah, I don't usually
just download apps
to send a message
In most businesses,
we have a call to action,
which says
text the owner directly.
We've tested actually
a bunch of copy
that works the best.
In small print,
we have the messages
that are anonymous.
It also lowers the barrier to entry.
I think the most
counterintuitive thing
we've learned
in the kind of launch
that we've had
is that we're in 350 locations
in the Bay.
We've been doing this
for about three months.
We're about 11%
weekly growth rate
in terms of acquiring businesses.
But the most counterintuitive
thing that we learned
because we weren't
actually sure is
will people send messages
when they walk into it?
Do people send messages?
And they do.
What's the number one
type of message that people
send?
So, originally,
we started this product
off thinking this was
going to be like
in-location feedback.
That was the premise.
In-location feedback.
What we found is
more than half the messages
are actually not about
feedback at all.
They ask things like
we were in this location
in San Jose,
this kebab stand.
Father and son.
It's just a take-out place.
And we saw a message
that went through
that said like
are you hiring?
And that's like
very strange because
you would think
why wouldn't you
just ask the owner?
But we realized that
we know this is the owner
and the person
who's walking in doesn't.
And so they do prefer
to actually just
text the owner
because they think
that's an easy-
Okay, so it's like
a suggestion box
or it's like a way
to just message
the business.
That's not what it was.
But what we actually
discovered is
vast majority of the-
I shouldn't say vast majority.
Over half the messages
are actually just things like
when do you open?
When do you close?
Because that's not on Google.
Are you catering?
Do you have any
reservations available tonight?
Okay, okay.
Well, look.
In terms of your traction,
it sounds like you said
you had some businesses.
Like tell me about
what you guys have right now.
So we have 350 businesses
all from San Jose
to San Francisco.
We sold them ourselves
as three founders.
We're all technical
but we actually did
all the sales
because we learned a lot
about how these businesses work.
We actually come
from a retail background.
We originally built this product
for large enterprise players
like Starbucks and Walmart.
But we recognized
that closing those contracts
and our limited amount
of runway
wouldn't really be possible.
So we wanted to get
the product in the hands of users
so we did SMBs.
And that's when we discovered
hey, this messaging product
is really missing.
Okay, that sounds interesting
and it sounds like
you have some customers.
How could this be big though?
Like okay,
maybe you can get
a couple thousand stores.
In terms of numbers,
we see one and a half messages
on average
per location per day.
That might not sound a lot
but for a business
that's getting 30 messages.
You take like a Yelp review
or a Google review,
in a lifetime of business
they might get five or seven.
So they're getting
a huge volume of messages
relative to what
they tend to experience
and they're private
so they're not public.
So in terms of
how do we actually make money,
it's not, you know,
frankly speaking
we don't have
a very clear answer there.
The two paths are
the SMB side
or the LCS side,
the large customer side.
Large customers,
we know from our retail experience,
just regular feedback tools.
Our three to four million
per year,
so like a Sears
where we came from.
SMBs we've tested
are willing to pay $50 a month.
So, you know,
certainly I think
this can be a large business
and there's clear ways
to make money.
I can see that.
Just a couple things,
like can you tell me
about your distribution strategy
and also just a little bit
about the team.
Yeah, so distribution,
so the thing that we learned
in selling these SMBs
is it's really freaking hard.
The formula,
LTV minus CPA,
lifetime value
minus cost per acquisition
of an SMB
is never going to work out.
And so we have two solutions.
One is to go upmarket
like we originally planned
the Starbucks and Walmarts.
Or two is actually
essentially pair with
consumer facing companies,
Yelp, Google, Facebook.
Have you been talking to them?
Do they actually want to do it?
Yeah, so we've talked to Google
and Facebook.
We're meeting with Yelp.
What we basically want to do
is every time you search
for a business,
there should be a message button.
We want to get consumers
in the habit of knowing
they can send essentially
a text message to any business.
That can help us
get broad distribution.
Our real vision is to become
kind of that infrastructure,
that messaging infrastructure
between consumers and businesses.
If that doesn't work,
let's say Google, Facebook,
and Yelp don't want to give up
that valuable property,
it's really an ad unit.
Okay.
We do want to just sell this
as a feedback tool
to large players.
All right, can you tell me
a little about the team?
We're running low on time here.
Yeah, there's three of us.
All technical.
Mike and I did a company before.
Sonny is a ex-Google engineer.
We come from retail.
And our first startup
was a failure.
So I don't know if that's
good or bad,
but we've worked together
and yeah, we're all technical.
We've built everything ourselves.
And we sold everything ourselves.
Okay.
So we've already had
a couple of conversations
with your firm.
We're raising $500,000
and an $8.5 million
convertible note.
Of that $500,000,
$250,000 is committed
by Mike Maples,
Elad Gil,
and Aiden Sinkett.
And Mike, with Floodgate,
is willing to fill the round.
We think particularly you
and your firm
can bring a lot to the team
with your retail experience.
Is this something
that's interesting to you?
Yeah, you know,
I think this is really interesting.
I mean, I would need to talk
to a couple more folks
on my side,
but I do think this
could be pretty big.
Yeah, since we've had
a couple of conversations before
and we're certainly
willing to meet again,
we are closing a round
this Friday.
And so certainly take time
and let your other partners know.
I'll be available
between now and Friday.
I'll give you another call
before Friday before
we close the round.
But we'd love to actually
see you in the round.
Okay, well sounds good.
I gotta go,
but thanks for that.
Great, thanks.
Okay.
All right.
So very different type
of conversation.
Yeah.
So do you have a quick...
Yes.
So in terms of that one,
you know,
some key points here
is try to actually tell
a narrative that makes
sense to people.
You notice there was
narratives there.
I was talking about people,
how they really use it.
We're able to tie it down
to the real world,
which is good.
He was able to demonstrate
insights and actually tell me
something I didn't already
know about the market.
Like there were some
tidbits there.
It was more of a
collaborative meeting where
it felt more like a
conversation than just like
I was interviewing him
about something,
in my opinion.
He actually asked for money.
And this is the other key
thing,
is at the end,
you saw I could have
easily just been like,
okay, gotta go.
But he did talk about
fundraising,
as Michael mentioned.
And he was able to provide
all the context and all
the questions I would need
to actually have a serious
conversation with him.
If he was cagey about it
or shy about it,
and he didn't know
and not clear on the
numbers,
that there's a very good
chance that,
you know,
I probably would have
just ended the conversation
due to time pressure.
Yeah,
it's interesting.
We sit on the other
side a lot.
You really,
you can tell when people
are very passionate and
know their business very,
very well.
And that's what you
have to become.
Okay,
so closing thoughts here
before we,
what you want to do
after the meeting,
before we get into Q&A.
We're running a little
short on time.
After the meeting,
the first thing,
just like Tyler said in
the sales things,
follow up.
This is,
this is important.
And anything other than
a check or wired funds
is a no.
So they say,
we got to keep talking
to partners.
I assume that's a no.
And so you do want to
put some pressure.
The way that you can do
that is get deal heat.
A deal heat is just a term,
which means there's a
demand for you to be
in your round.
This is the easiest way
and an important way
to actually drive up
price,
et cetera.
Due diligence on the
investors.
So let's say you have
that 500,000 raise
for your seed round
on the 8.5 million
like we used in this
example.
Due diligence on investors.
If you do find out,
I do due diligence on
Dalton and I find,
hey, he's actually
not a great investor.
I can't get Elad
or Mike Maples or whoever
to actually fill
the rest of the round.
It's surprising to us
how many entrepreneurs
don't do this.
You would,
it's like you would
actually spend a lot
of time hiring somebody.
You're selling a
part of your company
to somebody.
You should know
who you're selling it to
to make sure they,
you know,
they're the type of
people you think
they are.
Uh,
and then last,
um,
know when to stop.
So some founders get
so good at fundraising,
they just want to do
it all the time
because it's much
easier to do than
actually building the
company.
Uh,
fundraising does not
equal success.
And just because you
fundraise does not
mean you succeeded
and nobody realizes
that.
And I'm,
we say this and
we'll say this now,
but I'm sure everyone
will still equate
fundraising success
and read about
someone's fundraising
and assume that
means they're successful.
My,
my,
my guess is,
my intuition is why
this is the case is
because a lot of smart
people their whole life
they've like applied
to good schools and
applied to good jobs
and they,
they just think
fundraising is another
like application that
they can just kind of
check off.
Yeah.
And building a company
is much more ambiguous
but anyways,
that's,
uh,
that's the session.
I don't know if we
have time for,
oh,
just under,
underlining that.
Build your company.
Fundraising is not the goal.
Can you guys just stick around
for a few minutes
after I answer questions?
Sure.
Yeah,
we can do that.
Alright,
thank you guys very much.
That was great.