The a16z Show - How to Make Better Decisions

Episode Date: August 19, 2022

Can you get better at decision-making with practice? Many founders, investors, and builders must make many critical decisions, big and small, every day, and improving the quality of your decision-maki...ng process can become a big competitive advantage. In this episode from October 2020, expert decision strategist, author and professional poker player, Annie Duke, joins a16z managing partner Jeff Jordan, to discuss some of the frameworks, strategies, and tactics for better decision-making by both individuals and organizations that she outlines in her second book, How to Decide. This was Annie’s second appearance on the podcast – she first joined a16z co-founder Marc Andreessen and host Sonal Chokshi to discuss her first book, Thinking in Bets, where they  went deep into how to frame taking risks and placing bets, especially in the context of innovation. You can read the full transcript of this episode here, and you can read the transcript of Annie's first episode on the a16z Podcast with Marc Andreessen here.  Stay Updated:Find a16z on YouTube: YouTubeFind a16z on XFind a16z on LinkedInListen to the a16z Show on SpotifyListen to the a16z Show on Apple PodcastsFollow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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Starting point is 00:00:00 How do you make a smart and logical decision when you don't have all the facts and probably never will? When and how do you decide to go against consensus opinion? And can you get better decision making with practice? Many founders, investors, and builders must make many critical decisions big and small every day. And improving the quality of your decision making process can become a big competitive advantage. In this episode from October 2020, expert decision strategist, author, and professional poker player, Annie Duke, joins A16Z general partner, Jeff Jordan. And they discussed some frameworks, strategies, and tactics
Starting point is 00:00:35 for better decision-making by both individuals and organizations, in part based on Annie's second book, How to Decide. This was Annie's second appearance on the podcast. She first joined A16Z co-founder Mark and Driesen and host Sonal to discuss her first book, Thinking in Betts, where she, Mark, and Sonal talked about how to frame taking risks and placing bets, especially in the context of innovation. You can find a link to that episode, plus the transcripts for both episodes with Annie Duke in the show notes.
Starting point is 00:01:06 Hi, everyone. Welcome to the A6 and Z podcast. I'm Sonal. Today we have another one of our early book launch episodes for a new book coming out next week by expert decision strategist and leading world series of poker player Annie Duke. You can catch the podcast we did with her a couple years ago for the paperback release of her first book, Thinking in Bets, that episode was at me and Mark interviewing Annie and was titled Innovating in Betts, as is perhaps also one of the signature themes of this podcast. But in this episode, we talk about her new book, How to Decide, which picks up where the last book left off, and the discussion that follows covers lots of useful strategies, tools, and mindsets for helping all kinds of people and organizations decide under
Starting point is 00:01:48 conditions of uncertainty. Annie is interviewed by A6 and Z managing partner Jeff Jordan, who was previously CEO and then executive chairman of Open Table, former GM of eBay North America, and much more. They begin by quickly covering common pitfalls and decision making, then share specific tools not to do and to do, including how to operationalize good decision hygiene into teams and when to spend time deciding or not, especially when not all decisions are equal and some may seem bigger and more impactful, whether it's investing in life decisions like getting married or business decisions, such as what product to invest in or what strategy to pursue or what market or what investment. As a reminder, none of the following is investment advice, nor is it a solicitation for investment
Starting point is 00:02:33 in any of our funds. Please be sure to read A6C.com slash disclosures for more important information. So, Annie, as the author of one of my favorite books, what motivated you to do a sequel, your new book? How to Decide, Simple Tools for Making Better Choice, How to Decide? So when I think about what Thinking and Beth was about, it was really the way that our decision-making gets frustrated by this kind of discorrelation between decision quality and outcome quality.
Starting point is 00:03:01 And then toward the end of that book, I was kind of a little bit of an exploration about how you might become a better decision-maker given the uncertainty, but it was mostly a Y book. And so this is really trying to lay out for people, how do you actually create a really solid and high quality decision process that's going to do two things. One is get pretty good view on the luck, which you need to do. You need to be able to see it for what it is. Obviously, you can't control it, but you can see it. But then the other thing, and I think this was something that was really fun. I got to really dig deep into this problem of hidden information, that when we're making decisions, we just don't know a lot because we're not omniscient,
Starting point is 00:03:40 and we also aren't time travelers. And so I got to actually do this really deep exploration into how you might actually really improve the quality of the beliefs that you have that are going to inform your decisions, which was a topic I covered a tiny bit in thinking, but here we do like a super deep dive. It is a super deep dive. And why I love your books is it's so germane to what we do in our day job, which is make decisions under extreme uncertainty. So to recap why trying to learn from experience can go sideways.
Starting point is 00:04:11 Sure. So, you know, both of my books kind of start a little bit in the same place, and then they diverge from each other. But I think that's because it's the most important place to start. What I talk about at the beginning of this book is what I call the paradox of experience, which is obviously experiences necessary in order to become a better decision maker. You do stuff. The world gives you feedback.
Starting point is 00:04:32 You do more stuff. the world gives you feedback. Hopefully, along the way, you're becoming a better decision maker given that feedback. The problem is that any individual experience that we might have can actually frustrate that process. We can learn some pretty bad lessons when we take any individual piece of feedback that we might get. So experience while necessary for learning also is one of the main ingredients that makes us worse
Starting point is 00:04:55 decision makers. And it really just kind of comes from this problem that in the aggregates, if you get 10,000 coin flips, we can say something spectacular about the quality of our decisions and what we should learn or not learn from them. But that's not the way that our brains process information, our brains process information sequentially one at a time. And because we're sort of getting these outcomes one at a time, and we're just taking really big lessons from something that's really just one data point. And the two main ways that that frustration occurs is because of resulting, which obviously I cover quite a bit in thinking in bats, where we use the quality of an
Starting point is 00:05:30 outcome to derive the quality of the underlying decision. You can run red lights and get through just fine, and you can run green lights and get an accident. So these things actually are correlated at one, but with resulting, we act like they are. And then the other problem is hindsight bias. We aren't really good at sort of reconstructing our state of knowledge at the time that we made a decision. And so once we know the outcome, we not only kind of view that as inevitable, but we'll also sort of think we knew that that outcome was going to occur, none of which are true. So those two things combined are really problematic. You had this beautiful imagery of decision forestry, which resonated with me. I sort of think of them as cognitive illusions. What those illusions are creating
Starting point is 00:06:15 for us is the idea is if it's the only outcome that could have occurred. In reality, though, what we know is that at the moment that we make a decision, there's all sorts of different ways that the future could turn out. When we're at the moment of a decision, we can see all those branches of the tree where I become a fireperson or I become a poker player or an academic or whatever, you know, sort of imagining all the different ways that the future could unfold. But then after the future unfolds as it does, we take a cognitive chainsaw to that whole tree and we just start to lop off the branches that we happen not to observe. In other words, we sort of forget about all the counterfactual worlds. And we end up thinking that there was this only
Starting point is 00:06:58 this one branch that could have happened because we sort of chainsawed everything else away. We sort of forget that there were other paths that could have occurred. How do you keep the forestry from lopping off the branches? As you start turning to how, you started with some really useful tools. So there's two tools that you can do when you're thinking about that, actually, three. The first has to do with trying to reconstruct what the actual state of knowledge that you were in. When you think about what did I know beforehand and what did I know afterwards, you can now start to sort of reasonably see what was the information that was informing the decision at the time.
Starting point is 00:07:35 When you actually go through this process, you'll spot, no, wait a minute, that was something that revealed itself after the fact. That's one thing that can be very helpful. Another thing that can be very helpful is to actually go through this process of thinking about this two-by-two matrix of the relationship between decision quality and outcome quality. So there's a quadrant, which is good decision, good outcome, which you can think of as like an earned reward, good decision, bad outcome, that would be bad luck. Bad decision, good outcome, dumb luck, bad decision, bad outcome, I guess would be like your just desserts. When you're thinking about any outcome that you've had in your life, if you do that over time, what you're going to see is that you're going to have certain patterns about which quadrant you're really filling in a lot. So if you're
Starting point is 00:08:15 seeing that you're really only putting things into like good, good, bad, bad, you need to start seeing how luck is influencing you. And then the other thing you want to do is to start thinking about particularly the good good quadrant because we are asymmetrically willing to go and try to find some luck in there. Let me explain what I mean. So if you have a bad outcome, you already feel bad. You're sad because you lost. And it's kind of nice to go in and deconstruct that and analyze process and really look at the quality of the decision that led to that outcome. because if you find some bad luck in there, you get a little relief. You kind of get out the hook.
Starting point is 00:09:00 Right. It's like a door out of the room. Luck is giving me a way out of this. So we're actually pretty eager to go around and explore those bad outcomes. What we're not so eager to do, though, is when we have a good outcome to apply the exact same process, to actually spend some time in there thinking about, well, you know, what was luck? Or was there a better way? And the reason why we don't want to look at that is because we feel,
Starting point is 00:09:24 pretty good. If you find out that you won because of luck, that's a door that you actually don't want to have open for you. So I actually put a lot of focus when I'm thinking about using this tool of really digging into that one quadrant. And what you can see is in order to actually be thinking about which quadrant that fits in, you have to actually apply this other tool, which you can do in retrospect, which is actually to do some exploration of like what are the other things that could have happened. Because if you don't understand those counterfactuals, it's very hard to actually appropriately place any outcome into the right quadrant. So I have tools in the book which will help you sort of reconstruct these things retroactively.
Starting point is 00:10:02 It's kind of interesting. The investment community often tries to capture the thinking at the time through the investment memo, which then, you know, records, okay, these are the potential outcomes that we can envision. Here are the probabilities of the different outcomes. And in total, we're willing to make this bet, even though there are some outcomes that are pretty unattractive, to say the least. And that absolutely, if you think about a knowledge tracker, that's what you're doing. It's like you're trying to reconstruct an investment memo. It's better than nothing. But what you really kind of want to be doing is doing this stuff prospectively. You want to have some sort of record of
Starting point is 00:10:36 not only what you thought at the time, but also exactly what you said, like what are the ways that we think this could turn out? Like, what are the payoffs to each of those possibilities? How probable do we think those are so that you can actually look at generally two things. What's the expected value? What's my side risk. And then you can obviously compare options to each other. What I think is actually really important, though, about thinking about this like evidentiary record that you'd like to create at the time of the decision as opposed to try to reconstruct is that it's not actually an extra step. Like people talk about decision journals, which feels like work, because it feels like an extra step where you've done the decision and now you're trying to record everything. The fact is that a really
Starting point is 00:11:16 great decision process is going to produce this evidentiary record naturally. And obviously, we'd prefer to have that because what the evidentiary record is giving you, what that investment memo is supposed to give you is sort of what your expectations of the world are. Not just like, do I think I'm going to win or lose at this probability, but also like what do we think is going to be true of the world in general. What I find in my work is that when people lose, they'll do these process dives. The problem is when there's a big win, they're like, we won. Yep, exactly. When an investment goes bad, you do spend time trying to say, okay, what can I learn? What can I do differently? And then when it goes well, you just spike the ball in the end zone and do a dance.
Starting point is 00:11:55 And we really are just like spiking the ball. But there's so much to be learned from the wins as well. And I would argue actually more, particularly, particularly by the way, when the power law, it's like there's in a lot of ways there's more to be learned from the wins than the losses, right? Because the thing is like, you know, you can win for all sorts of reasons that you didn't expect. And yet we spend a lot more time in our decision process exploring the losses that were for
Starting point is 00:12:21 reasons that we expected, then the wins that might have been reasons that were unexpected. Maybe we could have cleaned up the process or there was information that we were missing that we could have applied, so on and so forth. We're kind of losing a lot of the learning time. We're not being very efficient when we do that. And the other problem with that is actually that that has downstream of facts that are quite bad. I'm going to do things that are very consensus. So I'm going to want everybody to agree with me. Yeah, that resonates a lot. So you take on using a pro-con sheet. And it was funny, I was cleaning up offices a couple years ago.
Starting point is 00:12:59 And I found cheats in different places and aggregated by career decisions. And, you know, I came to the conclusion that they were pretty much worthless. And so you come to the same conclusion in the book. Why are pro-con sheets worthless? So let me just say, a pro-con list is actually a decision tool. And if you have a choice between that and nothing, I think a pro-con list is very slightly better. than nothing. But here are the problems with a pro-con list. The first is that it's flat. It lacks any dimension. It's like a side-by-side list. Here are the pros. Here are the cons. And I don't really
Starting point is 00:13:33 understand how you would weigh one side against the other without adding some dimension to that list. And that dimension would be two things. One is, how bad? What's the magnitude? The other dimension that's missing, which is terrible, is probability. So that's a thing. And that's a problem. And that's a I'd rather just use the decision trade. And for an option that I'm considering, I want to just think about what are the reasonable possibilities, what are the paths for those, and what are the probabilities of those things occurring?
Starting point is 00:14:02 And then I can add that dimension back in. Without that dimension, it's not a great tool for comparing one option to another because, again, I can't calculate like any kind of weighted average here. If, like, I'm choosing between two colleges is the one with more pros. Like, am I supposed to not go there? I really kind of don't know because I don't have this dimension. And then the third problem, which I think is actually the most dire, is that what we're really trying to do is to reduce the effect of cognitive bias.
Starting point is 00:14:29 Pros and consulates actually amplify all of that stuff. It's kind of a tool of the inside view. And let me just say for people listening, I imagine some people saying, no, when I go to make a pros and cons list, I haven't decided yet. I have news for you. The minute you start thinking about a problem, you've already started deciding, you know, regardless of whether you've made that explicit or not, you've already started to get yourself to a conclusion. And now when you go to do a pros and cons, this is going to amplify the conclusion that you already want to get to.
Starting point is 00:14:55 So I think it's just not a very good tool. My worst career decision by a mile was joining a company called real.com right at the beginning of the internet era. It was being purchased by Hollywood Entertainment, which ran the Hollywood video source. And it was a bad decision. I unwounded in a year, I got scars.
Starting point is 00:15:14 But when I went and saw the pros and cons, the pros were aspirational and the cons were delusional, I clearly had decided. before I start the list. Yes, exactly. When we start to use something that feels objective, like a pros and cons list, we get that feeling of like,
Starting point is 00:15:30 well, now I can have confidence that it's a really good decision. So one of the things that I'm very wary of is that I think that there's certain things that can come into a decision process that feel like it's certifying the process. So we end up with this combo of a decision that isn't really better, but that we feel is much more certified.
Starting point is 00:15:49 I love the tools. you describe using the decision trees, the prospective gathering of information. Then you took your how into an interesting direction. I really enjoyed the part on spending your decision time wise. So it's a book. It's a book about, you know, making great decisions. And then you start talking about all the decisions that you shouldn't apply it to. So I spend the first six chapters really kind of laying out what a pretty robust decision process would look like. And then I sort of take a hard left. and I say, okay, so now that you know, mostly you shouldn't be doing that, which I know sounds a little bit odd, but it's this meta-skill of understanding that obviously you can't take infinite time to make decisions
Starting point is 00:16:33 because opportunities expire and you're losing the ability to do stuff in between. And so we want to really think about what types of decisions merit taking time and what types of decisions merit going fast. And it just turns out that most of the decisions that you're going to make on a daily basis are ones that you should be going fast on, much faster than you actually do. And in some ways, I think that people sort of have it reversed. Throw out a couple examples, because that's where it really came alive to me. Okay, so let me ask you this. What's your guess, obviously pre-pandemic?
Starting point is 00:17:10 What's your guess on the average amount of time that an adult in America takes on what to watch on Netflix, what to wear each day. I mean, at the moment, it's sweatpants, but we'll ignore that and what to eat. If you're my mother-in-law, she's spent a half hour every time we went to a restaurant. So, like, she's not even that much of an outlier. If you add it all up over the course of a year, the average adult is spent in between six and seven work weeks, like literally on just those three decisions. I'm sure she's looking at the menu and then it's quizzing like all the waitstaff
Starting point is 00:17:43 and asking everybody else at the table what they're going to order, like trying to go back to the chef. looking on milk. So here's my question for you. Let's say that we ate a meal together and you you were trying to decide between two dishes. Like what are two dishes that you would have a hard time deciding between? Fish and a good veggie stew. Okay. Okay. So you're trying to decide between those two things. If your mother-in-law, you're quizzing everybody. So let's imagine that you ordered the veggie stew. And it came back. And let's imagine you got this bad outcome where the food was really yucky and you didn't even finish it because it was so gross. So now let's imagine
Starting point is 00:18:16 and it's a year later. And I say, hey, Jeff, how are you feeling right now? Happy or sad? So you remember that horrible veggie stew you had a year ago? How much of an impact to have on your happiness today? Zero. Zero.
Starting point is 00:18:27 Okay, so let's imagine I catch up with you in a month. And I say, hey, Jeff, feeling happy or sad right now. Do you remember that horrible veggie stew you had like a month ago? How much of an effect on your happiness to have today? None. None. What if I take you a week later, by the way? None.
Starting point is 00:18:43 None. Now if it had been the fish and it had been done. bad. The week may have been a... Maybe, but not the veggies too. But not the veggies too. Okay. So what I just walked through with you is something I call the happiness test. I use happiness generally as just a proxy for are you reaching your goals? Because we're generally happier when we're reaching our goals.
Starting point is 00:19:01 So you can substitute any goal that you have in there. And this is a way for us to figure out how fast we can go. Because basically the shorter the amount of time in which your answer to the question is, did it affect your happiness at all, is no. the faster you can go, why? Because there's a trade-off between time and accuracy. So in general, not always, but in general, the more time we take with the decision, and there's more time for us to map these things out and actually calculate like expected values and figure out what the volatility might be or gather information, get more data, all of those things. Generally with time,
Starting point is 00:19:38 we should be increasing our accuracy. So that's why we can speed up. I'm assuming no food poisoning here that when we look at the worst of those outcomes, that it has no effect. It's neither here nor there, which means that we can take on the risk of saying, I'm going to spend less time because I'm willing to risk the fact that I might increase the probability of the worst outcomes because it doesn't really matter to me. And then you make it another point that you can repeat the decision next day at the restaurant and order of the fish instead of they're tasteless stew. That's the other thing that you can look at, which is when you have these low-unpacked decisions that are quickly cycling and they repeat very quickly, So that's like what to watch on Netflix, what to wear, what to order in a restaurant.
Starting point is 00:20:20 We should go really fast for two reasons. One is you're going to get another crack at it in like four hours. And then the other is that one of the things that we actually don't know well, although we think we do, is like our own preferences. We've all had that experience of having a goal, achieving it and realizing that wasn't really what we wanted in the first place. And then there are certain types of decisions where it's just really helpful to sort of get some feedback from the world.
Starting point is 00:20:42 So when we can actually cycle these decisions really quickly, and I'm not really too worried about like making sure I'm making the best possible decision in terms of accuracy. What I'd rather do is get a lot of cracks, get a lot of bats, so that the world can start giving me information back more quickly and I can start cycling that feedback a lot faster. Then I'm going to build much better models of the world and what my own preferences are and what my own goals are and what my own values are
Starting point is 00:21:08 and what works and doesn't work, such that when I do actually make a job, decision that really matters, my models of the world are going to be more accurate by having just just sort of done a whole bunch of stuff really fast and not really cared whether I won or lost. That makes perfect sense. Now, one of the chapters that I loved was decision hygiene. I found this book fascinating from the perspective as both an investor and a former operator. I mean, investors, it's obvious. You're making two or three investments a year. You're seeing hundreds of companies. How do you decide? But as an operator, there are a few decisions you make each year. that are super, super important.
Starting point is 00:21:44 In particular, the ones that I used to labor over was, okay, you have to commit, you have to invest your product resources, your most valuable asset, your engineers, into specific deliverables. You know, is it going to be A, B, or C, and that's the most important decision I made all year other than possibly people decisions. Explain a little bit how you can maintain great ID.
Starting point is 00:22:08 It resonated in both my professional experiences in a really significant way. I have to say like the decision hygiene stuff and the ideas of predicting these intermediating states of the world apply so much in a startup environment because obviously kind of the nature of a startup is that you do have very little information. And you're making pretty big bets on a future
Starting point is 00:22:30 that by definition is going to be somewhat contrarian. So making sure that you don't get in this kind of group think, like I'm not saying don't believe in yourself, of course, but this is absolutely a way to have more belief in yourself because the quality of the decisions that are going to come out of a good decision hygiene process are going to be so much better. And that becomes much more important in a situation where we are at a paucity of information. And then it starts to actually close feedback loops more quickly for you, which also increases the quality of your models and information. So I actually
Starting point is 00:23:01 can't think of a place where this is more important than in a startup environment. So let me just start kind of the premise why you need some decision hygiene. I don't have control over luck. I can do is I can make decisions that reduce the probability of a bad outcome. You know, even if I make a decision that's only going to have a bad outcome 5% of the time, I shall observe it 5% of the time. And luck is what is determining when I observe that bad outcome. So that's kind of one side of the puzzle. The other side of the puzzle has to do with how you construct your decision process.
Starting point is 00:23:30 What do you think your goals are? What do you think your options are? What do you think those possibilities are for any given option you're considering? What do you think the probabilities of those things occurring are? basically your whole process is built on this foundation, like that whole house is sitting on top of a foundation, which is your beliefs. And by beliefs, I don't mean things like religious beliefs. I mean just like, what are your models of the world? How do you think the world operates? What are the facts that you have? What's the knowledge that you have? And that foundation that that whole process
Starting point is 00:23:57 is sitting on has two problems. One is that a bunch of the things we believe are inaccurate. So it's like cracks in the foundation. And the other is that we don't know very much. So it's like a flimsy foundation. The solutions to both problems are the same, which is that we need to start to explore that universe of stuff that we don't know. That's where we run into new information. That helps us beef up our foundation. And it's also where we happen to run into corrective information, things that can correct the inaccuracies in the things that we believe. The other thing that helps us do when we're, you know, talking before about the pros and cons list and gets kind of caught in your own cognitive bias is to realize that like a lot of the cure to those kinds of problems is
Starting point is 00:24:35 to get other people's perspectives. So two people can be looking at the exact same data, and they can come to very different conclusions about the data. That's what a market is. It's different perspectives colliding. So having set that stage, one of the best things you can do for your decision-making is finding out what other people know
Starting point is 00:24:54 and what their perspectives are on the problems that you're considering. The problem is that without really good decision hygiene, you're not actually going to be able to execute on that properly. So let's figure out how do we get this into a team setting. Basically, human beings are very tribal, and we'd like to sort of agree with each other more than we actually do. And our opinions are really actually infectious. So in order for you to know that you disagree with me, what is the thing that you need to know
Starting point is 00:25:22 for me first? What do you think? Right, exactly. And this is where we get into this huge problem in interpersonal communication. When people ask for feedback, pretty much 100% of the time, they tell the person what they believe first. I'm thinking about a particular sales strategy or whatever, and I will lay out for you, not just the information that you need,
Starting point is 00:25:44 but I also tell you my opinions on that. You're unbiased opinion, right? Now that I biased you hugely, right? Right, exactly. So the reason your decision hygiene point was so interesting to me is you called out one of my tools that I used as an operator, which was quarantining in group settings. I found an open table that if I walked in and had a, you know, put a strategic, you know,
Starting point is 00:26:09 choice on the table, there was one and a half people in there who would drive the discussion and their opinion would always carry the day. So I developed a tool where I would pre, very important big time strategic decisions. I would ask everyone to send me their list of prioritizations. and then I would aggregate them and then feed that back to the group to heighten the contradictions essentially. The quiet person who didn't really want to put a contrary point of view and spar with the other person, all of a sudden the data is on the table because they quarantined
Starting point is 00:26:50 the gathering of it. And then I found the conversation was so much better than just throwing it open and having, you know, the charismatic, lequacious, opinionated person carried the day every time. I could quarantine my opinion, but as soon as someone else talk, as you just so nicely put, it's like everybody else is infected anyway. I'm just a really huge fan of pre-work. Figure out what it is that you're trying to get feedback about. Give everybody the same information and then actually elicit those responses. Now, the more specific, the better. So I like them to rate it, right? Give me it on a scale of zero to five. Because then I can
Starting point is 00:27:27 find out like Jeff is a four and, you know, Annie's a two. And maybe Jeff and Annie need to have a conversation because it turns out that there's quite a bit of dispersion of opinion there. What this allows you to do is, first of all, it actually disciplines your decision process because you have to think about what are the things that matter to this decision that I'm trying to elicit opinions about. And let me be clear, it's not that I don't think people should provide rationales. I think those are actually quite important. It's just that they need to have something that's much more precise. It's like a point estimate, right? Because I need to see where the dispersion is and then let them give the rationale. I used to give a hypothetical budget. You have a
Starting point is 00:28:05 million dollars. Here are the 12 ideas you can invest behind. Deploy your budget. And each person would deploy. And then all of a sudden you got something that's really powerful. And you got, oh, you love this idea and you hated this idea. Let's discuss the idea. Right. Which I love. So exactly. So you can actually see that they disagree with. each other or see that they do agree with each other. It also makes you actually think about what are the component parts of this decision that really matter. You can start to actually create for yourself, almost like a little bit like a checklist, but here are the things that we need to pay attention to, and that I actually need to get the feedback on. So what Connman
Starting point is 00:28:45 would call these are mediating judgments. You're thinking about what are the mediating judgments for any broader category that you might be judging on, and that helps you to really discipline in the decision process. You then bring that together in one doc and you sort it into here are areas of agreement, here are areas where there's some dispersion. People get to read that prior to coming into the meeting. So they've actually seen sort of the full slate now
Starting point is 00:29:07 of what the different opinions are in the group. This does really great things for your meetings. It makes them much more efficient, much more productive. You're not surfacing all that stuff in the room, which just takes a long time. And by the way, you're not going to surface all of it anyway. So that's bad. But the other thing is that now you can come in and you can say, here are areas where we generally agree. Yeah, us, but let's not talk so much about the fact that we agree, which is what happens in a lot of meetings where you'll say something, Jeff. And then I'll go, I agree with Jeff and let me tell you why. And then somebody else is like, yes, and I have more color to add to that because everybody sort of wants credit for that idea. But we don't care now because we already found out we all agree. Yeah, yes. Right? The earth is round. Cool. Right. But now it turns out that Annie thinks the earth is flat over here.
Starting point is 00:29:52 Okay, so now what are we going to do? Jeff thinks they are thrown, Annie thinks they are flat. And that's where you really want to be focusing your time on places where there's dispersion. And you want to focus that time in a way where it's not about convincing anybody of your opinion. It's about just informing the group. And then if anybody sort of agrees with you, I'll say, hey, you know, Sonal, you also agree that the earth is round. Is there anything you want to add to that? So you'll get to say your peace. And then Annie, you believe the earth is flat. is there something you didn't understand? Now notice in no way am I, is anybody saying you're wrong or you haven't thought about it this way or whatever? It's I get to tell you here's something I don't
Starting point is 00:30:32 understand. And then we sort of get to the point where I say, okay, explain your position. There's really amazing things that come out of that process. Thing number one is you get much more comfortable with the idea that everybody doesn't have to agree. Number two is people have different mental models and so you get to expose everybody to those different perspectives and the different facts people are bring to the table so the whole group becomes more informed, which is awesome. The third thing is that the person who is conveying their position becomes more informed. Why? Because in the process of having to defend why I believe the earth is round, I discovered that I actually can't explain that very well. So maybe I have to go Google some stuff or look it up. And there's going to be good stuff
Starting point is 00:31:11 that comes out of that because I'm going to be more likely to actually moderate because I'm sort of poking around in my knowledge a little bit. And then the last thing I think that comes out of this that's really good is that once you get into this idea of convey versus convince, you realize that you don't need to agree to decide. You need to inform to decide. And that the idea that all of you would be on equal agreement about whether you should do something or not is completely absurd because we don't have to because that's a little point.
Starting point is 00:31:38 If you thought that that was the goal, why do you have more than one person on the team? Yeah, you want a diversity of opinion. And if you don't tease out the different opinions and you make an inferior decision, I actually thought this was one of my management secrets, but you just outed it and you're soon to be a bestselling book. Yeah, so actually what's interesting about that problem,
Starting point is 00:31:58 I think that teams often act like a pros and cons list, where we have the intuition that more heads are better than one. So when we bring more heads into a decision, you have this decision that feels much more certified. But what we know is that when you allow people to make these decisions and sort of committee style, like in a team meeting, that the decision quality often isn't better. And there's lots and lots of science that shows this.
Starting point is 00:32:20 So one of the things in venture that is often cited as a challenge in decision making is the feedback loops can be forever. What's your take on that feedback loop and decision making? Yeah. So basically my take is that there's actually no such thing as a long feedback loop, which I know sounds weird, right? Because obviously you're saying like we invest in a company, we find out how it exits like 10 years from now. Isn't that a really long feedback loop? But the thing is, I mean, going back to this idea that when you make a decision, it's a prediction of the future. It's not like you're just predicting what the exit is going to be.
Starting point is 00:32:55 You're predicting a whole bunch of intermediating states of the world. And that might be just like, for example, like what is the arc of the ability to attract talent for this particular founder? Just like as an example, right? You know, obviously it's going to fund it the next round. It's a good example, the funding management team. Right. if you knew for a fact that they weren't going to be able to hire a good team, you would invest in them. So it's really good to sort of make predictions about those things and make them probabilistically.
Starting point is 00:33:25 Because as you're making these types of forecasts, and now over the court in a much faster time period, you're starting to see when we say that there's a 60% chance that this intermediating state of the world is going to exist, does it actually exist 60% of the time? because in the end, the thing that's so important to understand is that you are saying that you're an expert at the market that you're investing in. So you want to be explicit about the things, those predictions that you're making about that market, both near term and far term, so that you don't have to wait around 10 years because the thing is you're going to have to make another investment in between. You can't just make the investment, wait 10 years,
Starting point is 00:34:06 get your feedback, and then make another investment. And now if you're actually being explicit in the way that you're thinking about those things, you can actually create much tighter feedback loops. It's just aggregated to get it into a set of milestones. Right. There's no reason you can't do that out in the world. One of the knocks that people will say about poker is, oh, but you get really fast feedback. And so poo on you. And I'm like, well, yeah, except that it's really just a compressed version. There's the end of the hand, which is what you're thinking about. But in between the start of the hand and the end of the hand, there's all sorts of predictions that I'm making in between. I've been an investor for nine years. The feedback,
Starting point is 00:34:40 loop is 10, I've made 35, 40 decision. If I deferred any learning to the end, it would be pretty wasteful. And there's another psychological thing we fight. The phrase is your lemons ripen first. So if your company goes for 10 years, there's a pretty good probability. It's going to have a good outcome. But the ones that die after, you know, can't raise the next round, can't have the management team. That's when your negative outcomes manifest before your positive outcomes. And psychological, logically you have to manage through that. Yeah, so this actually, I think, gives you a tool to be able to do that because you have no secondary way to be right. Like, how am I doing in terms of like calibrating around how likely I think this company is to fail?
Starting point is 00:35:22 You know, in what ways is it going to fail? What does that actually look like? The other thing that comes from that is that when you make yourself sort of break this into its component parts, when you actually force yourself to do that, I think it actually improves the knowledge that goes into it. because you have to start thinking about what are the things that I know, what are the things that I could find out, what are the perspectives that I could consider, what are the mental models that I could apply that will help me with this prediction because it is now recorded. It is part of that evidentiary record, which we have already said, is incredibly important that allows you to have that look back.
Starting point is 00:35:57 And because you know that you're accountable to it, I think it actually improves the accuracy of the original decision because it makes you be more fox-like rather than hedgehog-like, because you know that there's going to be a look back. Basically, Fox-like thinking is looking at the world from all sorts of different perspectives, applying lots and lots of different mental models to the same problem to try to get to your answer. And Hedgehog is like you approach the world through your one big idea. So you can think about like an investing, you have like one big thesis instead of looking at it from all sorts of different angles. Generally, what you find is that Fox-like thinking is generally going to win the debt. And this is something like Phil Tutlock, I'm sure a lot of
Starting point is 00:36:39 people are familiar with super forecasting, talks a lot about, so apart from the fact that you can speed up the learning cycle, I think it actually improves the decision in the moment, the knowledge that at some point someone's going to look back at it. I think that's absolutely true, and it's a good tool, and we may start implementing that at the firm really soon. You know, as investors, we get the benefit of being able to make a basket of decisions, you know, diversification.
Starting point is 00:37:05 A lot of the people are making decisions are making, like, one decision. What is the impact to optionality? How do you deal with that one decision? So first of all, here's a secret. Your decisions are a portfolio because you make many of them in your life. And I understand one decision like this particular product decision. But that's actually kind of like a false segregation because you're kind of working across different decisions. But I do understand that some decisions you're making feel like they're much higher impact. Like when we go back to the happiness test, obviously like when you're sort of putting your eggs in one product basket, this is something that if it goes wrong is going to have a very big effect on your ability to achieve your long-term goals. But that doesn't mean that you can't think about how can we just
Starting point is 00:37:49 sort of move fast. And then how would we then apply this to making a higher quality decision about something like that? So one of the things that we want to think about besides impact when we're considering how fast we can go is optionality, which is really just if we're on a particular route, how easy is it for us to exit? Can we get off? the route because obviously when we choose a particular option, we're foregoing other options, and there's obviously opportunity cost to those to not choosing those options. And what we're doing is we're saying this option compared to others is going to work out better for me, a higher percentage of the time than other options that I might choose. But we know that after you choose
Starting point is 00:38:28 something, sometimes new stuff reveals itself or the world tells you some things that maybe this isn't a road that you want to be on. So then the question just is how easy is it for me to get off the road. So one of the things that we want to look at is what people call type one or type two decisions or Jeff BASA says two way door or one way door decisions, that when you have a two way door, when it's easy for you to quit and either go back and choose an option that you previously rejected or choose a new option that you hadn't previously considered, that we can go faster. Because really, it's a way to mitigate the downside, right? If I'm kind of on a bad route, I can at least get off and try to figure out how to get onto another route.
Starting point is 00:39:09 So that would be like going on a date, super quittable. I can leave in the middle if I want. Getting married a little harder, less quittable. Yep. Right. So, you know, taking a few classes online, much easier to sort of quit than like actually committing to a particular college or renting more equitable than buying.
Starting point is 00:39:31 By the way, it turns out doing online classes and going to college is now the same. Thanks. It is. My children will tell you that. That is so true. So, but the more quittable something is the faster we can go because we can, when we can quit, obviously that mitigates the effective observing the downside outcomes. The other thing we can do is actually think about portfolio theory, but for decisions
Starting point is 00:39:52 that we don't think of as investments, even though all decisions are investments, which is sometimes we don't need to choose among them. So you can date more than one person at once, right? I actually don't need to choose between these two options. I could actually do both at once. And then I can kind of figure out which one's working better. And we do this with like A, B testing and marketing. That happens in software development,
Starting point is 00:40:11 where you're sort of trying to decide between two features and you develop them in parallel, and you test them with one set of users and another set of users are seeing different features. The number of the businesses do business locally. We'll add restaurants in San Francisco and L.A., delivers groceries in San Antonio. You can charge.
Starting point is 00:40:28 You can have different pricing approaches in the different market and just learn. I mean, you know, No one in San Antonio is going to know what you did in Montpellier, Vermont. You know, so try it out. And you learn and learn and learn and learn and out learn. Then you go national. Exactly.
Starting point is 00:40:44 When we can do things in parallel, obviously we're also better off. And then the other thing is sometimes you have an option that isn't quitable, but you can still quit it because you can negate it. So that would be like, let's say that I'm invested in a stock. and it's totally a liquid, have no ability to sell it. If I could find a stock that's perfectly negatively correlated with the stock that I own and I buy that in an equal amount, I've now solved my problem.
Starting point is 00:41:15 So I've quit it even though it wasn't liquid. That's just hedging. So if you can find something that's kind of negatively correlated with the first thing, then you can actually go faster. So that you have to think about in advance, right? This thing is pretty illiquid. It's going to be hard for me to exit. Is there something where, if new information
Starting point is 00:41:32 reveals itself, I can kind of just negate that decision. And if you can do that, then you can also go faster. So now that we've sort of understood, like there's the impact of the decision, and then we have this oftenality thing, like can you quit, can you hedge, we can now get to this idea of decision stacking, which helps us when we have to make this big bet, is to say, what are the things that I can do before that are going to help me to gather information so that when I do have to make that big bat, this is going to be hard to reverse, my model of the world is going to be better. So how can I start to use this idea of making some little low impact decisions just to kind of see what's going on to do some things in parallel?
Starting point is 00:42:11 I can blunt it in order to start building better models of the world so that when I do actually put this out into the world, then I know something more about the market. So when you know that you're going to have one of those on the horizon, I mean, they normally don't just like hit you by surprise. It's like, oh, crap, I've got this decision to make. It's just really good to try to stack these other types of decisions in front of it. Because when you do actually have to make that decision tree, when you are actually trying to figure out, like, what the user uptake of something is going to be
Starting point is 00:42:40 or, you know, whatever, what people are willing to pay for something. Your model is just going to be so much stronger for having thought about what are the things that I could do in front of that really big decision. De-risking. You know, trying to get all these little nuggets of directional information to give you higher confidence in the really big decision. Yeah. And so you can apply this in like all sorts of different places.
Starting point is 00:43:03 But, you know, the classic thing is dating before you marry. One of the things that I find is that when people aren't like 90% sure that it's the right path, that they're pretty reticent to actually execute on it. But, you know, we have to make lots of decisions where we're 60%. And by the way, when we estimate ourselves to be 60% on something, we're overestimating that because we're just deciding under uncertainty. It's just kind of how it is. We don't have a lot of information.
Starting point is 00:43:27 So once you have an option that appears to be significantly better than the other ones, you just have to do a final step, which is to say to yourself, is there some information that I could find out that would cause me to flip this option in relation to the other options that I have under consideration? And now it just becomes really simple. If the answer is yes, you can just say, can I afford to go get it? You might not be able to because of time or money. And if the answer is yes, I can afford to go get it, go get it.
Starting point is 00:43:52 If the answer is no, look, this is the state. date that we're always making decisions under. I don't have a time machine. My decision making would be much better if I had a time machine. Sadly, I have none. That's the next book, the time machine. The time machine, right. I know, right, exactly. This has been a fascinating session. Thank you for spending the time with us on the A16Z podcast, to paraphrase. I am so grateful to have gotten to come on and to get to discuss this stuff with you. I had so much fun. I've been looking forward to this conversation for quite a while. Well, I'm so excited because it did get delayed a little bit due to a small misprint.
Starting point is 00:44:32 That wasn't a small misprint. That was a big misprint. And now I have an eBay collector's item, which I'm the perfect person to know how to monetize. Yeah, right. So for people who don't know, is that books get printed in sort of 20-page sections, rather, that get bound together. And really a lot to do with COVID. One section got printed twice.
Starting point is 00:44:53 and one was totally missing. I was just questioning my mental facilities while reading. But no, don't worry. It's been repaired. Excellent. October 13th, when the book is out, you will get an appropriate copy.
Starting point is 00:45:07 That'll be awesome. I can't wait.

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