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Podcast Episode Notes: 20VC: Notion's Founder on "Founder Mode" and Startup Dynamics
Episode Summary In this episode of The Twenty Minute VC, host Harry Stebbings interviews Akshay Kothari, co-founder of Notion, a rapidly growing productivity tool. They discuss Akshay's experiences with the company's evolution, including fundraising strategies, the challenges of scaling, and insights into effective board structure.
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Key Discussion Points
- Founder Mode, Veto Powers, and Focus
- Definition of Founder Mode: Akshay discusses the benefits and drawbacks of a "founder mode," emphasizing the importance of a founder's ability to make decisive calls.
- Veto Power: Akshay argues that a founder's "veto power" is their greatest asset, allowing them to maintain company integrity and prioritize quality hires.
- Opportunities:
- Biggest opportunity Notion seized and one they missed.
- Hiring Philosophy: The importance of waiting for the right candidate rather than rushing to fill positions.
- Fundraising Insights
- $50M @ $2BN Valuation:
- Decision to raise despite not needing immediate funds; aimed to bolster talent recruitment during COVID.
- Selected investors: Coatue and Index, with Sequoia initially declining.
- $270M @ $10BN Valuation:
- Re-engagement with Sequoia; their decision to invest due to Notion's growth and stability.
- Concerns about scaling to a $10BN valuation and the effects on recruitment, especially regarding stock options.
- Board Construction and Challenges
- Critique of traditional board structures—how they can be broken.
- Akshay's vision for a board that serves as a coaching mechanism for executives rather than just oversight.
- Concerns about the pervasive "TikTokification" of social platforms and its impact on attention spans and content quality.
- Company Growth and Cash Flow Management
- Discussed the importance of being cash flow positive early, allowing Notion to operate independently of external pressure.
- Emphasis on sustainable growth over rapid, unfocused expansion.
- The balance between aggressive marketing and maintaining operational integrity.
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Key Takeaways
- Founder Mode: Critical when effective; can be detrimental if the founder lacks the necessary insights.
- Disciplined Hiring: Emphasizing quality over quantity in recruitment fosters long-term stability.
- Strategic Fundraising: Timing and purpose in fundraising are crucial; leveraging investor brands like Sequoia can validate a company's strength.
- Innovative Board Structures: Rethinking how boards are constituted can create more effective governance and support for founders.
- Cash Flow as a Control Mechanism: Achieving cash flow positivity early in the company’s life allows for greater strategic freedom.
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Final Thoughts Akshay’s insights reveal a unique perspective on navigating the complexities of startup dynamics, emphasizing the balance between growth, hiring, and maintaining a strong company culture. He advocates for a structured yet flexible approach to both management and board composition, echoing a commitment to excellence at all levels of Notion.
For further exploration, listeners are encouraged to reflect on their own experiences with company culture, governance, and sustainable growth strategies.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:00Founder mode is really good if you have a founder who's right a lot. If they're not, God bless that company. There's more cash in notions bank today than the history of its race. So it's like in some ways, like with produced cash, we haven't spent any of it. I think the thing I would say about Sequoia, I think it is probably the best brand. Similar to how we demand excellence from our from our employees, I think they demand excellence from their companies. Welcome back to 20 VC with me, Harry Stebrings. And since we have the man who makes the show at Notion run smoothly in the hot seat, Axe Cthari.
0:34Axe is the co -founder at Notion, and he is run almost every function in the company. From sales, to marketing, to finance, he's even led their fundraising efforts, raising over $340 million from Sequoia Index and Co2, with the latest round pricing them at $10 billion. Before Notion, Axe was VP of Product at LinkedIn for five years, and he joined LinkedIn when his previous company Pulse was acquired by them in 2013. But before we dive in today, all of you listening use tons of software every day. Sometimes it fills us with rage. You can't figure something out. The chatbot in the bottom right is useless.
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3:46You have now arrived at your destination. Actually, I am so excited for this, dude. We did this four years ago in COVID when no one was getting out. And now you're in London, man, this is so special. Thank you for being here. Thank you for hosting. And so good to see you in person. Now, I spoke to Ivan before the show. I spoke to many people before the show. Basically, he's taught the shit out of me. And what I heard was actually that you have had so many different hats across the notion journey from CMO to CFO to ahead of inside sales, CHRO, head of IAR, CPO. I mean, Christ, I hope you're accumulating different salaries for this.
4:22But how did you learn new disciplines so quickly on the job? I didn't really think of my job as those titles. Like, my job was COO. So my primary job was to like help scale the business and the company and let my co -founders Ivan and Simon stay focused on the product. And so that meant whatever the company needed, I would jump in and try to figure it out. How did I do it? This is actually kind of interesting. So my background is product, right? And Ivan told me to join and take care of everything except product. And so I essentially put myself on all these new functions and just try to learn on the job.
5:01So one thing I realized was even though I had never really done any of these things before, actually like force principles thinking and like systems design that you learn in product development actually like applies a lot to these functions too. Can we take one apply systems design in a way that you did just so we can understand that in a more contextual manner? Yeah, so let's say the first job I had at Notion was actually like there are three people who reported to me were support, customer support, right? Now, typically, as the number of tickets or as the number of requests go up, the first thing that people typically do is they just add more people.
5:37They sort of divide the tickets by productivity and then come up with some number of people. The product manager in me was like, well, we could build a better system, right? And so we could build better tools so that each support person can do more every day. But also once you have enough of these customer tickets, then the next role you want to hire would be something called a product ops. Product ops would take all this feedback and synthesize it and share it with the engineers. So one thing Ivan and I did in the early years, we created this canonical database of about 200 types of requests that would come, which would map to like features.
6:16And we trained our support team to tag every request that come in with one of those 200 tags. You have to do that, right? That was part of the job. Every morning at 6am, we wrote a script which would take all these tags from Intercom and write it against these database tags in Notion. And so essentially what every engineer at Notion had was a real time view of what people were talking about yesterday or the last week or the last month. And so if you could see like, oh wow, people are talking about the Android app or the last month that is really going up, they can go in and start solving that problem.
6:54And we use this tag across the tools we had. So for example, if you were working on Android, you could essentially put that tag in Intercom and you can basically see all the customer support tickets that have come. So you could essentially, in many ways, you don't even have to hire a researcher. If you put all these things together, we didn't have to hire as many support people. We did not have to hire a product ops person. And we also did not have research early days. In fact, all of these were given to the engineer directly to be able to tap into that feedback and actually solve that problem.
7:27This is a strange question, but everyone is going mad over founder mode and the difference between managed mode and founder mode. When you listen to the way that you're talking, it really is quite a change from traditional all structures and all designs and it's really driven by a very product driven founder mindset. Do you think in the future and with founder mode, we will see completely redesigned orgs and the traditional functions be very changed? Everybody is starting a question, things that we've been taught about this specific org structure and the fact that you know, Jensen has like 40 direct reports and doesn't do one -on -one.
8:05So I think it's actually kind of good that we're reopening What does this lead to? And I think every leader has to sort of question what is sort of the best way to run their company. What things do you think we should question that we aren't questioning today? If you go back to notion and sort of why we did some of these things, I think a lot of it came from Ivan really prioritizing keeping a very small team. And that part was not done just because we thought we would be profitable because of that. But I think we did it because it really meant that we can stay a lot more nimble by doing that, right?
8:38How did you prevent the creep? There's quite a few people that start very nimble and they're really aligned to how you built the company and then with 100 million round or with that big mouth, you know what we can hire that extra, we can hire that, we can start that new division, we can go into enterprise early, we can do X. How did you prevent the creep with the increased branding cash? The best power founder has is like the V2 power and Ivan used that a lot when I was in the early days, like, you know, I remember, I don't know how many sales people were interviewed for the first six months. And Ivan was like, well, this person is quite good, but not great.
9:16So let's keep looking. And I think for up to about 500 people, we're about 700 people today, but up to 500 people, the last interview was always with Ivan or myself. So we met literally everyone before. And because we did that, I think it already sort of forced a certain rigor inside the company. But also in general we were okay with enduring the pain like a lot of times you feel like this person needed to be hired yesterday And and we would be okay waiting a few weeks few months until we found the best person for that job You said they're back on enduring the pain that kind of goes in stock contrast to what we're told Which is the speed of execution is the most important thing in relatively early stage companies the willingness to wait Goes against that how do you think about that and the importance of speed?
10:01I think we took a slightly different approach where we did try to keep the team lean and we felt like it might feel like short -term It's slowing us down, but in the long term keeping the team small allowed us to move a lot faster today All of notion with all the different surfaces we have under 20 product managers and we have about 12 designers 12 designers sort of design the entire surface of notion including calendar and it really allows us to move faster Like, it's not a committee of design or committee of product managers where someone's only responsible for a small part of the problem. And so because we have a lean team, we can actually take a little bit longer because we're not trying to hire a lot more people.
10:43We're trying to hire maybe a couple of people every year, and it also forces a certain prioritization that makes you a lot more effective. Instead of just taking the fundraising money that you took, adding a lot of people, saying yes to all the projects, I think that is actually comes at a cost. The cost is that your bandwidth is now split among so many different projects. And so I think you may feel like you're going faster by hiding more people and saying yes to more projects, but in effect, it is actually going slower. So we've actually chosen the path where we're doing fewer things and doing them better.
11:18I love the statement you said, which is the power of the veto. What did you and Ivan veto that was a benefit of hindsight maybe would have been better to do in the moment. Initially we we didn't have our values codified and so a lot of the initial final round interviews was a little bit around our intuition where we felt like whether this person is going to be actually a good fit for the company. After about I think when we were 50 people, we actually like did the excess of codifying the values and we have four values. We are owners Here's the mission, we are peace setters, we are truth seekers, and we are kind and direct.
11:56My team would be watching this going, whoo, there's a red rag. I think values are a very, very challenge when you can't take the other side. So kind and direct, I want someone nasty and indiret. No one would ask for that. Is it a good value because you could not take the alternative side? So like as an example, we look for obsessed people. Not like a passionate. it. That's no, no. You need to be completely obsessed. How do you think about that and what makes a really good value in that case? To answer your question, we wouldn't take someone who's nasty and direct, but no one would. There's a few nuances to this.
12:32If you take that example of kind and direct, the and direct part has an extra signal there. It's not like being nice to each other. We want people to be direct, which means that we are inviting people to be able to debate internally. I suppose I've been again before and he said listen, he's basically hired every single leader at notion at this point Harry. So you have to ask him about that. When you think back over your lessons on hiring, what are your single biggest lessons on what it takes to really get the best people into notion? Initially, you sort of have to get a feel for the shape of what you're trying to do in this function.
13:06And I think, so in many cases, we didn't go to hiding the leader first. A lot of these functions, maybe I started doing the job myself, sort of shaping it to sort of what we wanted to do in notion. A lot of these functions we also hired the ICs first, like individual contributors who can start to like do the work. When you look back, what have been some of the biggest mistakes you've made and what are some big lessons from those? I think the people who do well at notion are builders and we sort of expect even the execs and leaders to be builders. I think when we hired people who are VPs or CXOs at big tech firms, they have a machinery around how their work happens.
13:47Because notion is so small and so lean, those people had a tough time at notion because that machinery didn't exist. But also when we did have a crisis or moment of solution that needed to be found, I think the typically sort of went to needing another head count or sort of blaming on the systems or so forth, right, which actually didn't work so well. What was the hardest team to hire and the hardest function to build out? The fun I would change a lot if I could or the one that I probably regret not doing the right way is probably sales. I was optimistic. I thought, you know, I think we could do sales a different way.
14:32And I thought our salespeople could be more consultative. They don't have to worry about COTA. They just have to make sure the customer is being successful and the product will grow and expand. And what I learned the hard way is that we try to reinvent the wheel on something that has been done in a specific way does work really, really well that we shouldn't have. But I think the thing that I misunderstood was she saw the best salespeople they joined because there is a COTA because they can hit a number because they can outperform that number. And so actually not having that and not having the attribution really hurt us setting the first year or two.
15:10How did you see it, how inability to hire people, the people did not have direction? What was it that was the, oh, this is how it is? Well, the way we looked at it was just the percentage of business that is driven by sales or sales assisted wasn't growing as much as we would have hoped. But you know, there's actually an interesting piece here around sales at product -led growth companies, right? Which is that, in many ways, product sells itself at these companies and you think you can do sales a slightly different way because you have all these leads, right? And that actually is also a blessing and a curse.
15:46Yes, it's a blessing because you have all these leads, but it's also a curse because I think your broader team starts to depend on it. It's like, oh, the product is not really signing up the right lead. This is why I'm not able to close sales, right? which if you didn't have the product, or if you didn't have anybody signing up on your website, you would still be doing going out and trying to find the lead. And so you'd be sort of complaining about that part bit less. And if you want to build enterprise at some point, you've got to build outbound. And you've got to build an enterprise function.
16:14And you cannot continuously rely on product inbound. Exactly. As nice as that would be for anyone. Exactly. Where was that moment when you realized that? Probably like three years in, so that there would have been like three years ago. We've obviously now moved very much into like, you know, we have an incredible new sales leader Proveysh who comes from like an enterprise sales background and I think he's brought certain amount of energy and DNA that like I didn't have, right? That's the other thing. It's like you need someone who can really rally the troops and operate a slightly different weight other than like a systems builder product thinker.
16:51It doesn't work. I can't stand on the stage of sales kickoff and like rally the troops as much as Provish can and I think if you're like a sales account executive You'd you need you want to see that you want to see that you want to see that you're crushing your quotas And you know, you know, you're really you're really building for that and so so if I had to do I used to back to your question If I had to do it one function all over again, I would do sales and what the way I would do it is to not try to like Overthink it just do it the way it is run like a proper sales machine I think we would have saved three years in that journey.
17:24So that part is painful. Slightly weird one and going off on a tangent, but I heard it before this and I was like, it's just a really thoughtful statement. And it was the hardest things in life are not iron or gold, but unmade decisions. What unmade decision does notion have that is heavy? You can take a moment to think about it. I think one of the challenges for notion has always been the fact that it's a horizontal product, right? And so I think the question people ask is like, oh, is it for consumers or is it for large enterprises and the answer is always being yes. And I still very much believe in that sort of horizontal mess.
18:02But one of the things I'm starting to realize is like instead of defending the answer or trying to pick, we're much more forthright with our employees about the kind of company we are. How so? I think the best way I've seen more recently is Parker at Rippling sort of calls it a compound company, which is that it is this like big mission that we're building many different products and they're all connected through the data layer. I think in many ways, notion is a compound company as well. The building blocks that we're building really do serve consumers all the way to large enterprises. The reason the flywheel works is that we actually did the study recently and we found that you know something like 46 % of our business, it can be attributed back to someone using notion in their personal life.
18:50Everybody I spoke to who was using it at a large company with, you know, wall -to -wall usage, they all started because their spouse is using it for their home project, or they're using it for, with their kids on something, or their knees told them about it, or I saw my uncle having their portfolio on it and so on and so forth, right? So we know that this part is very important for us. Like it's almost like a part of distribution that happens naturally because it's a consumery product, but it doesn't pay the bills. The bills are, the business is growing on the B2B site. Which person do you think is at the most profound impact maybe on you and your leadership, maybe on notion as a company, when I ask, it's a good question.
19:29I would say in many ways, like notions kind of unique in that the company became cash repositive pretty early on. You know, we did not have to spend a lot of money, or spend a lot of time on sort of fundraising. So there's very little external pressure on notion. What is being a cash flow positive mean you have done that you wouldn't have done if you weren't cash flow positive? What is it enabled you? It's a huge, like once you get there it's actually a huge time safe. So I think I'll talk a little bit about notions, very nuanced, but we got there pretty early. I think we got there like five years ago.
20:02What it did was it meant that suddenly you feel in control of your destiny. You don't have to think about you don't you don't have an end date. You don't feel like you're going to run out of money in X months or X years, why years away. And what that means is you can choose to raise money if you have a good need for it, but you don't have to. All the time spent there could be spent back into building a better product and selling to customers. If you think the way that companies are built today is wrong. I dare raise 5 million on 25 after leaving Stripe. Higher people get to a million in an error, you're an angel ambassador to, get a million in error or have Excel index, never on fire, if you get a 10 million in error, do you think we are building companies wrong?
20:48People should have a deep understanding for what long term valuation metrics look like, right? What do you mean by that? I mean, you just look at historically what is the revenue multiple or PE multiple of SaaS companies. So like, you can raise on hope today, but in the very long run, unless you're trying to just get acquired, you will be valued at a multiple of your revenue or a multiple of your cash flows that you're generating. And they tend to be an average of like, you know, what, five to ten X on the revenue multiple side. And the way that you can increase your multiple is by three things, right?
21:24I think in my view, one is you can increase it by having a faster growth rate, but you can increase it by having a better cash flow margin. and you can increase it by operating in an industry or in a space where the terminal growth rate can still be pretty high. So I think as long as you have a deep understanding of those things, I think as long as you have a good understanding of what you're going to use the money for, you can build towards that. Great. I think if you're hoping that we're going to be back to 100 times revenue, 100 times ARR, valuation, I think that's a bit challenging. It's funny, I had the fans of UIPath, Clavio, a service Titan, and none of them could raise.
22:04And it meant that they all were forced to stay very close to customers for the first few years. They didn't hire customer service teams, they didn't even hire product people because they had to do it all themselves. All three said the company would not be the success it is if they had raised the money. I think it's some of it, like I also have to credit Ivan here because in the early days I think, you know, this lot of investors did knock on our doors a lot. A lot. A lot. And I think did some crazy things to get attention from you guys. Correct. Correct. And so literally every quarter, Ivan and I would discuss, is like, should we do it?
22:35Just out of interest. What was that internal discussion and fascinated? I think primarily Ivan was very focused on, is money the constraining factor right now? Is like, if we had more money in the bank, would we, would be spending on hiding faster? Take me to the time when money was a really constraining factor and you decided to raise it. We raised a 50 million, a two billion at the start of COVID, like pretty much like a couple of weeks into COVID in 2020, only 24. 50 million at two billion. I mean, that's a weird raise in the way it is brilliant raise, but in the race it is minimal dilution actually, but a lot of money.
23:0950 million buys a lot. A lot. The traditional notion is, well, VCs wouldn't like that because they can't get the ownership that they need. How do you think about that raise the structure of it? I'm just fascinated. Well, actually came about really fast And it actually goes back to being cash repositive and not needing it. I think you sort of are able to do, you're able to break the rules because there's more demand than supply. But you know, the reason we raised that round was also, I think it was an interesting one where we didn't have a need for $50 million, but we raised it because we saw that the talent was flocking to safety.
23:45where all the people we wanted to hire needed some signal to say like oh this company is stable and I'm willing to work there. And so in March or April 2020, again we didn't have the cash needs but we needed in index and co -to stamp that I'm putting $50 million in this company that is growing and that actually really helped us recruit and like break that. How do you not let that alter your mindset towards focus? You got 50 million now, actually. You can build that new team. You can build that new product. You can do that a lot higher. How do you retain discipline when 50 million drops? Frankly, I don't know.
24:24I think this might sound weird, but I think we just like not wired that way. Like in some ways, like, which makes it very rare. Yeah, in some ways, like, there's more cash in notions bank today than the history of its race. So it's like in some ways, like with produced cash, we haven't spent any of it. And some people might look at it and be like, like, hey, you're not really utilizing the cash that isn't hand. Are you being aggressive enough? Yeah, so that's a question people ask. One of the things I learned, this was actually one of my favorite tools of duty inside Notion was when I was running finance for a year.
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24:54First of all, I thought finance, like at least before I actually worked on it directly. I thought this is just like bookkeeping, stay out of trouble, like stay compliant. But only if I worked for a year and I sort of got introduced to the whole world of FPNA, desops, and I was like, wow, this is so strategic. And once you get to a certain scale, the notion got to about 100 million in ARR a couple of years ago And you realize like, oh, there's all these interesting comps You can look at public comps that you can measure your performance against as well, right? So it's great. If you think about your job as like, well, there's all these different projects You need to fund and you need to resource allocate finance becomes such a strategic partner in that.
25:31So I remember talking to as part of like me going to hire our CFO So I talked a lot of CFOs in the valley as a way to learn. And I remember one of the conversations was actually quite interesting where I asked like, what's the ideal rule of 40? Should it be this? Should it be that? And this person said, basically you should have test budgets for everything you want to try out. And you should just look at each part of your business through that unit economic lens. If you wanted to performance marketing, give people $50 ,000, $100 ,000, doesn't matter. Tell them to test whatever they want to test and if they can prove the unit economics for that channel and The channel's working then you should load up the truck You shouldn't worry about rule of 40 at that period of that quarter or that month because you've seen an opportunity that pays you back You can do the same with sales and so one of the years we did actually spend a lot of money on billboards It was a way for us to learn that okay, well this does improve your brand awareness but doesn't actually do a lot to signups or, you know, deal closing sort of completion rates, right?
26:37And so that's the theory we have right now with sort of being aggressive versus being too defensive is that this incentive budget should be allocated to tests across those different disciplines. Is it like 10 % or is it like 50 %? Well, the budget could be pretty small. You just need enough of a budget to be able to get signals back that channel is working. And in many cases you don't need it to be very large, right? I think maybe like sales is might have a longer period for you sort of see what the paybacks are. But I think anything you're doing with performance marketing or some partnership deals or other things like I think those things, you know, you can you can do it.
27:14So we do the 50 to billion and then how much do we raise the 10 billion? We raised around 270 million at 10 billion. Around 270 million to not be precise. told me about the thinking there. What were we unlocking with that fundraiser? So this was second half of 2021, pretty crazy time. And the reason we did this raise was because our peers, our competitors, were getting very aggressive in going to market both from the marketing lens as well as from the sales lens. And we saw an opportunity to not only raise this money but also to sort of play the game on the field. And so we did this in October 2021.
27:55And I think the plan was to sort of go more aggressive on go to market. Did you decide to play the game on the field and go aggressive? Yes, we did. For about a year or so before the market's turned, we did the right decision. You have to, I mean, there is no other choice, right? I think at the end of the day, you do have to play the game that is being played on the field. And in this particular case, there were, or can you just watch others burn money in GoGo times and stay disciplined? Probably nuanced. I think you don't want to like burn your company down, but I think you do want to like compete and see if you can capture more of the customers that you're and your competitors are both trying to get.
28:34And so we go aggressive for this year and then harder times come when we pull back. That's what happened in 2022. In fact, the harder times came much faster than most had imagined. And so in many ways the pullback happened quite a bit early in our journey. Just thought, so exercise here, is that not when you get more aggressive? Your competitors, they don't have actually the cash supplies that you do in a lot of respects. You could have gone aggressive then when they pulled back. Did you think about that? We did do some of that. And I think the reason we were able to do some of that was because we were already cashful positive.
29:06So we saw all the companies around us all trying to get fit, all trying to get back to cash positive. And we were like, we're already there. So what do we do? Through all of these things one thing I realized it's actually there's there's like 99 ways you can board money There's only one good way to like effectively like make money, right? There's just like so many bad ideas out there You can like throw money on the billboards. You can throw money on YouTube You can but I think it's like it's actually very few ideas that actually can like continue to scale well and Even when it starts to do well like you put more money in and it starts to be a bad channel, right?
29:40So it's actually kind of an interesting exercise of like if something works for X like how do you get to 10X and still have the same unit economics is pretty hard. I have a question for you. On the 10 billion, it's a big, big valuation. How did you think about that and how do you think about growing into that over time? Well, I think going back to what we discussed, right, I think in the very long term, it will be a function of the company's sort of multiple, the function of, you know, multiple of revenue, and the premium will get as based on us being able to grow fast or continue to grow fast and do it in an efficient way.
30:17The great thing about Notion is that we just operate in a very large market. The different categories that we play in has, like I think, we're barely scratch the surface on it. And so we're pretty excited to keep building towards that vision. One of the things that the valuation even matter if you're cash -free positive, if you're being blunt, valuation matters a lot if you're not cash -free positive because there's crunch time in 18 months when you're going back to the VC and your judgment day comes on your valuation. If you don't need to go back to the VC, well, valuation matters internally, I think, to employees.
30:51I think it matters that the stock that they did get is able to be valued that much and continue to grow and value over the years. Is that a challenge with leaders today? You bring them in at a 10 billion price? It's high. Like seeing like 10, I saw 10, I saw 10. I think it is a challenge for a lot of companies when you can't show them a path. And I think it was a bigger challenge in 2022. I think some companies have been able to sort of like show a path or have gotten there But I think they're probably more rare than the number of unicorns that were sort of made during that time when you look back at your fundraising What would you have done differently?
31:30I wouldn't do anything different. How did the core come together? When we did the COVID round in 2020 We really really wanted sequer again like if you think about the the goal for that round was to get a stamp of approval so that we could recruit and people feel like this is a safe company. And that isn't a better stamp than Sequoia's. And so we pitched them and actually we got to know that time in March 2020. It was this from Pat Grady. I think it's from the partnership. I think the person we had talked to there was Mike Vernal, then who was an early personal investor. And I think they actually wrote a very thoughtful note for why.
32:08In many ways, it worked out in terms of us, like getting to know each other even more over the next 18 months. And then the next one we came back and said, hey, we still want you. Next one we came back, we asked them first and then and co -2. Because I think co -2 had put a smaller check in the $50 million round. And so they came back and did a larger one and Sequoia was the coin investor in that. Do you find having sequirs and investors in NeedleMovie for a company? I think it is probably the best brand. Their record speaks for itself, I think. What does it help most? Talent, customer acquisition, pure brand and market and ego.
32:48What is the thing that is the needle made before? I think the thing I would say about Sequoia having gotten to work with them more in the last few years is that similar to how we demand excellence from our employees, I think they demand excellence from their companies. And so if you like that pressure, if you like wanting to build a generational company, I think you get the best set of questions from them. You get a lot of really nuanced feedback and data points from them. Right now we work with Pat Grady. Pat has seen literally every generational SaaS company closely, really closely. And everything is memory.
33:31So he can essentially tell you you are where, you know, service now was like 12 years and two quarters ago, right? And I think that's I think it's like he's seen the movie so many different times and so his mind is so structured That's what I for me with him like whatever problem you have he'll break down it to like cool component parts and then play it back in an Incredible clarity and structure and actually one of the things that I've also realized is like it's not just like business performance So I remember one quarter where we missed our, so maybe like a year and a half ago or something, we missed a quarter where we sort of like missed our number.
34:07I remember, you know, saying like, oh, you know, here are like seven things we're doing to like close the number gap. And I remember both Mike Bernal and Pat said, I think you guys are thinking about this wrong. The question is not whether you can hit this quarter or not. The question is whether you can actually really scale this product to 100 million users and beyond because that's the future we see with notion. It was a good reminder where it's like, wow, they sort of believe in this long -term mission and their sort of the long -termism is sort of like helped us recalibrate in terms of what we should do.
34:40We mentioned Pat, we mentioned InDes, we mentioned Code 2, when investors invest and lead and write big checks, they generally get board seats. You did boards a little bit differently. How did you do a board differently. These rounds were low delusion. I think there's essentially two to three percent ownership that we gave out. You know, we were able to essentially not give out board seats. We were able to do it in a way that sort of like felt like we could almost recruit a board in the future, which we wanted to do not just because someone is investing money, but someone who could be a long -term sort of board member for us.
35:18What do you want in the recruits that you have to your board. So actually, like, there's something we've been thinking a lot about. And actually, it's actually not that different from thinking about recruiting an executive team. There's like five seats that we would want to fill. I think I would want one person to be like a CEO whisperer, almost like a CEO coach, ideally like a former CEO who's done that job. I think CFOs always would like a partner in having an amazing audit chair. Then there's probably a person who's then go to market. And this could be like either someone who's deep in sales or deep in marketing and you can pick whichever one you need.
35:56You're going to need help web in the long run. Then there's the other like the governance and like the compensation committee is typically a person who you could match with your head of people. And what you could do if you design it this way, you could also let's say, you know, fifth one is an investor who actually gives you like a macro perspective or how things are going on. But if you designed this well, you could almost have a one -to -one coach for your executive team to your board that you put together, where they, as they're growing in their careers and they're figuring out the next phase and the next phase after that, they have an incredible board member who's investing in them.
36:34I don't actually, this is probably pretty rare. I don't know another company that has done that, but a lot of this came from first principles thinking, what do you think? we build boards the wrong way. I lead you a, BOTZ. Someone else leads you B, BOTZ. Someone else leads you C, BOTZ. People are rethinking what org structures should be and how many people should report to you. I think people should rethink what boards should be. That is an element of if you had to recreate what a board meant, I think just writing it down. But people don't get to do that, right? Because I think we got lucky in that the ownership and some of the casual positive really helped, like not dilute as much and not need as much capital.
37:21I also think, like, you know, some of the investors I know, someone I really respect is Jeff Wiener, who is my old boss at LinkedIn. Even in an act, she tried very hard to get him to be a board member at, you know, our first board member at Notion and he said no. Because Because in deep down he wanted to be the CEO's coach and he said some of the board stuff around requires him to think about the company before he can think about the CEO. Sure you have a fiducian duty to show holders. Correct. Which can be indirect conflict with your CEO coaching. Exactly. So it's tricky. I want to do a quick fire round.
37:55So I say a short statement, you give me your immediate thoughts. Does that sound okay? Let's do it. Okay, so what do you believe that most around you disbelieve? I think EI will create more jobs than it will kill. I stortured Twitter, so I know that you thought this was quite a good question. What's your favourite book written before 1956? You know, with the kids, sort of reread some of the Indian epics, and so there's a part in Mahabharat called the Bhagavad -Kita, and some of those principles in Bhagavad -Kita are so timeless that I think are worth reading again. What's your favourite essay blog post or memo written post 2000?
38:30But these two questions are really awesome questions that I think I found them in Lulu's application. I think job applications. Exactly. So there's a essay. I think one of the inspirations for notion has been Alan Kay and his work. He's like one of the computing pioneers. He actually wrote a essay in 2008 where he said why the computer revolution still has not happened. And he sort of talks in detail about why a lot of the computer universes are mostly used for consumption. It's not used for creating things that the pioneers are thought about. It's worth the read. Best bold member that you would most like to have, if you would choose one other than Jeff Weiner.
39:12I personally would have loved Charlie Munger, talk about like long -term thinking, long -term business building, sad that he passed away, but him in water and are sort of like my heroes. Did you ever go to the Bert Shant away? I've been many times. Was it amazing? It's amazing. I've always wanted to go. Most memorable first investment meeting. So for me, I think I graduated 2010. I won't go into too much detail, but I build this small little app in my class project at Stanford that became a company called Pulse. And I remember a meeting an investor, Emily Melton, was it me fielding, the turn of the D .F.
39:49change and how she runs her own fund. And one of the things I realized as a student, the superpower of meeting investors is that what I saw in Pulse was like just another RSS reader and what she saw in Pulse was this next generation browser for the iPad and it really sort of made my idea like 100x stronger just like having that meeting and having her talk about like someone seeing the vision even before you do it. I think that was incredible. Well, it's the most contrarian or unorthodox advice that you'd have for founders this thing. I think in general, I would say like almost all advice is genius for a subset of people and completely rubbish for the rest of them.
40:30I think you can take literally everything. I mean, even founder mode. Founder mode is really good if you have a founder who's right a lot. If they're not, God bless that company. So I think I don't know, I think I've moved away from giving advice to more share my experience with what happened at notion or pulse because I found that to be like, I think you hopefully you can take the right learnings from them and apply to what your situation is. What have you changed your mind on in the last 12 months? One of the things, I think my wife was right on this one, one of the things I used to do about a year or two was try to like pack up every hour of my kids weekend with activities.
41:10And I was like, oh, they can't be bored. They're gonna do this, they're gonna do that. And then, you know, we just spent like a month in India this summer. And they had no programming. And they were just like sitting around with family. And in many cases, my daughter complained she was bored. but I think both of them grew so much with all these interactions and I've realized that yeah I don't know boredom is good like I think it's okay for them to like not be like occupied every hour of the day. What concerns you most in the world today? I think this like general tick -tockification of every social app, I'm really worried about that.
41:44Every social app has become like one or two clicks away from infinite stream of viral videos which I think is like just really sad. Is it not helped? Yeah, you have amazing community on TikTok and on a lot of short form platforms. I agree with you, but is it not helped? Similar to this podcast, I think there's definitely better content out there. I'm not saying necessarily like notion content is better, but how many people have controls over this information that they're consuming? They didn't have that even when they're watching TV or something, but the thing that I worry about is just the consumption to creation ratio has gone out of whack.
42:26A little bit like something. You think there's now more consumption than ever like that because there's also more creation. Everyone's a creator. You can't go down the street and London without seeing everyone creating. Yeah, but creating what though? I think crap. I agree. But the ratio is not the problem. You are right that I think more people are creating than ever before. 100%. I think the question, I guess, I don't know, maybe I'm being cynical here, but I wonder what people are creating and what people are consuming and whether it's actually... So I actually tweeted this this morning, the top eight enterprise valuations of EdTech companies amounts to about 19 billion, only for unsentiprized valuation, 18 and a half billion.
43:09Yeah, I would love to see in some ways how do we make learning and education more what people want to do. And I actually think like, I don't know people watching this podcast, hopefully learn a few things. And what I actually view it as like our job and our role to package that more efficiently for today's society, this gets taken and put into a hundred different clips for four different platforms. And like I have to move with the time to deliver my content in a better package. Yeah. You have me convinced that it's not all that. But your feed is what you make it is like life. If you go on my feed actually my feed is protein recipes, gym, Tony Robbins and inspirational speeches might quite uplifting.
43:50The trouble is that most people are perpetually like magnetic to crap, violence and sadness. Yeah. That clearly sort of resonates but also like like if you're just maximizing attention time which these social apps are doing, it does sort of just sort of like spiral down to that. You have to change the incentive mechanism of the app. Exactly. And so you have to change the monetization mechanism. Yeah, exactly. And so, which we go to an Elon view of the world, though, which is actually moving to a subscription based social network model and saying, fuck, key to advertisers. Yeah, I just sort of worried that I think the incentives right now, at least for these companies that are primarily ad based are just like it's going to be hard one to like move to subscriptions, which you let your children have social media?
44:34No, at least not until when they're a lot older. Actually, one of the best things that happened this year in the last couple last month, my daughter's school sort of banned devices in school. I'm just really glad because once a month, I would have a conversation with her about some of her friend, wedding and Apple Watch, or and I had to explain like, sorry, but we're not getting it at this age. But now I don't have to explain that, which is nice. The final one for you, what question are you not asked by by high as by team members, by investors, by people, that you feel you should be asked more.
45:07One of the things that I've been reflecting on is a little bit sort of like that, you know, the Steve Jobs speech around how you connect the dots, looking back. I didn't appreciate it when I was growing up in this small city in Gujarat, in India, how sort of growing up there and surrounded by friends and family there, how it would have shaped the things that I do today. And so I think some of those, some of that exploration is super fun to especially as I get closer to 40. It's like, wow, all my creative genes probably comes from my mom and all my business genes probably comes from my dad and all these different things that I did when I was young in some ways has made what I do today possible.
45:45Actually, listen, I so appreciate you putting up with my meandering. You've been fantastic to have on the show. So thank you so much for joining me. Thank you for having me. So I would love your feedback. I would love to hear. Do you think shows are significantly better when recorded in person in the studio. Let me know on Twitter at Harry's Tabings and you can watch them on YouTube at 20VC. That's 2 .0VC. But before we leave you today, all of you listening use tons of software every day. Sometimes it fills us with rage. You can't figure something out. The chatbot in the bottom right is useless.
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46:50Command bar is already used by world -class companies like Gusto, Hasha Corb, Yacht Poe, and Angelist. If you're a product CX or marketing leader, check them out at commandbar .com slash Harry. And talking about incredible companies with commandbar, I want to talk to you about a new venture fund making waves by taking a very different approach. It's a public venture fund anyone can invest in, not just institutions and accredited investors. The Fundraise Innovation Fund is democratising venture capital, which could have big consequences for the industry, the fund is already off to a good start with $100 million into some of the largest most in -demand AI and data infrastructure companies, companies like OpenAI, Anthropic and Databricks.
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48:52As always, I so appreciate all your support and stay tuned for an incredible episode coming this Monday. It is one of the best investing shows we've done with David Frankel at Founder Collective.
From the publisher
Akshay Kothari is Co-Founder at Notion, one of the fastest-growing companies of the last decade. Akshay has run every function in the company from sales, to marketing to finance and even led their fundraising efforts raising $340M+ from Sequoia, Index and Coatue with the latest round pricing them at $10BN. Before Notion, Akshay was VP Product at Linkedin for 5+ years, leading all of their content efforts. He joined LinkedIn when his previous company, Pulse, was acquired by LinkedIn in 2013.
In Today's Episode with Akshay Kothari We Discuss:
1. Founder Mode, Veto Powers and Focus:
- Does Akshay agree with "founder mode"? What are the biggest downsides to founder mode that not enough people are discussing?
- Why does Akshay believe that the single greatest power of a founder is their "veto power"?
- What is the biggest opportunity that Notion jumped on that they should not have done?
- What is the biggest opportunity that Notion did not jump on that they should have jumped on?
2. Raising $50M @ $2BN Valuation:
- Why did Ivan and Akshay decide to do this raise when they did not even need the money?
- How did the fundraising process for this round go? Why did they choose Coatue and Index?
- Why did Sequoia say no to this round?
- With the benefit of hindsight, what does Akshay wish that they had done differently?
3. Raising $270M @ $10BN Valuation:
- How did Sequoia come back into the frame with this round? Why did they say yes here when they did not before?
- Why does Akshay believe that of all the investor brands, Sequoia is the most powerful? In what way does having Sequoia as an investor change the trajectory of the company?
- Is Akshay concerned about how he will be able to scale into the $10BN valuation?
- How does Akshay address the challenge of bringing new team members in with stock options priced at $10BN? How much of a blocker is that?
4. Boards and Social Media are F*******:
- How is the way in which boards are constructed broken?
- How does Akshay believe that boards should be constructed?
- What roles should founders hire for in their board members?
- Why is Akshay most concerned about the "Tiktokification of everything"?
- Why does Akshay believe that social media has never been more concerning?




