00:04good morning thank you we have a lot to
00:11do today so I'd like to get my way my
00:15part out of the way as quickly as
00:18possible good morning again and welcome
00:21to our second day of start-up investor
00:22school my role is a little bit more but
00:27not much more than telling everyone not
00:28to park over there so don't park over
00:30there there's other parking apparently
00:34there's a lot of parking behind 3:35
00:36there's parking here and there's parking
00:39on the street or you know there's this
00:41great services called uber and lyft they
00:44work really well too so we we had our
00:47you know startup growing pains yesterday
00:50a few things went a little bit wrong the
00:52toilets backed up of course the coffee
00:54was lukewarm and the the live stream was
01:01almost invisible maybe that was actually
01:03a feature since I was the first person
01:04talking and it got better after that
01:06I think we've corrected all those I I
01:08can at least testify to the fact that
01:10the coffee is now hot hopefully the
01:13toilets are working but I think we've
01:16got that figure it out so as a reminder
01:19can you put the the it's a reminder if
01:24you have questions out in livestream
01:27world you can tweet them to YC sis or
01:32with hashtag YC sis there's also now a
01:34slack channel for those of you who are
01:36here in person I think you've all been
01:39invited you can ask questions there's a
01:41there's a there's a slack channel for
01:42just communications between you guys and
01:45a slack channel for questions you can
01:47ask questions and then up vote those
01:48questions and we will hopefully get to
01:51some of them time time willing I will
01:54also go through all the questions
01:55afterwards and try to do a piece
01:58answering the questions that that that I
02:01can answer so there will be wine and
02:08beer on Thursday that's my big
02:10announcement yes wine and beer small
02:13for networking for you guys and I don't
02:17know how much time but I guess depends
02:19on how much wine and beery there are
02:21there are four that there was some
02:24really great feedback helpful feedback
02:26from you guys probably the biggest thing
02:28everyone said is point we'd really like
02:30to have more community in and we'd
02:32really like to be able to network mark
02:34and a few others sent me more detailed
02:36information about how we can do a better
02:38job of helping you all network we get
02:41that so so far we have a slack Channel
02:44and we'll think about that I don't know
02:47how much progress how much change we'll
02:50make during this version of start-up
02:53investor school but we really appreciate
02:55that feedback and we obviously take it
02:57really seriously I will point out as Sam
03:01said yesterday that one of the worst
03:04things you can do as an investor is to
03:06be sheep don't follow other investors
03:09the best investment decisions you'll
03:11make are the ones that other people
03:13aren't making like you know when people
03:16come by with really stupid ideas like
03:18you know having air beds in uh in
03:21someone's home after a conference stupid
03:24idea right no one's going to invest in
03:25that one except for you and then you'll
03:27make a billion dollars and then you can
03:28laugh so we covered a little bit about
03:35you know Sam's introduction and then a
03:37lot more about safes and and and how
03:40people do startup investing we're gonna
03:43cover moral today on the how so I'll get
03:45back to that in a sec just a quick word
03:47on on equities versus safes it's a very
03:52complex on the surface it seems like a
03:54simple topic is you heard yesterday it's
03:56not actually rather complex why would
03:58you do a safe well because it's simple
03:59it's easy it's fast and it's cheap it's
04:04better for founder's but there's a
04:06little hair we admit that it's sometimes
04:09hard to know what happens with the
04:11dilution there's tools there angel calc
04:13is linked on the site but we'll also put
04:16up I don't have it up yet but we will
04:18put up a spreadsheet if for those of you
04:20who are more comfortable with old
04:22fashioned tools and we and you'll be
04:25able to model cap tables and conversions
04:28conversion it's circular and so yeah you
04:30know it's it's it's kind of bizarre but
04:32we actually do have a spreadsheet that
04:33helps you figure that out
04:36so dilutional can be a little weird to
04:38understand and it is important to
04:40understand it all four founders and
04:42obviously for investors as well okay so
04:46with that we're going to get to the top
04:48today and I am actually really excited
04:50myself to to listen today because
04:52hopefully I'm going to learn something
04:53about how to be a better investor
04:55because I have made many mistakes and
04:59you guys want to corner me later I can
05:01tell you about a few dozen mistakes that
05:03I have made so the topic really today is
05:06overall how to make smart investing
05:09decisions how do you do that well it's
05:14simple all you have to do is make
05:17correct predictions about the future
05:18easy right well the way you start off
05:23deciding whether to invest is you find
05:26companies you meet you you want to you
05:28you think you're interested in and meet
05:30with them so our very first presenter is
05:32my my friend and partner Dalton Caldwell
05:34who is the founder of a couple of
05:37companies imeem in app net he's been a
05:40founder YC a partner YC for four years
05:44now he knows a lot about many things he
05:48my favorite quote from Dalton because
05:52it's one of the few I could find but
05:53it's a good one is if someone tells a
05:55coherent story with the beginning middle
05:57and end explaining what their product is
06:00what's it does just that
06:04so here's Dalton Caldwell to talk about
06:07founder meetings thank you hi how's it
06:15goin so I'm going to be talking about
06:18founder meetings and process so this is
06:21the we're gonna break down how you think
06:23about making investments and how
06:25tactically to do it and we have lots of
06:27examples of you know maybe not the best
06:31approach the naive approach we'll talk
06:32about those so so let's get into it
06:35let's talk about the first principles
06:38everyone needs a process even if your
06:42is I have no process that I've never
06:43done this before and I don't know what
06:45I'm doing that is in fact a process I
06:47would suggest so I would encourage you
06:49and what we're gonna talk about over the
06:51next few slides is to think about how
06:53you make a simple simple simple process
06:55for yourself just to get started with on
06:57how you make investment decisions right
06:59how you choose who to invest in how much
07:02to invest all this good stuff it's it's
07:04good to have the process it's good to
07:06have some sense of what your process
07:07funnel is and I'll talk about what that
07:09means in a second and I would argue one
07:12of the most important parts of a process
07:14is the face-to-face meeting the
07:16face-to-face meeting is pretty much
07:17where everyone that's done a lot of
07:20investing that's that's the meat and
07:22potatoes of how you tend to make
07:24investment decisions you do a bunch of
07:26qualification and then the face-to-face
07:28meetings are where you decide whether
07:30you're actually going to invest or not
07:31so we'll talk a bit about face to face
07:33meetings as well okay so here's a very
07:37basic process funnel it's just it's just
07:39like a sales funnel right you're gonna
07:42have some leads this is people that you
07:43might want to invest in it's maybe
07:45things that you read in the press it's
07:47people you see at demo day you know very
07:50you have intros these are folks that you
07:52have actually have some introduction to
07:54and you have some exposure to the
07:55company you do some qualification you
07:58know for instance is this even in an
08:00industry that I'm interested in or is
08:03this something that I'm excited about
08:04funding does this fit with whatever
08:06kinds of companies I said to myself that
08:08I wanted to fund so that's some very
08:10basic qualification then you have some
08:12decision-making process which is how do
08:14I decide whether I'm a yes or a No
08:16which is actually quite tricky and then
08:18finally the last bit is actually making
08:20the investment and and closing the deal
08:22right so again very straightforward just
08:24like a sales a sales funnel if you've
08:26done sales before but it's worth
08:28thinking about your investment process
08:29this way because again if you're not if
08:31what you're doing is saying well I don't
08:32know I'm gonna take some meetings and
08:34you know maybe and you have a very
08:36wishy-washy approach you you're probably
08:39not gonna make optimal investment
08:41decisions so here's an example of a
08:45process funnel the first thing is
08:47actually good to think about what your
08:48budget is I don't know if other folks
08:50have already talked about this or will
08:52talk about this but if you don't know
08:55you want to invest in what your budget
08:56is you're probably gonna be making
08:58suboptimal decisions so it's good to
09:00think here's how much I'm willing to
09:02invest across a bunch of startups
09:04beforehand versus being like well you
09:07know I have some money saved away and I
09:09was thinking about maybe doing something
09:10else with it but I'm gonna meet with
09:11some startups and maybe if three or four
09:13of them can convince me it's good then
09:14I'll invest in them that's a really
09:17tricky thing to do if that's the way you
09:19think about it because you're gonna end
09:20up negotiating against yourself and
09:22there's a good chance she'll end up in
09:23this wishy-washy maybe land and
09:25wishy-washy maybe land is just not a
09:28great place to be as an investor so say
09:31you you decide okay I have a 500k budget
09:34per year that I'm going to allocate to
09:36this asset class and I've talked to my
09:38wealth manager or whatever and
09:39everyone's on board with this I've
09:40talked to my significant other and this
09:42makes sense of to make this financial
09:44decision and so the way I'm going to
09:46stage out this is do a certain number of
09:48investments you know if you're gonna do
09:50it off YC doing it you can it's pretty
09:51straightforward you show up to demo day
09:52and you pick the five companies you
09:54would want to invest in but if you don't
09:56want to do it through YC demo day you
09:57want to allocate it in other ways put
09:59that on a calendar and then think about
10:02what is your the pass rate of your
10:03process funnel going to be for instance
10:05in this case that's about picking five
10:10out of your favorite twenty right so you
10:12probably don't want to meet with a
10:14hundred and fifty companies if you're
10:15only going to be making five investments
10:17probably not a good use of your time or
10:20the company's time so you want to do a
10:21little bit more on the qualification
10:23step on the other hand if you want to
10:25make five investments and you only meet
10:26with five companies probably you're not
10:28gonna be making optimal investment
10:29decisions so I would think a little bit
10:31I'd work backwards from what your
10:33financial commitment to making
10:36investments are to how you decide how
10:39many leads to qualify how many meetings
10:40to actually do still with me all right
10:45so let's talk about how you actually
10:46make a decision once you've gone through
10:48this this super basic funnel bit the
10:52most important thing is to have a
10:54process in your own mind about how you
10:56will make decisions you need to
10:58negotiate with yourself of what does it
11:00mean to make the decision to actually
11:02write the check right what what is my
11:04burden of proof to be convinced by the
11:07founder that I want to invest in their
11:09there's some criteria that you should
11:11decide ahead of time and again it's good
11:14to actually think about these things
11:15versus ending up in this wishy-washy
11:17land where you're doing meetings you
11:18don't even know what you're looking for
11:19you're not even sure you also want to
11:23think about how many meetings or
11:24interactions it will take for you to end
11:26up with a yes or no something that we
11:29see a lot as an anti-pattern
11:31in investor behavior is folks that just
11:33do meeting after a meeting after meeting
11:35after meeting and don't ever make a
11:38decision and that's actually worse for
11:40founders than just saying no right the
11:42the investor that just wastes a ton of
11:45time and feels like they're just on the
11:48edge but never say yes that's very hard
11:52for a founder to deal with that and so
11:53it's actually better off just to figure
11:55out what your process is and if you're
11:56maybe that's that's probably no tell
11:59them no and move along that's a much
12:00better way to run a process like this
12:02the other thing that sometimes happen is
12:04someone will say yes but not actually
12:07Sadie and mouth are going to commit or
12:09they will say yes and then change their
12:10mind and please do not do that this is
12:14this is very important stuff and you
12:17know if you're new maybe you're not used
12:19to making decisions but once you make
12:20that decision that you say yes and you
12:22commit you are fully committed and
12:24trying to back out of the deal after
12:26committing is a huge faux pas and will
12:29you know have far-reaching negative
12:32reputational effects so once you reach
12:35this decision you're in and that's that
12:39so let's talk about what the criteria
12:41are to make investments it's really good
12:45if everyone has in different investment
12:48criteria that's really excellent we want
12:51everyone to have different investment
12:54criteria otherwise what's the point of
12:56having a bunch of investors that just be
12:57there just be a computer that does the
12:59math you feed in the four inputs and
13:01boom that's a yes or no and then the
13:03money goes in right this is an example
13:05of sort of a wisdom of crowds type thing
13:07where a bunch of people with different
13:10criteria are much more likely to find
13:12really interesting outlier companies and
13:15generate great returns versus if
13:17everyone has precisely the same criteria
13:19so what some examples of criteria the
13:22straightforward one is the team the team
13:26is pretty important too I see that's
13:27definitely part of our investment
13:28criteria but you can make your own
13:30decision about just how important the
13:32team is and what does that mean how
13:34important is it that there are really
13:36strong programmers on the team how
13:38important is it that they have relevant
13:40experience in the industry they're in
13:41how important is it that you have some
13:44touch points that someone else you know
13:46knows them and about fruit pouches for
13:48them so it's a number of different ways
13:49that you can create in your own personal
13:51process different criteria around team
13:53market size is pretty important to a lot
13:56of folks for other folks marca size
13:58doesn't matter who cares because they'll
14:00right if you did a market size on the
14:05original air B&B thing it'd be very hard
14:08to determine with the market of air beds
14:09were and you would probably say no if
14:11you're purely looking at market size
14:13similarly something like uber the the
14:15market size of people Colleen black cars
14:17was very very small at the time and so
14:19you could have easily you know just
14:21qualified that just on that criteria
14:23alone traction there's some investors
14:26that say I invest when there's no
14:27traction there's some investors that
14:28invest lots of traction so think about
14:30where you come in on the on the traction
14:32criteria the other thing is that a lot
14:35of folks decide no on investments if
14:37they don't have the relevant expertise
14:39we have a number of bio companies or
14:42hard tech companies at demo day and a
14:43lot of folks just hard pass on all of
14:46because they don't have the relevant
14:47expertise and that's actually okay
14:49but it's good for you to know am I
14:51willing to invest in something that I
14:52have absolutely no background in or am I
14:56just gonna stay away from that and stick
14:57to what I know it's good if everyone has
15:00different ideas around that but it's
15:01worth thinking about beforehand how much
15:03you feeling like an expert in the field
15:04matters and then finally the last bit of
15:08some folks say oh I only pay very low
15:12some folks require certain amounts of
15:14structure and the deal or certain
15:16ownership goals and all the other good
15:17stuff and that's okay if that's what
15:19your actual model is but if you have no
15:22idea here it's worth thinking about a
15:24little bit how much the actual terms
15:27matter what often happens I mean you
15:32already heard groupthink you'll hear a
15:33lot of the sales again is
15:36the people's actual investment criteria
15:37is the thing that everyone else talks
15:39about and seems to think is gonna work
15:41is the thing they want to invest in and
15:43I would again suggest that this is not
15:45the optimal way to make investment
15:47decisions we see a lot so the other
15:53thing that's not great about groupthink
15:54just add a little bit more color on that
15:57is it creates non optimal returns
16:01everyone will just try to plow into the
16:04same deal and the company will end up
16:05being over funded if it's perceived by
16:07everyone if it's everyone's criteria and
16:10it's actually not super great for the
16:12company if it gets over funded investors
16:14tend a little get a little bit grouchy
16:16if they can't get into the deal and they
16:18all want to invest in it and as Jeff
16:22just mentioned really good investments
16:24are often contrarian or unfashionable or
16:27somehow are deeply unappealing to
16:29everybody else right those are the
16:31really good ones is that you see
16:32something that other folks don't and
16:34that that the fact that it's deeply
16:37unappealing is what creates such a great
16:40and so again why am i spending all the
16:42time bringing this up it's worth
16:44thinking about what your process is and
16:46knowing what it is versus having your
16:48process be I don't know I'm gonna go ask
16:5010 people what they think is good and
16:51whatever they what's ever on their list
16:53of what they want to invest in it's
16:54gonna be on my list too and I'm gonna do
16:56that for everybody and then end up with
16:57this like meta group think list that's
16:59how a lot of people from what I can tell
17:01do it and I would not recommend that
17:07something super important in making
17:09investments is having personal
17:11conviction you have to really believe to
17:17make this kind of bet you know you're
17:19putting the money in and you're probably
17:21never getting it back there is no undo
17:24button on making an investment and if
17:28you do not have the personal conviction
17:31and even when you say yes it's sort of
17:34half-hearted you're going to have a very
17:36hard time as an investor so one thing
17:40that we hear a lot of especially for
17:42folks that haven't done much of this is
17:43they say okay I'm in once you go find
17:46the rest of the round and this is the
17:49of cheap shots that you can possibly do
17:51because what you're actually saying is I
17:54would like an option that's guaranteed
17:56in year-round but I do not believe you
18:00can actually raise it if you prove me
18:03wrong and you raise it and all the other
18:05investors invest then I'm in and I can
18:09understand why from the perspective of
18:10an investor this feels like a super
18:12clever like ninja move but holy cow is
18:17this not beloved by founders and not
18:21great from a reputational perspective
18:23right these are the folks these are the
18:26Fairweather friends these are the folks
18:27that didn't actually believe in you and
18:29all they want is the right to get in if
18:32the deal happens to be hot because
18:34everyone else invests in it right and so
18:36perhaps you've said things like this or
18:38perhaps this is a you know things that
18:42have happened to pass I just I wouldn't
18:44I wouldn't recommend phrasing this way I
18:46would just say the honest answer if
18:48you're in this situation which is I'm
18:50worried about the financing risk so I'm
18:53a no but let's talk later if we if more
18:58financing momentum happens because then
19:00you're being explicit that the answer is
19:01actually no and not like oh yeah I'm in
19:03just go get everyone up just go raise
19:05two million dollars and I'll be the last
19:06check-in right that is not a great move
19:10and one other thing that's kind of
19:15interesting if you think about investor
19:16mentality is you have to be willing to
19:20look stupid and be wrong
19:21on these things if the only investments
19:27you make are ones that are super
19:28defensible and makes sense to everyone
19:30and that could never be made fun of
19:31because that's just a fantastic business
19:33you're gonna be missing out on a lot of
19:36investments and by having the personal
19:38conviction that you know why you're
19:39investing in the company you should be
19:42okay with the fact that people are like
19:44oh well what companies be invested in
19:45and they're like wait you've invested in
19:46the airbed company why don't they tell
19:49you like why did you invest in the
19:50airbed company right you have to be
19:52willing to take that potential
19:54embarrassment that you're like yeah I
19:57did invest on the era bedded company and
19:59and feel good about it and so this is
20:02one of the reasons why conviction is so
20:03versus just creating a portfolio of
20:05things that you think seem like that
20:10will make you look good from a
20:11reputational perspective so in terms of
20:16some anti patterns on decision-making
20:17that we see a lot one of them is just
20:20going really really slow disappearing
20:22for weeks not responding to emails not
20:24following up not great
20:27so I mean another anti-pattern is you're
20:30not really sure whether invest or not so
20:31you ask them to like meet your friend
20:33like hey meet my friend and you can keep
20:36doing this over and over and over again
20:37like oh me my other friend and that's a
20:40way to sort of defer making a
20:41decision-making process
20:42that's not not great the other thing is
20:45flip-flopping were you saying yes and
20:47you're like oh actually how about no or
20:50like how about you needyou this other
20:51thing and you're you're sort of moving
20:52the goalposts over and over again as I
20:59said a second ago the way you should
21:01think about is if you're not a yes you
21:04are no and you want to stay out of this
21:06middle flip-flopping I'm not really sure
21:10land and that's where you're gonna feel
21:12most of the time I know that's where I
21:14am most of the time when I make any
21:15investment decisions is you're just kind
21:17of in this like oh yeah this is maybe
21:18good and you're you want any kind of
21:21signal you can to get out of that and
21:23one of the piece of advice we tell
21:25founders run fund raising because they
21:27get confused so much by people see me
21:28interested in their company and not
21:30investing we tell the founders if
21:31they're not saying yes and giving you
21:33money it's a no because so many founders
21:36that we meet with when we ask them you
21:37know how it's going or how fun reason is
21:39going they say well there's a lot of
21:40interest okay well how many people have
21:45written checks well they're very excited
21:49they seem to really like the business
21:51and that is all the recipe for a failed
21:55fundraise is a lot of people telling you
21:57how much they like your business and how
21:58like exciting it is to talk to you if no
22:01one is writing checks it means it's not
22:02going well and so from the flip side
22:04from your side of the table if you're
22:06just meeting with a lot of folks I mean
22:07very excited and doing a ton of meetings
22:09but never actually saying yes you're you
22:11are telling them no whether you realize
22:12it or not right and then in terms of the
22:16actual meetings the best way to get the
22:17conviction is just to do meetings in
22:19person versus reading a deck or asking
22:22other people what they think so let's
22:24talk about medians very basic but just
22:32scheduling meetings in a non painful way
22:34will put you ahead of the pack from a
22:36lot of other angel investors being on
22:40time and picking a convenient location
22:41will put you ahead of the pack versus
22:43most angel investors I don't know why
22:45this is so I would just suggest part of
22:48being founder friendly and getting a
22:49good reputation it's just being easy to
22:51work with and not coming in across like
22:53someone that's just like thinks they're
22:56super awesome and important all the time
22:58and wants to just like rub it in the
23:00founders face how important they are
23:01right so this is like very basic stuff
23:03but I can't stress enough that doing
23:06these is definitely worth doing if you
23:08if you want to have a good reputation
23:09has a good investor or someone people
23:11want to work with in terms of things to
23:15ask in meetings it's always good to
23:16start from the basics to this day this
23:18is how we do YC interviews and we make
23:20all of our investment decisions is we
23:22ask we always start with the basics what
23:26does your company do who's on the team
23:28what progress have you made
23:30you know how much have you raised what
23:33terms you can get really complicated and
23:37complex on what you think you should ask
23:39and maybe that's okay at the end of the
23:40meeting but I would suggest always start
23:43in these meetings with first principles
23:44questions and making sure you understand
23:46the basics because it's not maybe you
23:49already saw their deck or maybe you
23:50already read about the company it's not
23:51necessarily about learning what you
23:55didn't already know it's about hearing
23:57the founder tell their own story in
23:58their own words and that's such a good
24:01reason to start from these first
24:02principles is you sort of want to forget
24:04everything you know and just hear the
24:05founders to tell their own story right
24:07and so this is how I'd always suggest
24:09starting a meeting is super basic
24:12questions and then only at the end do we
24:14get into advanced complex mode on the
24:18business if you want to do follow-up
24:22meetings say you're not yes or no after
24:24the first meeting and you want more
24:25information dig deep on the things that
24:29would give you either conviction to say
24:31don't waste time rehashing irrelevant
24:33stuff and one thing to look for in your
24:36own gut is if you feel more or less
24:37convinced the more you talk to the
24:38founder because it could be you hear
24:40about an idea you see their demo day
24:41pitch and it seems great and you're a
24:43yes and the more you talk to them the
24:44more you're getting lukewarm that is not
24:46a good sign that feels like a no right
24:48but if it seems kind of like mediocre
24:51and the more you talk to them more the
24:52more excited you get that feels like
24:54it's caring towards it yes right and so
24:57that's one good thing to look for is
24:58your gut reaction and if you can't get
25:01conviction that's a no in terms of how
25:05do you evaluate was that a good meeting
25:06or not are you exciting or energized and
25:10amped up out the business and you know
25:12just feeling awesome after you talk to
25:16the founders or are you feeling kind of
25:17like weirded out about it a really
25:20important question to ask is do you
25:22trust the founders Trust is super
25:24important and even if they're saying
25:26everything that's right but you come
25:29away with a feeling of not sure if
25:32they're telling you the truth
25:32that is definitely a red flag and a good
25:35sign that maybe you should disqualify
25:37them from your personal criteria right
25:39because it's possible for someone to say
25:41all the right things but your gut
25:42reaction is perhaps it's not all true
25:45would you want to work with their
25:46company hypothetically would you want
25:48them to be your boss can you imagine
25:49them running a really large company
25:51someday and having lots of people
25:53reporting to them that's a good criteria
25:55to think about and if things go not
25:59great which they often do are you
26:01willing to go through the hard times
26:02with these particular folks you're
26:03talking to that's a good thought
26:04experiment as well and so these are all
26:06the sorts of thought experiments that I
26:07would do after a meeting to decide if
26:09you're getting more or less conviction
26:13in terms of bad meetings one thing to
26:17think about is pretend that the investor
26:20meeting is your job interview where
26:22they're interviewing you for a job and
26:23not the other way around there's often a
26:25lot of power dynamic things of making it
26:28feel like the founder is like like an
26:33employee I guess and they are not an
26:35employee right you really want to feel
26:38like you're you're interviewing for the
26:40job of investor if they're startup and
26:42not that they're interviewing for the
26:45potential underling that wants your
26:47money and again just bad meetings have a
26:51lot in common a very common thing we
26:52hear a ton from founders is that
26:55investors that just look at their phone
26:56the entire meeting or otherwise act
26:58super distracted not recommended very
27:01basic but holy cow is that common that
27:03happens in a double-digit percentage of
27:05medians so just basic thing would not
27:07recommend and then the other thing is
27:09sometimes investors try to make
27:11themselves the center of the attention
27:11where they'll tell stories about how
27:13great they are and all the people they
27:14know and all these other good stuff just
27:17remember the point of the meeting is for
27:18you to listen to the founder to decide
27:20whether or not to invest you can build a
27:22rapport with them but to the extent you
27:23make the meeting about yourself I would
27:27just argue that's both counterproductive
27:29and probably not a great way to get a
27:31positive reputation among founders
27:33talking to each other another thing just
27:37to mention here is sometimes folks
27:38especially if they're new investors they
27:40want to differentiate by doing a lot of
27:42value-added services and so they'll use
27:44these meetings to just give a ton of
27:45product advice and tell the founder how
27:47they're doing everything wrong and how
27:48they need to redesign the website and
27:49like they need to change the name and
27:51they think their marketing strategy
27:52through and all this other stuff and the
27:54founder kind of has to take it because
27:56they're meeting with them and they want
27:57to raise money but man if you just blow
28:00them up with tons of advice on how to
28:01run their company for them that is not
28:05received well was what I would say also
28:09if you provide a ton of advice how their
28:11fundraising process is done and they
28:13should do it differently like oh you're
28:14raising on the wrong price and you
28:16should be doing this and you should
28:17never raise on a safe for like whatever
28:18it is that is not hopeful if you write
28:21them a check then your advice is a lot
28:23more valued but if you're just meeting
28:26with someone and it's a no and all
28:27you're doing is telling them how
28:28everything they're doing is wrong that
28:30is not value at right another thing that
28:33sometimes people do when they're trying
28:34to be value add is just do a ton of
28:36introductions like you know you do one
28:38meeting you don't invest in the company
28:39and you introduce them to like 20 people
28:41to seem really value add that is not
28:44value add that is wasting their time so
28:45the point here is you can easily do too
28:49much and that's actually worse than just
28:51being straightforward right and
28:53sometimes people are trying to
28:55differentiate themselves and create a
28:56name for themselves but this
28:57and stuff can really back for iron you
28:59if you're too heavy-handed with decision
29:03communication how do you say no what
29:07often happens with investors much like
29:10dating is they ghost the other party
29:13they they just never follow up the you
29:16never hear you do in a meeting with an
29:17investor and you know maybe the founder
29:20follows up with the investor hey how's
29:22it going what are the next steps never a
29:24response again that is not great I
29:28understand that it happens a lot but
29:30would not remit recommend it I would
29:32suggest you directly tell the founders
29:34that you will not be investing if
29:35possible if it's appropriate give them
29:37some reasons it's nice to know the
29:39reasons but you don't necessarily have
29:40to and the fact is in this business
29:44you're going to be saying no most of the
29:46time right that it just is what it is
29:48that's how the funnel works and so you
29:50need to be prepared to know how to say
29:52no to feel good about saying no and get
29:54practiced at it and make it part of the
29:55job if there's something about saying no
29:57that makes you very uncomfortable and
29:59unwilling to do angel investing I would
30:02suggest just breaking out of that habit
30:04avoidance alone is not great how to say
30:08yes say the moment you have conviction
30:11and you want to invest communicate that
30:13to them tell them how excited you are to
30:14work with them we have the handshake
30:16protocol which is covered on how to
30:18actually do this over email so there's
30:19no misunderstanding so follow that and
30:21then get the money get them the money
30:23sometimes things fall through where the
30:25investor says yes and then they ghost
30:26them for a while and the money actually
30:28never gets closed and the investor gets
30:30locked out of the round and there's a
30:31whole mess afterwards right so if you
30:33say yes and you follow the handshake
30:35protocol just invest declare victory and
30:38move on sometimes people say yes but
30:43then they introduce a bunch of weird
30:45stuff alongside of it so it's not
30:46actually yes so you know maybe if you're
30:50writing a huge check you can consider
30:52doing a term sheet or price Toronto
30:55things like that but if it's a very
30:56small amount and you're just part of a
30:58large syndicate don't make it hard it's
31:04only going to follow up the process and
31:06often the founders will just push back
31:08on all this stuff so sometimes people do
31:11new angel investors they try to ask for
31:13a bunch of extra stuff not great okay so
31:18that's it for this bit I think we're
31:19gonna do an example meeting now I have a
31:22company from the current batch who I
31:26already invested in so I guess that's a
31:28little bit biased but we're going to do
31:31just an example investor meeting where
31:33I'm gonna ask some questions and once
31:36we're done with this bit then we'll do
31:37some Q&A all right so let's do it okay
31:48so we'll do the intro in the medium okay
31:54how's it going so first of all just
31:56introduce yourself and tell us a little
31:58bit about what your company does okay
32:07hey I'm Ben I'm founder of nectar and
32:11nectow does is pee in a box so we
32:15basically help people create into
32:16service providers okay so let's be super
32:23specific so you make software yep and it
32:29lets people start Internet service
32:31providers exactly and this is a little
32:35bit context it I don't have it you
32:36simultaneously run your own Internet
32:39service provider and you have the
32:42ability for anyone to create their own
32:43using your software right exactly so why
32:47we started doing this is the problem of
32:50what we see is people usually hate their
32:53internet providers right the lowest
32:55product score and the reason why is
32:59usually people live under regional
33:01monopolies right their internet is
33:04either coming from a national telecom or
33:05a small town has basically Comcast as
33:09the only option and the reason for that
33:11is two things it used to be very
33:14expensive to start an internet provider
33:16and then the second part is it's
33:18actually really hard the amount of
33:20knowledge that you need to start and
33:22turn a provider is really high and I
33:24went through this my
33:25as I was trying to start my own which is
33:28when I realized hey the cost has come
33:30down dramatically you can use wireless
33:33gears that can deliver gigabits of
33:35service so you know with like ten twenty
33:39thousand dollars you can start your own
33:41internet provider and so what you need
33:45is the knowledge which is what we
33:47provide and that's the part that can be
33:48skilled so meta point part of the reason
33:51I picked this company is this is
33:53actually kind of a complicated pitch
33:55this is kind of a complicated business
33:56and it's inherently complicated and so
33:58there's a way that I could immediately
34:00get distracted and start talking about I
34:02don't know hey maybe you should rename
34:04the company like I don't even know but
34:06there's a million ways that I can end up
34:08down in the weeds before really even
34:10understanding what they actually do and
34:12so what I'm going to do here is actually
34:13dig deeper and make sure that I
34:15completely comprehend what the company
34:17does and hopefully folks do here I think
34:19probably people pulled out oh it's some
34:21kind of ISP thing and you know probably
34:23little bits and pieces but I would guess
34:25based on what we've heard thus far the
34:27mechanics of what they actually do is
34:29not completely landed for everybody is
34:30that true anyway yeah okay so let's dig
34:34deeper what exactly have you what do you
34:37have today what is the current state of
34:40yeah so we have our own internet
34:42provider that came out of beta
34:44January 22nd and we okay so you have
34:49your own ISP right that you guys
34:50yourself started using your own software
34:54okay how many customers do you have live
34:56with that isp we have 47 okay and it
34:59where's that located that is in southern
35:02parts of San Francisco and Bayview
35:07okay so again meta to zoom out here's
35:09what we here's what we've learned they
35:11have they're making some kind of isp
35:13company they have a first location in
35:16san francisco they have 50 customers for
35:18it and it's live now okay that what do
35:22we learn okay this is a real thing
35:24they're live they have customers are you
35:26guys some kind of experts like how do
35:27you know how to start a nice P like we
35:30we just did ourselves we figured out all
35:32the all the bits and pieces with help
35:35from basically community around because
35:37they're actually a lot of experts darn
35:39retired they're like the original
35:41dot-com people are volunteers okay so
35:46we're gonna okay so we kind of get that
35:47so then what's the big idea like why is
35:49this gonna be a good company like yeah
35:51so what what I have found is there are
35:54actual products that are out there
35:56that's basically an internet provider in
35:59a box right so it comes with the
36:01hardware and software but what it
36:02doesn't do is actually tell you how to
36:04use it how do how to be successful with
36:06it and how to actually start a thriving
36:09Internet provider which is every part
36:12that we will be helping out people who
36:14who use our service okay cool so so to
36:17zoom out a little bit and again because
36:18I'm familiar with the company what
36:21you're saying is that it's really hard
36:24to start a new ISP right your guys are
36:26gonna be able to build you have these
36:28ISPs in a box so that anyone anywhere
36:30could start their own local ISP right
36:33so now here's the important part why
36:34does that matter and why is this a good
36:36idea so here's my context a bunch of
36:39people have tried to start ISPs there's
36:41Google Fiber there's web past there's a
36:42bunch of money that's been putting into
36:43this this seems like a graveyard of bad
36:46startups what the heck is special or
36:48different about what you're doing
36:49oh yeah so it's actually really cool
36:52because I'm just reaching out to the YC
36:55Alumni community a lot of people have
36:57been trying to star in ISP and that
37:00we're actually helping them out and what
37:01they have done is they've taken out
37:03loans or put up their own buildings and
37:05their own communities where they
37:07gathered their own customer and put in
37:08their own capex and all we do is become
37:11their network operating center to help
37:13them set up and okay cool so again what
37:16I pulled out of here what would I be
37:18taking my notes are what I what I would
37:19continue to be pushing on is what you're
37:21saying is the big idea is that what made
37:23all these other startup ISPs not work
37:25and is that you needed tons and tons of
37:27money to put like fiber on the ground
37:28and so you're saying by making the
37:32software to help people start ISPs
37:35locally they'll put all the money up
37:37and so that you could scale very quickly
37:40well without having to raise hundreds of
37:42millions or billions of dollars to put
37:43in fiber right that's correct okay right
37:46okay and then what evidence do you have
37:49that that will actually work that you
37:52use their software use your software to
37:55start their own high speed and put up
37:56their own money yeah so evidence I have
38:00is you know we we we have two people
38:04who's signed on as franchise and you
38:07know they are and they have buildings in
38:10at least five cities that will be using
38:14us as a network operating center and
38:15will be you know powering their software
38:18the landing page their billing and
38:19customer management follow that okay
38:23cool so again to zoom out the version of
38:27this meeting that is a not great meeting
38:29is where I immediately get distracted or
38:31I immediately start asking questions and
38:32I never even understand what they really
38:34do because again like I said earlier
38:35this is a little bit complicated there's
38:36several moving parts here but I think my
38:39version of this that I can get the most
38:41excited about is I do think more aspies
38:44are good I know you you agree and an
38:46innovation of having in customers put in
38:49their own capital to create their own
38:50local ISPs it could be really big so one
38:53metaphor that I've talked about with the
38:54company in the past is in the same way
38:56that uber doesn't actually own any cars
38:59and Airbnb doesn't own any physical
39:03property you're going to be in
39:04high-speed that doesn't actually own any
39:06routers or fiber right right we we just
39:09own the rights to operate they're
39:11they're exclusive right to operate their
39:13hardware okay that sounds pretty good
39:15right so anyway so this is sort of the
39:17line of thinking that got me convinced
39:18that this is actually really interesting
39:20I can come up with a million reasons why
39:21this might not work but this does feel
39:24like in my opinion a fresh take on it
39:27and then I think last bit before we move
39:29out what's your guys why did you start
39:31the company like what was your
39:32inspiration here why are you working on
39:34this yeah so I mean my inspiration was
39:36kind of the frustration with most people
39:39with their internet is its 2017 why does
39:43you know Internet in 20 20 18 I started
39:49why is Internet's no problem right and
39:52then you dig deeper and you realize it's
39:53not really a problem for for large
39:55apartment buildings it's only a problem
39:57for you know rural areas or or suburbs
40:00areas where there's regional monopolies
40:03so how to combat this is to
40:05to basically increase the competition in
40:08these areas and there isn't one there
40:10isn't competition because it's it's
40:11actually really hard to start an
40:13internet provider yeah okay cool so
40:15again zooming out one more time for
40:16every by the audience this is not a
40:19company for everyone but if you're
40:21excited about ISPs and excited about
40:23taking on Comcast or you think it's the
40:26idea is you know you'd like to start
40:28this is that's a sort of angel investor
40:30there's gonna be like wow this is
40:31exactly what I'm looking for right and
40:33so it's okay if we think about our
40:34criteria every company is not gonna see
40:37him appealing to everybody but you want
40:38to ask the right questions to know if
40:40there's some some bit of this to get
40:41really excited about and so yeah I I was
40:44convinced after talking to them and you
40:48so that's it for this bit let's say
40:50thanks thanks man all right so time for
41:03Q&A before I do that I'm going to
41:05announce four cars that are in the
41:09parking lot yes this is my job there is
41:13a red prius license plate five sjd one
41:15two three a green Lexus
41:21it says hand symbol you know and Ari and
41:26I don't know there's a green Lex if you
41:27have a green Lexus a black Nissan 77 X
41:31FY eight nine six that sounds like too
41:34many letters and numbers and a black
41:36Tesla of course one Tesla seven BC t-888
41:44if those are your cars please everyone
41:48close your eyes please go move them
41:50right away thank you now let's do some
41:54QA and I will also for streamers be
41:57taking questions from YC sis and from
41:59the slack Channel all right great
42:02first yeah go for it
42:21yeah that's I think the questions lease
42:24option was what do you do when you agree
42:27to invest and then you lose faith in the
42:29company so there's some subtlety here
42:31one if you agree to invest hopefully
42:33your investment closed immediately
42:35versus the commitment hanging out
42:37forever because that that can be
42:38complicated and then in terms of the
42:41actual things that happens if the way
42:43that you lose faith in the company is
42:45what you find out is there a horrible at
42:46fundraising and they're just gonna like
42:48go out of business but they were like
42:50nice about it then you lost your money
42:53congratulations welcome to angel
42:54investing you can't get your money back
42:56just because someone didn't raise some
43:00other people but if someone does
43:02something very very very bad lies
43:04there's reason there's just reason to
43:07see that you were materially or deceived
43:08about the situation then I think you
43:12want to figure it out on a case-by-case
43:13basis I mean that's that's what we do
43:15like NYC we have a founder code of
43:18ethics and we do enforce that at times
43:21and it's for extreme cases of true
43:23deception on the other hand if someone
43:25that we invest in just doesn't have a
43:29good company well that that's that's the
43:31brakes and so to the extent that you
43:35ever experience someone that goes way
43:36beyond the line of what is a true breach
43:39of trust or conduct I think you want to
43:41yeah on a case-by-case basis talk with
43:44the founders talk with lawyers and
43:46figure that out and hopefully that will
43:47be rare hopefully that's where it's
44:12that's a great question okay so the
44:13question was how do you say no to
44:15someone if the actual answer is not you
44:19know not nice I don't know like if you
44:21just don't have faith in the people
44:23doing it so this is tricky I think you
44:25definitely want to say no and I think
44:28you want to say something like I was not
44:31convinced that this is that this is
44:34given the current strategy you're not
44:37you shouldn't say I think you're a bad
44:39founder well not say that but I think
44:42there's ways that you can conveyed that
44:44you just were not convinced in an honest
44:46way because that's basically if the team
44:48cannot convince you I mean how do you
44:49say this Jeff I think this is that's
44:51actually a great and one of the hardest
44:52questions we actually struggle this with
44:55it why see all the time because
44:56sometimes we interview people and we
44:59think it's a great idea but we just
45:01don't believe in the founders and that's
45:02the last thing you want to tell someone
45:04one because you might be wrong and you
45:06know you shouldn't stab someone in the
45:08heart too because that's not a good
45:09interaction right and let's just keep in
45:13mind though there are always a million
45:16reasons not to invest in a company most
45:19companies will fail and it's a lack of
45:23your own imagination if you can't come
45:26up with a reason why you're not
45:31believing in their version of the future
45:33and that's what you should that's what
45:35you should communicate to them I think
45:36the the bottom line is every interaction
45:39with the founder should be as helpful to
45:40the founder as it possibly can be and if
45:44you can't be helpful then just don't say
45:45it but if you can if you can find some
45:48way to help them even if the real reason
45:50is not that so much that but it's still
45:52valid I would use that there's always
45:54something yeah in the back
46:06so the question was what are the
46:07expectations for asking the founder for
46:10a deck or other data before the meeting
46:11um I think it depends on a case-by-case
46:14basis but let me tell you if it's like a
46:16regular YC company at demo day for the
46:20context we're talking about I usually
46:22tell founders not to do that because
46:26it's a very quick meeting maybe maybe
46:28the founders could send a one page or a
46:30quick overview but you generally want to
46:32have the quick meeting I think it's not
46:35it doesn't do the companies I'm saying
46:37this from the founders perspective it
46:38doesn't help my company to send decks to
46:40like 100 people and then have them just
46:42never reply is that usually what happens
46:44so to the extent that the investor is
46:46interested enough to ask for that info I
46:48would be like well just get on a call
46:50with them or trying to meet them first
46:51and then present the information when
46:53you send people a ton of information
46:54without meeting them
46:55it feels very low ROI from a founder
46:59perspective but it's fine to ask for
47:02stuff and they could just say hey we
47:03don't really have that which a lot of
47:25so the question was milestone based
47:28financings so here's what I would say
47:31for what it's worth if it was a company
47:33that I was advising and an investor
47:35suggested that I would say don't do that
47:37deal but if there's a specific reason in
47:42the company that that makes sense if
47:45this if these are the best terms that
47:47are available to the company or perhaps
47:48it really makes sense
47:49I think also if those were lots of money
47:52maybe that wouldn't make more sense but
47:54if it's a relatively small check and I
47:55would consider 50k a relatively long
47:56check and someone tried to put milestone
47:59based payments that would not be my I
48:01would not tell the company that would be
48:02my first choice and I would say maybe
48:04they could just maybe just get them to
48:06invest 25k now at the current terms and
48:08then you'll circle back with them later
48:09versus actually doing a deal that
48:11contains milestone payments does that
48:13make sense I'd rather do this simple
48:14deal now and then there's an option
48:16invest more in the future than to do a
48:17more complex deal today can I add
48:21yeah milestone the abstract milestone
48:25based investments sound great but what
48:27you're really doing is asking result and
48:30said for an option to invest in the
48:32future and I will always tell founders
48:35take if you like the investor take the
48:38upfront money but do not give them that
48:40option all you can say is like okay
48:42that's great idea but if we raise more
48:46money in the future we'll talk to you
48:49and make no commitment that you have to
48:51talk they can commit to giving you money
48:52all they want but you do not have to
48:54commit to taking the money and so
48:56actually it's kind of a lose for the
48:57investor because they're you know you're
49:00guaranteed you get that 25 and if things
49:01go fantastically and you'll want to get
49:03more money into bad you might not get it
49:05in cool yep yeah you
49:22so the question is if you are not there
49:24in person what how does that affect your
49:27overall deal flow I think that maybe
49:32video can be okay it depends on the
49:36cheque sizes if you're writing
49:37relatively small checks and it's not a
49:38big deal to you you certainly can use
49:41video calls to get some sense of it but
49:44if if this is really your bread and
49:47I would suggest flying around to folks
49:51on a regular basis for maybe you know a
49:54large part of your deal flow again to
49:56pay on your focus and then it does make
49:57sense if you're a locally present
49:58somewhere you're probably gonna be very
50:00helpful to those folks anyway as well so
50:02you probably wanna do a little bit of
50:03both we do have a lot of investors that
50:05fly around the world and basically just
50:06show up at demo day and write checks and
50:08then disappear and you know there's a
50:10place for that right everyone doesn't
50:12have to do it the same way yeah there's
50:15a place for that yes
50:39yep so the question is what do you do
50:41when you have an investment that you
50:42made and two or three years in it's not
50:44dying but it's flatlining my
50:47understanding we see a lot of this is uh
50:49you just kind of got to write it with
50:51them usually these companies can turn
50:54maybe someday they buy the shares back
50:57there's all these options but there's
50:59really not much you could do I would not
51:01recommend forcing them to sell or
51:03something like that if you have a
51:05company that takes as a ten year time
51:08horizon you that's kind of what you're
51:10signing up to when you make the
51:11investment even the companies that go
51:12really well we are talking about a ten
51:14year time horizon pb's about to talk and
51:16like you know a lot of the investments
51:18that he made in 2008 2007 are still
51:21hanging out there he's getting no
51:23liquidity from it so do you know that
51:25you don't have a ton of options but I've
51:26seen founders to paint on the
51:27case-by-case find a way to to take care
51:31of their investors hey Dalton let me
51:33give you a couple of online questions
51:36one is how do you approach discussion
51:40discussing competition during founder
51:42meetings and sort of a related one was
51:45how would you handle information
51:46asymmetry and the example is if you have
51:49informations that founders didn't share
51:52with you or didn't share with you or
51:55someone in the network and founders
51:56didn't share that with you okay okay so
51:59the first question was competition it's
52:01definitely good to ask about competition
52:03in a meeting but there's certainly a way
52:05to talk about it that is perceived as
52:07rude by founders and so a good thing to
52:10think about is if they're in a
52:11competitive space ask them well how are
52:13you going to to win versus other folks
52:15who are the other parties that are in
52:17the market and what are they doing well
52:18and what are they not doing well and try
52:20to aim for a very even keel conversation
52:22usually if the founder is super
52:24defensive and flips out about it that is
52:26a good red flag for you right that is a
52:29very good red flag if the person has a
52:31very hard time peaking on an even tone
52:34about competition or is unwilling to
52:35admit the competition either exists so
52:38to the degree to which you can just ask
52:39very neutral questions about it and see
52:41where they take it that's how I would
52:43get the most out of the competition
52:45question and the second question was
52:47this asymmetry one what was can you
52:51what were they saying I was reading it
52:55but it was just a little bit incoherent
52:57so um okay I think the question is if if
53:01you know stuff somehow from your network
53:04that the founder doesn't know how should
53:09can we give an example do you have an
53:11example do you have an example you seem
53:12to know examples yeah I mean and I guess
53:16the real question is if it's not clear
53:18to you whether you're allowed to say
53:19like let's say you know another company
53:21is about to launch yeah it's going to be
53:24competitive that's working in the same
53:25space how should you deal with that yeah
53:28generally speaking I see folks do this
53:33sometimes where they have proprietary
53:34information because they work at a big
53:36company or something and they know
53:37things are about to get really good or
53:39really bad on a startup and the founders
53:40don't know I would generally keep that
53:44because you can't I can think of a
53:45million ways that can go wrong but if
53:47that helps you inform your decision then
53:49that's really good that's an example of
53:51a differentiated decision-making process
53:52versus other folks but to the extent
53:55that you I think I would always advise
53:58to keep that to yourself there's if you
54:00tell the founders you try to signal it
54:01to them in some way there's so many ways
54:03that can go wrong even if you do invest
54:04or don't invest so I would try to just
54:07treat that as proprietary stuff to keep
54:09in your head and then use it to extent
54:12you can make good decisions yeah okay
54:36yep yeah what do you do if you're an
54:39investor in the position where it's
54:43unclear or basically you don't have a
54:44strong signal they're gonna raise from a
54:46bunch of other people so ideally what
54:48you do is you're honest with them and
54:50you tell them that that's what you're
54:52worried about and that's not hey I'm in
54:54once you get other people it's you which
54:56you would say I am not comfortable
54:58investing right now because the amount
55:01of capital you need my check alone will
55:04so let's brainstorm on how to eat how
55:08you can either convince me to write the
55:09check now because again an example of YC
55:11we write everyone checks without anyone
55:13else being in write so either here's my
55:15criteria for you to convince me that I
55:17I'm willing to take that risk to be the
55:19only check-in or here is when we here's
55:22the milestones that I would want to see
55:24to have a further conversation and being
55:26clear that that's basically a no until
55:28they do other stuff yeah that's also a
55:30great question in you know dalton
55:33mentioned that you know what we tell
55:35founders if an investor says i'm gonna
55:38invest i love you as soon as you get 900
55:40k of the 1 million that you're trying to
55:42raise i'm in and there's there's a
55:46there's a quandary for investors because
55:49if you have a company and you're you
55:50give them $25,000 they could spend that
55:53in a month and then die and it would be
55:55much better for you if they had a half a
55:58million dollars and then you gave them
56:00your $25,000 but here's the problem
56:03by the time they get to a half million
56:05dollars they might not take your $25,000
56:08so you have a trade off you have to
56:12decide how convinced are you in the in
56:15this company in these founders that they
56:17will be successful fund reasons that's
56:19one of the criteria will they be
56:20successful fundraising that might be
56:23your only chance to get in and it might
56:26be the ten billion dollar company that
56:27you just missed because you said i
56:29wasn't sure they were gonna raise more
56:30than 25 thousand the hard hard place to
56:34put yourself in that's why this job's
56:55yeah but to the close you said yes and
57:00did they not close it okay and did you
57:15do the handshake protocol okay cuz okay
57:27so the question is what do you do
57:30there's two things here what do you do
57:31if the founder is a little bit asks for
57:36a lot I guess and the other thing is why
57:39would someone be pushy to get the check
57:40wired we definitely encourage founders
57:42to get the money wired from the investor
57:44we every there's so many sad stories
57:47that we know where someone commits to
57:48invest and then disappears
57:50we're like never actually wires the
57:51money and so we do encourage people to
57:53say once the person has committed get
57:55the money it's very very straightforward
57:57so perhaps it's a completely reasonable
58:00thing to say on the other hand you do to
58:05the extent you can front-load in your
58:06interactions with the founder to make
58:07sure you will get along with them and
58:08that their personality type fits with
58:11your personality type that's a good
58:12thing to figure out before you make the
58:14investment and so it could be there's
58:16some there's some personality types that
58:18just aren't a good fit for you that are
58:20just higher maintance okay one more
58:22question please and then we're gonna
58:24take a quick break I will do you
58:31the question is how do we iterate on our
58:34process and learn from ourselves we
58:36actually have a fairly complex process
58:38inside of YC we keep track of everything
58:41we fund we keep it the track of things
58:42we don't fund we track their progress we
58:45keep track of who does really well and
58:46who doesn't do really well and we take
58:48ample notes on everything so we do a lot
58:51of we're viewing our process and we try
58:53to get better every batch to the extent
58:56that we can I can't say oh it's just you
58:58know we throw a eye at it and the AI
59:00tells us what to invest um it's not that
59:01it's really just literally looking
59:03through decisions and looking at our
59:05notes to understand well why do we say
59:07yes or why do we say no to that and
59:08trying to pull out of that wisdom that
59:11we apply to future things and so this is
59:14the thing everyone says the team comes
59:15first everyone says that what does that
59:17well that's something that we learn
59:19every batch through trial and error is
59:21sometimes we invest in really goofy
59:23ideas with really great founders and we
59:25make a lot of money and sometimes we
59:27invest in really amazing seeming startup
59:29ideas with tons of traction and maybe
59:32the founders are trickier to work with
59:34or they're just aren't good at
59:35communicating their idea and we lose our
59:37money and so every batch there's these
59:40same lessons that we learn over and over
59:41and over again and I think that's how
59:43you build confidence in yourself as an
59:45investor is you get enough times to
59:46iterate and you you actually you know
59:49have to lose money you have to have some
59:51winners or losers to feel the pain so
59:54we're gonna take a quick ten minute
59:57grab what you need but thank you very
59:59much dalton for a great session
01:13:29yes yes yes if you look on the site
01:13:32today all the slides from yesterday are
01:13:33already up hello everybody
01:13:39please take your seats right away so um
01:14:09please take your seats we're gonna get
01:14:12started hello thank you
01:14:21meeting founders and making decisions is
01:14:26way more of an art than a science
01:14:29and as Dalton says unfortunately in this
01:14:34game I think you have to lose some money
01:14:37before you can really become an expert
01:14:42as much as anyone is an expert at at at
01:14:47answering the questions you need to
01:14:48answer to make an investment the the
01:14:51next person who's about to come up has
01:14:55more wisdom and knowledge about this
01:14:56than perhaps anybody I know
01:14:58before I introduce PB however first for
01:15:03the live streamers I apologize for the
01:15:06problems we're having with the live
01:15:07stream as I said this is the first time
01:15:10we've done this here in Mountain View so
01:15:11we're bound to have kinks the good news
01:15:12is that everything is going to show up
01:15:16on the site and once it shows up on the
01:15:20site it will be more immune from
01:15:24networking issues they're less likely to
01:15:26be ours and more likely to be yours at
01:15:28that point all of the slides will appear
01:15:31on the site within 24 hours after the
01:15:34session so I believe it's - all of the
01:15:36slides from yesterday are now up with
01:15:38the transcripts from yesterday at
01:15:40investor dr. Doug school.org and we'll
01:15:44do our best to to make the live stream
01:15:48work as well as possible so the next
01:15:51investor the next presenter excuse me
01:15:54he's also an investor obviously it's
01:15:55Paul Buchheit who has been a partner at
01:15:58YC with me as long as I've been here
01:16:01he's been at YC as long as anyone here I
01:16:04think it's probably seven years he's
01:16:05been hanging around YC for even loveland
01:16:08that he has also notably the inventor of
01:16:12gmail which sucks for me because I was
01:16:16part of the team that invented yahoo
01:16:17mail so we have a lot of good
01:16:21he's still my friend I think he he also
01:16:25created a company called FriendFeed
01:16:27which he sold to Facebook he knows a lot
01:16:30about a lot I guess that's the best way
01:16:32to talk about Paul but but one of the
01:16:34things he does know a lot about is
01:16:35investing here's a quote from Paul that
01:16:40is actually an important one and I would
01:16:44think about it a lot is you think about
01:16:46investing I think the best kind of
01:16:48virality is a product that people like
01:16:52so much that they just want to tell
01:16:54people about it so here's one of the
01:16:59smartest and best investors I know in
01:17:01Paul bouquet to talk about that all
01:17:16right so thank you Jeff that was
01:17:18probably studying the expectations too
01:17:21high so as Jeff mentioned I've been
01:17:29involved in startups for a while
01:17:31probably about 20 years now I've been
01:17:35investing for the past 12 years I've
01:17:38invested in hundreds of companies I've
01:17:39seen thousands here at YC I've
01:17:42interviewed thousands of founders and so
01:17:45last year I kind of came to the
01:17:48realization that I needed to stop and
01:17:50actually like think about what I had
01:17:53done because I spent most of those years
01:17:55just making somewhat haphazard decisions
01:17:57so I spent a bunch of time trying to
01:18:00actually figure out like what are the
01:18:04patterns that gave rise the favorable
01:18:06outcomes for me and what are the
01:18:08patterns that gave rise to unfavorable
01:18:09outcomes with the idea that in the
01:18:12future I can maybe do better so really
01:18:15this is like something I more did for
01:18:18myself in my own investing process it
01:18:21may or may not work for anyone else but
01:18:24it's what what I intend to do and so the
01:18:27structure of this is I'll tell a series
01:18:29of stories first of favorable outcomes
01:18:31things that went good for me and
01:18:34and some unfavorable outcomes things
01:18:36that did not go good for me and then
01:18:38finally followed by some conclusions
01:18:40about you know how I plan to invest
01:18:42going forward so first there's this idea
01:18:46I'm not limiting myself to good ideas
01:18:49this actually started out as a joke
01:18:52about 20 years ago but then I kind of
01:18:54realized it was true a lot of my ideas
01:18:56are not good but it's also a really
01:19:00relevant to startups because oftentimes
01:19:02the bad ideas I mean the good ideas look
01:19:05bad and the reason for this is that if
01:19:09the idea were obviously good like the
01:19:12opportunity wouldn't exist big companies
01:19:14are not that dumb they're capable of
01:19:16executing they have lots of resources
01:19:18they have market power like if they
01:19:21thought there is this you know 10
01:19:22billion dollar business sitting there
01:19:24they would just go do it themselves so
01:19:26necessarily for it to be a good startup
01:19:29it kind of has to be something that
01:19:31inside of a big company would get shot
01:19:33down for being you know stupid or
01:19:36unimportant and actually the example I
01:19:38like the best is this company I don't
01:19:42know if who recognizes that logo that's
01:19:44the original Google logo when Google as
01:19:47a research project at Stanford called
01:19:49backrub it's Larry page's hand in a
01:19:52flatbed scanner and so you know Google
01:19:56started out as this research project at
01:19:58Stanford Larry and Sergey were PhD
01:20:01students there and they actually wanted
01:20:03to continue being PhD students and like
01:20:06finish their degree so they went off and
01:20:08tried to sell Google to one of the big
01:20:11internet companies at the time so Yahoo
01:20:13excite Infoseek they made the rounds to
01:20:17all these companies they wanted a
01:20:18million dollars for Google fortunately
01:20:22everyone said no no what no one thought
01:20:25it was worth a million dollars they
01:20:28thought search was unimportant they
01:20:30thought it was just like a commodity
01:20:31sort of a flavor of the month thing
01:20:33they're like oh you're hot now but next
01:20:35month it'll be you know some other
01:20:37startup and we'll just hop from one to
01:20:39the next so again like if if this
01:20:42opportunity were obvious Google wouldn't
01:20:46so necessarily it has to look
01:20:47kind of bad and so I'll start my story
01:20:51at Google and the reason here is I think
01:20:55I really want to emphasize the absolute
01:20:57importance in this game of being
01:21:00extremely lucky so the good news is
01:21:04you're all accredited investors
01:21:06supposedly that means you're already
01:21:08among the luckiest people on earth but I
01:21:11also like to think about this a lot
01:21:13because you know being a start-up
01:21:17employee is actually a lot like being an
01:21:18investor except you can really only do
01:21:21one at a time and so I've asked myself
01:21:24like how did I end up at Google like
01:21:25what what took me there in the first
01:21:28thing it's just that they actually had a
01:21:30product that I used I was a very early
01:21:33user and so I just knew about it like
01:21:37they had made something people want
01:21:38namely me they made something I want and
01:21:41the second thing the second reason is
01:21:44Linux so I was really really really into
01:21:47Linux a friend in college once put it
01:21:51shut the up not everything is about
01:21:54Linux so when I went looking for a
01:21:58start-up to go work at really my only
01:22:01criteria was that they'd be doing cool
01:22:03stuff with Linux and so that was how I
01:22:05ended up at Google is they were building
01:22:08these like clusters of Linux machines
01:22:09and like nothing could be more exciting
01:22:11than that and when I interviewed there
01:22:15the people were really smart they asked
01:22:16good questions interviewed at another
01:22:19startup where the people asked dumb
01:22:20questions and you could really tell the
01:22:22difference what I didn't know was that
01:22:25it was a good business I actually
01:22:27expected that Google would get squashed
01:22:29by like Alta Vista or something I didn't
01:22:32go in thinking like I was gonna make
01:22:34money I went in thinking I would learn
01:22:36something about startups and in fact I
01:22:39did learn some stuff which was good so I
01:22:40had a good time there Jeff mentioned
01:22:43launched Gmail but eventually it was
01:22:46kind of turning into a big company and
01:22:48I'm interested in startups so kind of
01:22:52got the itch again to get back involved
01:22:53in startups so I'm looking around and
01:22:55then in early 2005 I see this thing the
01:22:59summer founders program
01:23:01and this is this is sort of funny
01:23:03because I don't know a lot of you
01:23:05probably don't know this the very first
01:23:07batch of Y Combinator it was pitched as
01:23:09like a replacement for a summer job so
01:23:11the idea was college students instead of
01:23:13going to work at Google as an intern we
01:23:16just come to YC and start a company
01:23:20materially bad idea to most people in
01:23:232005 in fact their original lawyers they
01:23:27tried to work with refused to do the
01:23:29work this is this is terrible we're not
01:23:32investors all thought it was a joke
01:23:34they're like no good company is ever
01:23:37gonna come out of this so how did I end
01:23:44up here how did I end up connected to YC
01:23:47and the answer is that Paul Graham had
01:23:50written a lot of really good essays and
01:23:52so I had read a lot of his stuff he he
01:23:56was really smart I didn't know him I
01:23:58thought he was really smart I had really
01:24:00good insights and I thought this was a
01:24:02really intriguing idea not necessarily a
01:24:04good idea but like intriguing
01:24:06interesting and for me I think
01:24:10interesting kind of includes this
01:24:11element of unpredictable like if I know
01:24:14what the outcome is then there's no
01:24:15point in getting involved it's the
01:24:18things where I don't know the outcome
01:24:19where I can learn so basically I just
01:24:23cold email PG and it was like hey you
01:24:27know can I help out and so I started
01:24:30hanging out here got to know the first
01:24:34or the first batch that was in this
01:24:36building which was the winter Oh six
01:24:37batch and there was about 12 years ago I
01:24:43actually since then haven't met with him
01:24:45invested in every batch I'm a repeat
01:24:47offender but my very first angel
01:24:50investment was was in a YC company
01:24:51called wufu and here's what the internet
01:24:55thought about it for those of you who
01:24:57can't read it which is probably most of
01:24:59them person says is anyone keeping a
01:25:01list of all these new Y Combinator
01:25:03startups seems like it might be
01:25:06entertaining a year from now after all
01:25:07the hype has died down to go back and
01:25:09look at it I mean sure it seems like
01:25:11it's written in Python and it uses XML
01:25:13HTTP requests as we
01:25:14confuse with this stuff like I have a
01:25:16business plan and my product satisfies a
01:25:19demand that consumers actually have and
01:25:22I like this because it's both kind of
01:25:24like making fun of YC and wufu and it
01:25:27was very characteristic of the thinking
01:25:31at that time I mean in fact you know
01:25:35whoohoo never did IPO but my investment
01:25:38on that returned like 44 X when
01:25:41SurveyMonkey bought them and the founder
01:25:44Kevin Hale who's extremely talented
01:25:46ended up being a partner here at YC some
01:25:50years later and no doubt therefore help
01:25:54earn me more money hi by helping our
01:25:58startups so you know that there's both
01:26:01an immediate return and then there's
01:26:02like the long-term return the following
01:26:05year I invested in this YC company it's
01:26:08called justin.tv the idea was that
01:26:11Justin here was going to stick a camera
01:26:13on his head and then livestream it to
01:26:17the internet that was like the idea and
01:26:20at first I was like are you joking like
01:26:22no we're gonna do it I don't like
01:26:23awesome like because again this is like
01:26:27really unpredictable what's gonna happen
01:26:29when you start live streaming your life
01:26:3124/7 and I guarantee this is not the
01:26:34idea that would come out of Google right
01:26:37like you're not going to see Larry Page
01:26:39with a camera strapped to his head 24/7
01:26:42and Norton or should it come out of
01:26:44Google so again this was just like an
01:26:48unpredictable thing and in fact the
01:26:50company struggled for quite a while
01:26:52which I mentioned because someone asked
01:26:56earlier Dalton you know what if the
01:26:57company is kind of going sideways
01:26:59should i I mean I think the implication
01:27:02was should I like kick the founders
01:27:03until they give me my money back the
01:27:05answer is no so this kind of mini they
01:27:08actually even tried to do an aqua hire
01:27:09several years in but no one would a co
01:27:12hire them because they thought they
01:27:13didn't have any talent they couldn't do
01:27:15a talent acquisition because the choirs
01:27:16thought there was no talent
01:27:20fortunately they eventually pivoted to
01:27:23twitch which was focusing on just the
01:27:28their product people were streaming all
01:27:30kinds of things on justin.tv but Emmet
01:27:33became interested in specifically video
01:27:35game streaming people were streaming
01:27:38their games which I never would have
01:27:39thought was a business that was a total
01:27:42surprise to me but that turned out to be
01:27:45a great business which they sold to
01:27:47Amazon unfortunately for a billion
01:27:49dollars it's probably worth way more
01:27:51than that right now but the other
01:27:54interesting thing I want to point out
01:27:55here is this company had four founders
01:27:57so Emmet who is the CEO of twitch is
01:28:02still the CEO of twitch at Amazon where
01:28:05it's estimated to be like a twenty
01:28:07billion dollar business at this point
01:28:09Justin Khan has started a bunch more
01:28:13startups he was here as a partner at YC
01:28:16for a couple years now he has a new
01:28:18company called atrium which if you
01:28:20invest in any of our companies going
01:28:22forward you'll probably interact with
01:28:24because they're doing kind of like the
01:28:25default legal legal provider now for YC
01:28:28companies Michael Seibel started a
01:28:31company called Socialcam which actually
01:28:36was a justin.tv spin-out sold that
01:28:39for 60 million and then became a YC
01:28:42partner and actually he's now the CEO of
01:28:44Y Combinator and finally Kyle vote
01:28:48started a company called crews but you
01:28:50may have heard of because GM bought them
01:28:52for a billion dollars
01:28:53so like that for a group of people who
01:28:55had so little talent that no one would
01:28:56talent acquire them have done some
01:28:59pretty remarkable things
01:29:00all right so eventually I wanted to
01:29:04start my own company I was like alright
01:29:06I I think I see how this is done I can
01:29:08do better so so that leads me to
01:29:12FriendFeed know when I decided to start
01:29:15a startup I actually had a lot of ideas
01:29:17probably most of them were genuinely not
01:29:20good but the one idea that was totally
01:29:24correct is that I thought the most
01:29:26important thing was having a really
01:29:27great team and so that was sort of the
01:29:31original focus is just like figuring out
01:29:33who I can get to join on to this and
01:29:35fortunately I managed to convince this
01:29:38guy Brett Taylor to co-found friend fee
01:29:41with us in brett is someone that I knew
01:29:45from Google I hadn't worked with him but
01:29:47I kind of knew him you know but we had
01:29:50chatted I knew him by reputation and the
01:29:53story I like to tell about Brett is he
01:29:56was the p.m. on maps not even or maybe
01:29:59like an APM not even an engineer and he
01:30:02was frustrated that the product was so
01:30:05slow and clunky this was before it was
01:30:08launched and so finally one weekend he
01:30:12he was just like you know what I'm just
01:30:16and so he rewrote the entire JavaScript
01:30:18front-end over a weekend made it a third
01:30:24the size in ten times as fast as what an
01:30:27entire team of developers had been
01:30:29working on for a long time this is the
01:30:32kind of person you want to invest in
01:30:33right like that is an absolutely great
01:30:36bet let's see so friend Pete generated a
01:30:42lot of buzz unfortunately it didn't
01:30:43generate a lot of growth in part because
01:30:47we ended up competing with this company
01:30:49Facebook so they they turned out to be a
01:30:54very formidable competitor I got a
01:30:57chance to meet Zach he's like really
01:30:59impressive and eventually he came to
01:31:03believe that Facebook was unbeatable not
01:31:05by us not by Google not by anyone and
01:31:09that it would therefore be like a Google
01:31:12sized success and therefore we should
01:31:15sell so we sold FriendFeed to Facebook
01:31:20for about half a percent of Facebook's
01:31:23equity which turned out to be a pretty
01:31:25good deal and so the the lesson here I
01:31:29really want to emphasize is find your
01:31:31betters like you want to find people who
01:31:34are smarter and everything more
01:31:37insightful than than than you are and I
01:31:39think Brett and and Zach and the team at
01:31:42Facebook are great examples of this like
01:31:45they were just clearly better at it than
01:31:48so that's like one of my criteria when
01:31:51I'm meeting a founder if I'm thinking
01:31:53like oh I could do this job better than
01:31:55I shouldn't fund right I only want to
01:31:57fund people who are better than I am
01:31:59right and so this is why it's not that I
01:32:06think idea and market don't matter like
01:32:08those things are of critical importance
01:32:10you're not gonna build a big company in
01:32:12a tiny market but my belief is that if
01:32:16the founders are actually better than me
01:32:18then they're gonna have better insights
01:32:20they're gonna know more than me so I can
01:32:23kind of outsource that part of the
01:32:24thinking to the founder and then I just
01:32:27have to figure out like does the founder
01:32:29believe it and so what you want to do
01:32:32here I believe is use your knowledge to
01:32:34probe to ask intelligent questions to
01:32:37see if they really do know what they're
01:32:38talking about right but but not using it
01:32:41to decide not being like oh you know I'm
01:32:43an expert on air mattresses I know
01:32:44there's no business here right the
01:32:48challenge of course is finding these
01:32:50great founders so I want to go through a
01:32:51couple more examples that I think
01:32:54highlight some traits
01:32:56the first is Meraki this is another
01:32:58early investment 2006 and when I went in
01:33:02to meet them in their little office and
01:33:07they showed me around they introduced me
01:33:09to the team they showed me some of the
01:33:11hardware they were building these little
01:33:12mesh Wi-Fi boxes at the time and I was
01:33:17like wow this is really impressive like
01:33:19how much money of you guys raised and
01:33:21they're like no reason that's why we're
01:33:23talking to you right like and I was
01:33:26shocked because they had like hardware
01:33:27there they had they'd been selling these
01:33:29devices and they did it all by kind of
01:33:31like scraping together money here and
01:33:33there they got somehow a deal on this
01:33:35and a deal on that and someone lent them
01:33:37money and they were able to string the
01:33:38whole thing together for $0 which is
01:33:41exactly what I like to see and so this
01:33:45is another one I like to think about as
01:33:47an example of like what you want and
01:33:50then just kind of for laughs I'll give
01:33:52you what would be an opposite of Meraki
01:33:54I would say is juice arrow like they
01:33:59spent a hundred million dollars on their
01:34:01like juice bag squeezer without ever
01:34:04talking to a customer without ever
01:34:06trying to sell someone a bag of
01:34:09juice which by the way is what it is
01:34:11it's just a bag of juice and it squeezes
01:34:12it out it's horrible right so you want
01:34:17the opposite of G Sarah you want Meraki
01:34:19and this was Cisco bought this for 1.2
01:34:23billion which was like a seventy three
01:34:25extra turn once again they sold too
01:34:27early that company's worth ten twenty
01:34:29billion dollars now founders always sell
01:34:32too early cuz a billion dollars I make
01:34:34the same mistake I sell too early next
01:34:39up is Cruz Cruz I mentioned earlier one
01:34:42of the founders of justin.tv Kyle vote
01:34:44started this company and my favorite
01:34:48Kyle story is actually from the early
01:34:50days of Justin TV where they came to me
01:34:54with this problem I had invested and
01:34:56then they came to me that with this
01:34:57problem where they were burning up all
01:35:01of their money on streaming because it
01:35:04turned out streaming video was very
01:35:05expensive they could either use the
01:35:07streaming CD ends that were really
01:35:09expensive or they could like license
01:35:11some kind of software to run their own
01:35:12streaming CDN but that was also really
01:35:15expensive so they're like what should we
01:35:17do you know we're gonna burn all of your
01:35:19money which I don't like so I was like
01:35:22you know what this doesn't seem like a
01:35:25hard problem to me like bits go in bits
01:35:28go out like what's the big deal you
01:35:30should just write your own streaming
01:35:31media server and Kyle you know took me
01:35:36seriously he's like well okay I guess if
01:35:39you know PB he says it's possible and
01:35:41actually I told him he should be able to
01:35:42do it in an evening thank you you should
01:35:45just build this tonight launch it
01:35:46tomorrow like I don't get what's so hard
01:35:48just make it work it turns out it took
01:35:51him maybe like a whole weekend but he
01:35:54did in fact write their own streaming
01:35:56media server and this is actually the
01:35:58reason that justin.tv survived at all
01:36:00right because there was no way the
01:36:03business was viable if they were paying
01:36:05so much for streaming and and so again
01:36:08it's a founder who's willing to like do
01:36:12something that a more reasonable person
01:36:14would say is impossible like 99% of
01:36:18Engineers if I told them oh yeah you
01:36:20should replicate this other company's
01:36:21product and you should do it too
01:36:22we'll just be like you're an idiot like
01:36:25you don't know what you're talking about
01:36:26it would give me a big long list of
01:36:27reasons why it's impossible but instead
01:36:30he just did it and so the crews idea
01:36:34actually seemed four years ago kind of
01:36:37in a similar boat now self-driving cars
01:36:40are really soft driving car startups are
01:36:43really hot but four years ago it
01:36:44actually seemed like an absurd idea like
01:36:48the technology is so hard
01:36:49Google has like a huge team working on
01:36:52it like there's no way like this is too
01:36:54much for a little startup there isn't
01:36:56there's no way it can work but of course
01:36:59it had Kyle invest it anyway and as
01:37:03mentioned GM bought them for like a
01:37:06billion which was about a 50 extra turn
01:37:09not too bad again probably sold too
01:37:12early this company you may or may not
01:37:16have heard of they get a lot of press
01:37:18because it's awesome they came out of YC
01:37:21two years ago they're building
01:37:23supersonic jets in ten years when you
01:37:26want to go to Tokyo you're gonna get
01:37:27there in like six hours like that's
01:37:30pretty exciting and so this is another
01:37:33great example the founder Blake he's
01:37:39actually a software guy he doesn't know
01:37:40anything about he didn't he don't have
01:37:42like an Aeronautics background or
01:37:43anything he just became determined he's
01:37:46like you know it's the future we should
01:37:47have supersonic travel he's like I'm
01:37:49just gonna do it and so he took the time
01:37:51to just go teach himself everything and
01:37:54figure out why like the Concorde it was
01:37:58such a huge failure and what was
01:38:00different now and what was so remarkable
01:38:03I remember when he was in YC is that he
01:38:06was able to very clearly explain to me
01:38:10why he was going to do this thing that
01:38:12seems really impossible but he could
01:38:15very clearly outline to me essentially
01:38:20like the three things that were wrong
01:38:22with a Concorde that he was fixing the
01:38:24three the reasons that this was actually
01:38:26a viable business in like work through
01:38:28the economics of it all and he laid out
01:38:30a very clean picture and again this is
01:38:36of really great founders is there able
01:38:37to communicate what's a fairly complex
01:38:39idea I don't know anything about
01:38:41supersonic aircraft I'm not an expert in
01:38:43supersonic aircraft right but he's able
01:38:45to explain this to me in a way that I
01:38:48understand very easily
01:38:51he's got good insights and just absurd
01:38:53ambition just like really ambitious
01:38:55something that again people would be
01:38:57like there's no way I startup is gonna
01:38:58build a supersonic airliner I believe
01:39:02they are you know it's not yet proven
01:39:04but they're making amazing progress I
01:39:06always love to read their investor
01:39:07updates he also sends the best investor
01:39:10updates of any company I've ever
01:39:11invested in and so the other point I
01:39:14want to make here actually is don't be
01:39:16afraid to invest in things that aren't
01:39:18software if you're if you're working
01:39:20according to this philosophy that like
01:39:22you want a really great founder and the
01:39:25founder brings the expertise then you're
01:39:28able to invest in so much more and and
01:39:30we have so many great companies that are
01:39:33like in bio I think we're gonna have
01:39:36some just giant exits you know ten years
01:39:38from now and and I see every time at
01:39:42demo day cuz I work with a lot of the
01:39:43bio companies because I really like them
01:39:45I see you know at least half the
01:39:47investors just like cross it off the
01:39:49list on principle because like I don't
01:39:51know anything about supersonic aircraft
01:39:55all right now as promised I will talk
01:39:58about some of the less flattering story
01:40:02ISM so in honor of the Dropbox IPO let's
01:40:07talk about Dropbox so this email again
01:40:12for those who can't read it there's me
01:40:16replying to Drew this is September 14th
01:40:202007 sorry I wasn't able to make it
01:40:23are you gonna be around this weekend so
01:40:26I had actually gone to Boston to meet
01:40:30the summer 7 batch which was only like
01:40:3319 companies so it wasn't that hard
01:40:37seemed really good he was definitely you
01:40:39know seemed like one of the strongest
01:40:40invest founders in the batch but you
01:40:43know I had some questions about
01:40:44competition like what are you gonna do
01:40:46about Google Drive and all that so I set
01:40:49meet with him when we're back in San
01:40:51Francisco and then on the day of the
01:40:55meeting my previous meeting ran long and
01:40:58I cancelled I'm drew and I want to make
01:41:01a couple of points here one is that
01:41:03that's really shitty investor behavior
01:41:04because you're wasting the founders time
01:41:06don't do that and to karma kind of got
01:41:10me back I missed out on what would have
01:41:13been like a thousand extra turn and an
01:41:15exciting IPO because I didn't show up
01:41:19all right so I missed Airbnb I mean a
01:41:22Dropbox but what about Airbnb so here's
01:41:31Michael Seibel introducing me this was
01:41:34June 26 2008 - to his company air bed
01:41:39and breakfast and then just sort of like
01:41:41humorously four years later something
01:41:45three years later I respond I should
01:41:47have responded the thing that actually
01:41:49triggered this was that the Airbnb
01:41:51founders were like standing right here
01:41:52telling their story and I was like ah ah
01:41:54this hurts so much I can't believe I
01:41:57like missed this company in my defense I
01:42:01had my own startup at the time and I
01:42:03think if you are a start-up founder you
01:42:04need to give your own company absolute
01:42:06priority over angel investing the thing
01:42:09that actually makes is more painful is
01:42:12that this was just the first time this
01:42:15was before they were in YC once they're
01:42:17in YC p gu is like oh you got to talk to
01:42:20the air bean bees they're so good
01:42:21there's like the best company he was
01:42:22just constantly hyping them and
01:42:24generally if PG gives that strong of an
01:42:26endorsement just like you just invest
01:42:28I'm like cool you know I'll invest I'll
01:42:31you know I'll watch for them on angel
01:42:33day which is what you used to call demo
01:42:35day now I show up on angel day and
01:42:37there's no Airbnb
01:42:39so I email Brian and Mike hey misty guys
01:42:41today was you know hoping to chat and
01:42:44invest he's like yeah sorry we just
01:42:46signed a term sheet with Sequoia so
01:42:50again I had basically in my head decided
01:42:53to invest but then just kind of was
01:42:57laxed a days ago and and and took some
01:42:59time fortunately I was able to get in
01:43:03to a later round but at a much higher
01:43:05price but again the point I want to make
01:43:08here is that if you move slow you're
01:43:11going to get adverse selection like the
01:43:13companies that you can string along for
01:43:16months and you know give a hundred
01:43:18different meetings and like you need to
01:43:20talk to this person probably aren't
01:43:22going to be the best companies so like
01:43:24be very deliberate in your
01:43:26decision-making like do or do not right
01:43:30don't just be like yeah you know I'll
01:43:31see what happens like when you identify
01:43:34a company is being really promising as
01:43:36something you want to invest in you
01:43:39could spend like another week thinking
01:43:41about it or you could pull the trigger
01:43:43and get air BnB alright what else
01:43:50doesn't work ah a really good price
01:43:53this one I've been duped into a bunch
01:43:56where I'm like oh it's such a you know
01:43:58they're giving me a bargain like I'm
01:44:00trim today a bargain like all the
01:44:02valuations so low it's a steal
01:44:04like I'm gonna I'm getting a great deal
01:44:05I've never gotten any return that's
01:44:09something that I invested in because it
01:44:11was a good deal they're really literally
01:44:14is no such thing as value investing in
01:44:16startups as as much as it seems like
01:44:18there should be every time I've done
01:44:21this it's been a mistake
01:44:23another mistake not investing because of
01:44:27price and clearly there must be some
01:44:31limit at which this isn't true but I've
01:44:33never encountered it any time I've been
01:44:35like excited about something but then
01:44:39there's like ah the price is so high
01:44:41yeah you know I'll invest in something
01:44:44else I've always regretted it like so
01:44:47now actually in my head I kind of turn
01:44:49around the rule I'm like if I'm
01:44:51dissuaded by their price I should
01:44:53probably invest more I just need to
01:44:57write a larger check this one is
01:45:02probably kind of obvious I make this
01:45:05mistake a lot because I work with the
01:45:06founders I get emotionally attached and
01:45:09I just want to help them out they seem
01:45:13if you're investing out of pity but is
01:45:17also have never made any money always
01:45:22turned out bad because again like the
01:45:24really great founders just are so
01:45:26formidable you know someone like like
01:45:28Blake get boom it's just sort of like a
01:45:31force of nature like he's somehow just
01:45:33gonna will this thing into existence the
01:45:35people who come to me with like a sob
01:45:37story oh no one wants to invest maybe if
01:45:39you write a check they will like I
01:45:41haven't made anything so I'm gonna try
01:45:43to keep myself for making this mistake
01:45:45I'll probably do it a little bit more
01:45:48cynical ideas this one is something
01:45:53where I'm actually not really that
01:45:54excited about what they're doing and