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Podcast Episode Notes
20VC with Samir Vasavada
Episode Overview Title: Raising $126M Across 3 Rounds in Just 6 Months, The Real Story of Vise Host: Harry Stebbings Guest: Samir Vasavada, Co-Founder & CEO of Vise Episode Theme: Discussing Samir’s journey with Vise, challenges faced during rapid growth, and lessons learned from hiring and fundraising.
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Key Themes Discussed
- Hiring Mistakes
- Damaging Playbooks: Hiring individuals with rigid experiences can stifle innovation.
- Remote vs In-Person: The challenges of maintaining a cohesive culture in a remote environment.
- Reputation Caution: Hiring individuals obsessed with their reputation can lead to issues in a startup environment.
- Investor-Driven Hiring: Hiring based on investor reputation rather than fit can harm culture.
- Firing Regrets: Samir wishes he had acted quicker on poor hires.
- Market Conditions: Growing teams in a hot market can lead to misaligned expectations and hires.
- Fundraising Experiences
- Rapid Fundraising: Raised $126M across three rounds in just six months, which Samir now regrets.
- Impact of Early Funds: The pressure of having substantial funding affected company culture and decision-making.
- Liquidation Preferences vs Valuation: Importance of understanding the implications of liquidation preferences over just focusing on valuation.
- Investor Interactions: Discussed whether he felt comfortable discussing problems with investors when facing difficulties.
- Mental Health and Pressure
- Pressure of Expectations: The immense pressure of being the youngest founder of a unicorn.
- Support Systems: Reflections on friendships that faded when the company faced challenges.
- Dark Times: Samir shared his experiences of deep depression and how he overcame it, attributing his resilience to a belief in destiny.
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Key Takeaways
- Self-Discovery and Experience: Founders must navigate their journey, learning from personal experiences rather than relying solely on external advice.
- Importance of Culture: A strong company culture is vital, especially during rapid growth phases. Dependency on remote work can impede cultural development.
- Hiring Philosophy: Prioritize hiring passionate individuals who understand the mission over those merely attracted by status or reputation.
- Financial Discipline: Rapid fundraising can lead to a lack of financial discipline, which can harm long-term growth and sustainability.
- Emotional Resilience: Maintaining a grounded perspective amidst fame and success is crucial to navigate the startup landscape effectively.
- Community Support: The significance of surrounding oneself with genuine friends and mentors who believe in your vision.
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Samir's Reflections
- Samir reflects on the lessons learned from missteps related to hiring, fundraising, and mental health, emphasizing the importance of self-awareness and adaptability.
- He acknowledges the dual-edged sword of investor backing—while it provides credibility, it can also attract the wrong kind of talent.
- He advocates for making difficult decisions promptly, especially regarding team composition, to ensure that company objectives are met.
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Closing Thoughts The episode provides deep insights into the complexities of building a startup in a high-stakes environment, highlighting the importance of strategic decision-making, mental resilience, and the foundational role of company culture. ```
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:00I was like the youngest person in history to have a billion dollar business. Do you regret raising as much money as quickly? Yes, 100%. It's 99 % of the advice is bad advice. And then the rest of the advice is contradictory to each other. To be frank, I don't think startup should be run remotely. You go to self for 125 million. Yeah, we would've sold for more than that. We attempted to self -in that. Tempted, did I think about it? Yeah, of course. Did you sell secondary? Of course. A small amount. This is 20VC with me Harry Stabbings. And stay, we tell a story of vice. companies, a company that raised $126 million in just 6 months.
0:34The company's founders became the youngest founders of a unicorn company at the time, but it has not been without its challenges. Today we have a very frank and very honest conversation with Viz's founder Sam here, on the biggest mistakes, what he would have done differently, and the impact of both personally and professionally raising so much money so soon, and having such a large valuation placed on you. This is a very different style of interview, but an incredible discussion. I'd love your thoughts and you can check it out by watching the full episode on YouTube by searching for 20VC, that's 20VC.
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3:08It's so important that you make the right decision for one of the most important elements of your company. equity and equity management. Choose Angelist at angelist .com. You have now arrived at your destination. Sam, I'm so excited for this dude. It's wonderful to have you in the studio in person. Yeah, thank you so much for having me. Not a tool, my man, but I want to start with the beginnings of FISE. What was the aha moment for you with FISE? Take me back to that. So I think it's less the beginning of FISE and more of the beginning of our entrepreneurial journey. I started my first startup at 12.
3:41I was at the summer program at Northwestern. My parents are like, you could not go to traditional summer camp. You must do college courses. So like six grade onwards, they sent me to this college summer program at Northwestern. And one year, I think of summer of eighth grade, I met this kid, Runeck. And he was the kid across the hall for me. And we're like, I'm from Cleveland. He's from Detroit. We're so bored in the Midwest. Schools like pretty easy. And like the iOS programming language swift to kind of came out recently and it just started taking off and we're like, let's build apps for small businesses.
4:13Let's learn how to code, let's use Swift, and let's build apps for any small business that wants an app. And that was kind of how we got our start to our entrepreneurial journey. We started with a game and then we built an app for a chain of car washes. We built an app for a medical conference. All kinds of different apps. We made like 30 grand by the time we were 14, which felt like ton of money. And my co -founder got a research opportunity with the prestigious university in AI research because he was a longtime math researcher. He was doing math research in, I think, with graph theory, and it translated quite well over to AI research.
4:45And we realized, well, what if we could use AI to build apps? What if any small business could type in their app idea in our system, and we could use AI to build an app? And that was our first real startup idea. The challenge was the team we got to work with us was the wrong team. With people we met on the internet. We blew all the money we built making apps for small businesses on trying to fund the startup and the technical challenge was way harder than we could have ever imagined it to be. So unfortunately that was our first failure but it opened us up to this idea of AI quite early on and got us all hyped on the idea of building a startup.
5:20So it's funny whenever I meet founders today I always say how did you first make money because I never I always believe that the best entrepreneurs start early. No great entrepreneurs came out of Harvard, Stanford, Oxford, Cambridge went to McKinsey and that's where they made their first money. It's always starting something very early. Do you agree with that? I 100%. I think it's just having that motivation, like that passion motivation that's developed early. So I think in our case, it was building apps, but even before that, I was obsessed with garage sales. Like I would go to my grandma's house and find all of her junk and try and sell it at garage sales.
5:55And that was the thing I did when I was like, you know, single digit age. How were you when you started voice? I was 15 and a half. 15 and a half. Okay, who was the first big yes to you with Vise? That's actually funny. So I think there's two stories here. I think the first is our team early on, we didn't have that much money. We were consulting with these financial institutions, which is how we discovered the need, the problem to deliver personalized portfolio solutions in an automated way to a financial advisor who were actually consulting with these big financial institutions on AI, but we didn't have like a ton of money to actually pay people to like build us the product.
6:30So outside of us doing it ourselves, we found a team of engineers mostly just through scraping angel list and cold emailing people and reaching out to people and LinkedIn. Like if you go through my LinkedIn in 2014, 2015, 2016, it's just like hundreds of cold messages. We got the first like two engineers to say, oh yeah, I'll work on this on equity nights and weekends. That was the first big yes. And then our second big yes was actually so my co -founder decided to go to college Which was a real challenge for me because I'd actually dropped out of high school to build this business and move to the Bay Area I was living in the tenderloin trying to bootstrap it to then raise capital and my co -founder decides to go to you pen and at you pen I'm like well if he doesn't drop out of you pen Then I don't know how I'm gonna grow this business I don't know how how we're gonna make this thing work is like well in order for us to do it we need to raise some capital.
7:24And we'd call all these investors and cold email to a ton of people and no one wanted to give us money. They're like, what business do you kids have building wealth management software? And the first investors that actually said yes for these guys, Nat Turner and Zach Weinberg, we started a company called Flatter and Health and sold it for a bunch of money to Roche. And they actually went to Penn and they're like, look, we had a similar story to you guys. They actually did complete Penn, but that 100K investment, which looking back at the small investment, but that was the reason why we were able to keep going.
7:51Was that a big unlock to further money? I think people forget the multiplier effect of a yes from an important group of people, person like Nat and Zach. Actually, when people say, oh, non -Zackeren, it's like, oh, well, fuck it, I'll do it. Yeah, it was super important. Having them introduce us to people, I didn't know the power of a warm introduction until after that. It helped us get, you know, Founders Fund to end up leading that seed round and Keith being one of his first investments at Founders Fund partially through a warm introduction. I don't think Keith would have responded to a cold message.
8:22And I think that that like, aha, click of like someone in Silicon Valley actually believes in this was a really helpful motivator for us. It's funny Keith who says actually there's no point in going to a load of crappy investors first, because they'll ask very different questions to what the great investor would ask. Have you found that the great investors ask different questions? It's interesting because all the investors that ended up investing in VICE were all the great investors. Like I don't think we have any crappy investors on our cap table and all the crappy investors for some reason passed.
8:52Maybe they saw something that the crappy investors didn't see, but for the most part they asked better questions. They understood things faster, but I think they were able to pattern match more effectively from successes they had seen and successes they had been a part of to what we were doing in a way where a crappy investor might not have been able to as effectively pattern match. How did this Acquire deal come about? This was actually kind of funny. So we'd already gotten Founders Fund and we're like, well, we're just going to build this business. We don't need to raise more money. This is not really that important to us.
9:25We don't need more VCs. We stop talking to VCs, which is like, we're going to build this business. But I had seen the show Silicon Valley as a kid. And I was like, I want to do Startup Battlefield. And like, Founders Fund was like, this is like a waste of time. What are you guys doing? Like, focus on your business. And I'm like, no, I really want to do the Startup Battlefield thing. I think it'll be fun. So I apply for Startup Battlefield. I get into Startup Battlefield. and to do the pitch at TechCrunch Disrupt. And the night before the pitch, they're having a happy hour at Sequoia Capital's office.
9:54And I'm like, I don't really know if I'm gonna go or not, but my co -founder and I were paying ourselves like 20 grand a year, and we were looking for free food, anywhere we could find it, and there was free food at this happy hour. And it was like a 10 minute walk from our house. So we're like, okay, we'll go to this happy hour, we'll eat some free food. We don't really need to talk to Sequoia because we have Founders Fund, and we're just gonna keep building our business. So we're sitting at the pretzel station at the Sequoia office. Everyone's rushing up to Ruloth and Mike Moritz and all these famous partners there and we're just sitting at the pretzel station shopping on pretzels and this guy who looks really young walks up to us and he's like, what are you two schmucks doing?
10:29Like, how old are you guys? Like, who are you? And we start talking about vies and what we're building and he's like, look, it's fascinating because I was at this retreat with the Collison Brothers a couple of weeks ago and they were talking about a truth that the mass It doesn't necessarily believe to be true, but they believe to be true, and it was that financial advisors will continue to exist, and that the relationship is really important. So like this actually makes a lot of sense, like I get the story you guys are going after. So then we pitch at Disrupt, and he's like, you guys should come in and like meet the partnership and talk about what you're doing.
11:02And they had actually made an investment in a company called Future Advisor, which is one of the early Robo Advisors at the time, which got acquired for a couple hundred million bucks by BlackRock, and the founder of Future Advisor was an investor of ours. And he called the Sequoia partnership separately and was like, hey, if I were to have kept building future advisor, Vise's taking the direction that we could have never gotten to. And having that kind of piece of credibility was really helpful going into the investment process. So they decided to kind of preempt us on a seat extension round and we're like, oh, I guess we'll take it.
11:34Why not? Doesn't hurt. They then doubled down also. I remember. Triple down. Triple down. Which I don't know if it happened before in Sequoia. Maybe it had, I think, in stripe in a few other instances. But why did you say yes to that? I know it sounds stupid, obviously, it's a core and incredible firm, but it just means they own a lot of ones business. What was the thinking around the tripling down? I think as we started to build, they tripled down a short period of time. So the seed extension was done in October of 2019. Our A was done in March and our B was done in May. And it was done in March.
12:05This is 2020. So this is after, this venture deals are not getting done right now. The world shuts down. We were the last investment at Sequoia before everything shut down for the pandemic. Like day before the global shutdown happened. I think for both Sequoia and I, we and Ruinik, we saw that this thesis was starting to pan out. We were getting early customer feedback. It was coming in extremely positive. We were getting a lot of positive reception. It just started to seem like all of these dynamics that we thought were going to be true started to play out and start to be true, which gave them more conviction.
12:40And then for us we also realized, okay, if we're actually going to build this and scale this, we need a lot of capital. At least we, at the time we thought we needed a lot of capital. Do you regret raising as much money as quickly? Yes, 100%. Why? And I also regret raising it all from the same firm. To some of the points, I love Sequoia, I think they're great. But you want multiple voices in the boardroom. And I think the challenge is when you have one investor that owns 30 % of the company, you know, has piled in close to 50 million bucks, then you're gonna have that investor's perspective as, you know, the predominant perspective versus having some, you know, healthy debate, which I think is really important.
13:19And I think, too, the challenges, so we raised something like $120, $130 million in an 18 -month period. I think we went from a seed stage company to Unicorn, it was probably like one of the fastest examples at the time in history of that having happened. And that was a bad thing. And the reason why that was a bad thing is because, One, when you have a lot of capital, you lose discipline, right? You don't have this existential threat of dying in six months. You lose a little bit more discipline. I think we grew up. Why did you lose discipline most? I mean, specifically around spending, like we hired a lot of people.
13:53I remember, like, and again, this is to Delian's credit, but I call Delian one day, we had lost like AWS, we'd overpaid AWS by $4 ,000. And I'm like, Delian, do you know anyone at AWS, you can get us a refund for this $4 ,000? And it's like, dude, we gave it a seed round. So you don't have to worry about these things. Just lose the $4 ,000 focus on growing really fast. And we're like, OK, I guess money doesn't really matter. We're going to just focus on growing really fast. I think we learned the wrong lesson in that. And I think money does really matter. And being financially disciplined really, really matters.
14:23And I think even more importantly than that, when you lose that discipline and you hire all of these people, we had gone from six people to 100 people overnight, basically. and a hundred people don't actually make your business move faster. It actually slows you down. You have to deal with HR problems, you have to deal with all kinds of different perspectives on how to build, you have to deal with a whole myriad of different things with more people, versus having a strong density of really, really smart people that are all problem -solving and helping you get to that next incremental milestone as opposed to dramatically scaling your organization with the sales escapes, the sake of scaling your organization.
15:02Respectfully, do you blame the investors? Like, I'm an investor today, and to me, that's irresponsible for growing over company. Yeah, you're for growing a company. I'm going to steal that term. Yeah, you are shoving cash down a company. I mean, three rounds in six months is fucking ridiculous. Yeah, I mean, I guess to a certain extent you can blame the investors, but at the end of the day, like, I'm the one as the founder who made the decision. So I have to take ownership and accountability for it. I think I learned a lot in the process. Was the valuation a problem? No, I think the expectations of the valuation was a problem.
15:33What was what was tied to the expectations of the valuation was growth. So was unrealistic. VCs have built this ethos that if it doesn't get big fast It's never gonna get big and the problem with that was and we weren't getting big pretty fast But to grow into a you know a billion dollar evaluation in 18 months from being a from having our founders funded around it like four million. It's just like not possible. It is unrealistic. I, in, especially in a market like ours where it is just a slow to change market, but billion dollar businesses aren't built overnight, right? And the bigger problem is that if a billion dollar business is built overnight, it means someone else can go build that same billion dollar business overnight.
16:15And you don't actually have a mode. So the expectations that created for us were a bad thing. I think the type of people you recruit when they see that you're a billion dollar business aren't focused on we have a value advice called burn the boats. They're not focused on burning the boats. They're focused on a stable career and growing within an organization and like assessing you alongside Google when you know you're really like the seed series A stage company you're not Google and the there's gonna be a lot of ups and downs and things that need to be figured out that a true billion dollar company wouldn't have to figure out.
16:50We're going to get to people. I do just want to stay on the kind of the valuation and kind of what it does to psychology actually for you. Did it impact your psychology and did you get too big for your business? 100%. I was like the youngest person in history to have a billion dollar business. Like at 20 years old, I think I just turned 20 when our company was about your billion dollars. Like every day it would be a different billionaire or celebrity or someone hitting me up saying like, I want to invest in your company. It was just a change, like, it was a change in power dynamic. It was definitely, it's not healthy.
17:19It's like a child star phenomenon. It's not healthy for anyone to go through that. How did you respond to that? So I stayed relatively grounded in the sense like, I don't drink, I don't do drugs. I was able to stay. I had a set of core principles that I fairly well adhered to and stuck to throughout my entire life that I think was important, you know, was maintained. I think the challenge was I really deeply valued money like and being very frugal. You can't really take the Indian out of me not to be too politically incorrect but I think that was a little lost and I had to relearn that but it was a it was definitely an experience.
17:56It's definitely a wild experience. What brought you back down to earth? I think seeing all the other founders. This wasn't like a unique to me thing. I hung out with a bunch of other founders that were also young -ish that built deca -corns or billion -dollar businesses, so to speak overnight. I saw the way they acted and, you know, the way they behaved. And I was just like, okay, like, this just doesn't really make a ton of sense to me. Like, there's something off. Like, if something doesn't necessarily feel quite right, then like, you kind of re -underwrite your thinking, you re -underwrite your decision -making.
18:31Like, it didn't make sense in 2021 for there to be a new unicorn every couple of days. you know, reading and tech crunch. Everything felt off. And I think because it felt off, I was like, okay, I think one this is gonna come down and there's gonna be a deep major correction. And I think two, I don't like this feeling of feeling off. Like maybe I have to change my actions the way I'm thinking, the way we're spending our time as a company to re -account for it. And I ended up being right because when, before the market really took a turn, we were one of the first companies to do a major reset. And it was more painful because other companies weren't doing it, but it ended up positioning ourselves so significantly better given that we had done it.
19:12What was involved in the major reset? It was first re -underwriting our culture. And I think building a company in the pandemic adds a complete new level of challenges because you are building a company in an all -remote environment. To be frank, I don't think startup should be run remotely. Like, you can't build culture when, you know, people are all on Zoom all day. Like you build culture at those water cooler moments and in the team and it felt like our entire culture was off. The second was we just recruited a lot of people that were mercenaries, they weren't missionaries. Well let's talk about that because I didn't speak to somebody.
19:46I mean, it depends how harsh you want me to be. I spoke to some of your investors and said, one hour or so I'm gonna fuck it up, it's hiring. Oh, big time. Talk to me about that. What did you get wrong and what did you do to correct it? One, every founder early on, especially as you raise all this money, you start to scale. I need to scale. Okay, like who do I need to take, like who do I need to evolve when I scale? And I think all the investors are like, okay, well you guys are young, you guys need senior executives. And senior executives will give you the leverage to build a grow your team, to build a manage more effectively.
20:22Those senior executives have usually run a big team before and they've come from a big company. We recruited a lot of senior executives at one they didn't understand the financial advisor. Who told you to get senior? Is ice? Other venture capitalists and founders, people in the Silicon Valley ecosystem, it felt like the thing to do. So that you bring on an executive recruiter, the executive recruiter puts 20 candidates in front of you. They say, hey, all of these 20 candidates have 25 offers. They've got more offers than they know what to do with. You need to sell. Well, you can't even be thinking about interviewing.
20:56You need to be selling, and then if you get this person, you'll be super lucky and great. We did this like five, six, seven times over with the executive team that fully turned over in like 12 months. And it was all people from Big Tech, all people that ran big orgs, companies like Dropbox, companies like Trip Actions, companies that were Twitter, Meta, places like that, and they run 100, 200, 300 -person orgs. We didn't even interview them. Like we were just in cell mode the whole time. We got our investors in cell mode. We were just trying to convince them to join. It was such a hot market that we get this whole group of people.
21:30Did it feel wrong in the moment? Yes, but it felt like the thing to do. If everyone was telling us that was the thing to do, our mindset at the time was all of these people are so much smarter than we are. They have so much experience. We are going to do what they say to do because it feels like that's the right thing to do. How quickly did it become apparent that it was not the right thing to do? Pretty quick. Like I would just come to work every day miserable. Why? It felt like one, we weren't working on the right things. We were talking so much about how to make people feel heard, how to make people feel valued, how to be inclusive.
22:05Things that like quite frankly don't matter. What matters are, can we build the best possible product such that our customers buy it and keep buying it and refer all of their friends to buy it? And we weren't talking about, like when we went into our leadership meetings, we weren't talking about that. We were talking about making infrastructure decisions that will matter in 2026 and rewriting our code to better position ourselves for five years down the line. We were talking about making different executives or different managers or sub managers in the company feel better and feel more included.
22:38We were talking about DEI. We were talking about our customers and their problems and how to build our product to better suit our customers and their problems. Do you know what I'm saying? We need to get fucking customers. We need to get some revenue. What the fuck is this stupid infrastructure discussion that we're having, whether it's the culture of a firm that's got few customers, or it's infrastructure problems for 2026? It's like, is no one going? How on a minute? What the fuck is going on? No. Because when you raise so much capital so quickly and you have all of these great investors on your cap table and everyone says this company is to shit, you just think that it works and like you you've been at companies where you didn't actually if none of these people had to go out and find product market fit They came into companies where there was already product market fit and they just had to operate their little part of that company Or big part of that company where they were kind of keeping it status quo most of these companies that they came from Were just like they haven't grown very much like they're just there and they're operating and they're running their part But like none of them had to find product market fit so they just assume okay when I come this company's already got to figure it out I'm just gonna do the same thing I did at XCompany.
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23:48I'm gonna run my playbook that I did at XCompany, I'm gonna bring it over to Vise. And you've got all these people with playbooks versus first principle sinkers that are trying to actually understand the problem and problem solve with you to actually drive product market fit. So it felt like that was the case and we got so much pressure on us at the time that it was like, we have to keep these people happy. They're gonna solve our problems. That's what you bring executives in. And it was pretty apparent that that wasn't the case. When did that start turning? When was it apparent? Three months in, six months in the end?
24:19I was probably three to six months in. I think we were too optimistic at the time. So three months in, we're like, this is a problem. Six months in, we're like, okay, this is broken. And I think we were optimistic. Are you talking to the board about it at this point? I mean, this is not working. I think the board was kind of like, you had to figure out how to make these people happy and like you. That change. I think the board, as the market started to change, I think the board started to realize, Okay, we actually need to make some changes as a business. Did you feel that you could talk to the board?
24:49Yeah, I was friends with all of our board members. So I feel like we could talk to all of them. I think the challenges, if you have a board member full of VCs, you know, VCs are going to just, they're going to act like VCs, right? What does that mean? They're thinking about their incentives. What do you think our incentives are? Their incentives. Look, I have empathy for VCs in some respect because is you're such a long feedback cycle. You don't know if your investment is gonna work for a decade or longer sometimes. So you're trying to find signals that will show to your partners, your LPs that this investment is doing well.
25:26So when people are, so oftentimes it's like what other people say about a particular company. Like, oh, Harry says, vise is great, my investment's doing well if I'm pick your VC. And oh, like Harry's blah, blah, blah, executive is saying the founders are really causing problems and they're not listening to me. Then the focus on the board meeting is how do you make that executive feel heard? You're not talking about if you had some kind of industry expert or someone who prominent customer or someone who doesn't have the incentives of a VC that is on your board, that is voicing the customer, that is voicing the problem you're out to solve, that is voicing a set of things other than how the VC is perceived the world.
26:07Do you think they were involved enough in your business to advise you? Yeah, but just on the wrong things. Sean rolled up his sleeves, worked super hard. That guy is a total, like just grinds. Like I think he was like a shadow third co -founder. But like we were just working on all the wrong things. He'd spent all this time executive recruiting. He would join all the search calls. He would spend time, you know, making people feel heard. He would spend time defending us to these various executives or team members and saying, no, they're great guys, you just gotta trust them. Were they rising up against you?
26:40100%. Yeah, I think anytime someone doesn't find success in a role, I think they need, like, a lot of people can't take the accountability that it was their fault. They need to point the fingers at someone. You know, because something wasn't working in one particular part of the order or another, they were pointing at us to have solved that problem and that would then elevate up to the board. But I think the reason why we brought them in, which again was the wrong reason, was to solve some of those key problems. When in reality, we should have just been solving it on our own. You take responsibility for that, didn't you?
27:17Yeah, that's not. Again, it's my fault for hiring all of these people. Founders don't realize this because for a long time, you don't get enough advice and then you start getting capital and you have stakeholders and you get too much advice. and the problem is all out of this advice is either bad advice, 99 % of the advice is bad advice, and then the rest of the advice is contradictory to each other. So you don't necessarily know, and like someone who's built some super successful company or is at some world -renowned venture fund, you're going to just assume their advice is good advice, right?
27:46If you're a first -time founder, and I think that for us, like we just assumed all this advice was good advice, And until we stop listening to everyone's advice, and just start figuring it out for ourselves, the business just wasn't working. And then once we figured it out for ourselves, everything turned around, it was great. I think with advice is it's all rooted in context. It could be technology cycles, it could be different teams, it could be different go to market motion, but you know what, everything is so rooted in context. And I always think founders need to be filtration mechanisms for just different pieces of advice.
28:17You need to pass what's good and what's not. I agree. What is some big lessons when you made the decision to let people go and how you did it and what is some big lessons from that? If you feel like you should let someone go, you should just do it and do it as fast as possible. 99 .9 % of the time never regretted letting someone go. It was almost always the right decision. And I think too many people, too many founders, too many managers dragged their feet. And it's oftentimes the incentive of the manager. So when you're the founder and you've got a manager and that manager's managing other people and someone on their team isn't performing, they're not leaving up to their expectations.
28:52The manager is oftentimes not going to say, hey, let me fire them. Rather, it's, let me taste some time, let me really nurture them, let me figure it out, we put them on a pip, something like that. And like, you just don't have time as a startup. You need to keep your bar super high, you're not a machine, you're a basketball team. You can only have five players in the court. And all of those five players have to be really good, they have to work together, They have to uphold the bar for all for each of the other players and I think a lot of people think about their Companies as factories and if a part is broken for for a little bit they can fix the part or you know at some point bring in a new part But that's that's not how you should think about the startup and I think thinking that way is is really really dangerous And oftentimes a lot of managers especially ones that come from bigger tech companies where there are these like a legacy HR Policies They're just not as ruthless with headcount and personal decisions as they should be Yes, I'm a bit ruthless.
29:46Does it come off a little bit cold sometimes? Yes, but like you have to kind of be like that because we are fighting for survival and fighting to succeed every single day and you just can't let anything get in the way of that. Are there any other big lessons in terms of the way that you build that team and what went wrong? Lessons go or I think I want people to do when they come to Vise, I want them to feel like they're doing their life's work. And when I think about the people that are the best performers, And it's not like the most senior people. It's like all kinds of different types of backgrounds.
30:18We had this kid who was like a trader for a year at Guggenheim, was now running, now he's 26, and he's running our entire enterprise product strategy. We had another guy who was just an investment strategy guy at his previous role, and he's now our chief investment officer. People have different irrational motivators, some kind of chip on their shoulders, some drive to win, some kind of hidden fire. The same fire I had to prove myself in building this business. And you need to unlock that in prospective candidates. I don't want someone who was like, I was a VP of engineering, and now I want to be a CTO, and then after that I want to be a CTO.
30:54I want someone who understands our customer problem, who understands our mission, has a deep sense of passion, of desire, as something to prove as to why they're going to work their tail off for us, push harder here than they would at any big company. And you know, there's signals you could find in the interview process, but sometimes quite frankly you just you have to learn as they're as they're at their company. Did you pay people too much too soon? Do we pay people too much too soon? Yeah. Yes, we weren't looking for the right things in the interview process. We were looking for biggest company, biggest role, most status, like what it would will people like follow this person because of how you know, successful they've been and all of these people have a reputation.
31:35And the problem with people who have a reputation is that they're all trying to constantly defend their reputation And if something is going to make them look bad if there's gonna be some kind of something that will potentially damage their reputation They're gonna flee right they're gonna they're gonna they're gonna get off the boat before you burn it That is that's dangerous for startups. Did you worry about being a ton of startup? We did which is why we did for a little while Which is why like so in 2021 when we knew we had this bad executive team when we knew we our culture was wrong When we knew we probably should have everyone just in the office and this remote work thing isn't working out when we knew we had too many people We were like well if we make us at a hard decisions Then like everyone's gonna think we're like a a broken failing You know company and you know we're not gonna raise more money and we're not gonna be able to recruit great people and customers are going to like us and we're just scared.
32:29It's part of the reason why we didn't make the decision sooner and at a certain point I just like this is too much I'm just going to do it. If it doesn't work it doesn't work but how much are you burning a year at your peak? We were probably burning 3 million a month. How much did you raise in total? 128 I think. Okay so you still have a shed light of cash that. Oh we now we have a ton of cash. Yeah we never have to raise again but like if we had kept per burning and kept scaling at the rate we were, then we would be out of money. Like a lot of other growth stage companies that in 2021 that didn't make our decisions.
33:00We just made the hard decisions, basically at the end of 2021, early 2022, before the markets had really reset. And actually, it's funny, I wrote this a year later, I wrote this blog post called ReFoundingVise. And the reason why I wrote that blog post, everyone thought we made the changes in early 2023, and that was like a pivot moment, but it was actually a reflective blog post of the decisions that changes we made in early 2022 to convince all of my founder friends who are running companies who had it made hard decisions that you can make a set of hard decisions and you're going to be just fine.
33:31Everything about Vise after we made those hard decisions was better. It was hard for a month, but then a month later, the team came together, our burn was way down. Okay, but it's with the caveat. It's better if you have a shed load of cash. If you don't have a shed load of cash, you got to go back into fundraising markets with slightly hit brand at the time and a non -hot fundraising story. Right, but you shouldn't get to that point. You should have made the right decision years prior. A lot of founders are gambling. They're like, okay, I believe I can avoid making a tough decision because my business is just going to magically work a year from now and this go to markets, finally going to work, and I'm not going to have to cut anyone.
34:12And then it doesn't happen and they have six months of cash left and they have to make a set of hard decisions. and they're forced to make those decisions. Did your investors ever put pressure on you to return the money? Not necessarily return money, but there was definitely pressure in the sense that, so in 2021, all of our competitors got acquired. And they got acquired for a lot of money. And there was definitely like, you guys could exit this business and you guys could both make a lot of money, number one. And number two, the investor is invested at those high prices. It's going to take them some time to re -for us to re -grow into that valuation.
34:46You know, if we were to sell the company... With the late press, they would get their money back. They would get their money back, right? And again, it creates an incentive mismatch. But would they? Like, with the late press, you go to sell for 125 million. Yeah, we would have sold for more than that. It's a lot. Were you tempted to sell for that? Tempted, did I think about it? Yeah, of course. But the reason why I didn't is because my broad thesis on the space, platform is going to be the biggest thing when it comes to asset management. Like, all asset managers will have to become platform companies.
35:15Investment advice will no longer be delivered through people and investment products, it will be delivered through platform in a personalized way at scale for every single investor. And the DNA of these incumbent asset managers is not to build technology, it's not to build great product. And I know that because I spent times with the senior leadership teams at every single large asset management company, and I knew they didn't have the capability to build what we built. And the rate at which we were building, what we were building, and the rate at which we was improving was going to make it inevitably more valuable year after year after year.
35:46I just looked at it from the standpoint of like I was at the time 21 years old. If I just stick at this for another 5, 10, 15, 20 years, whatever period of time, I'm going to inevitably create a lot of value. It's not about creating the short -term value. It's about sticking at something for the long term and compounding value year after year after year. And I just, I had that principle. The only reason why I had that principle is because we were working on it five, six, seven years prior. And I knew that year after year after year, it got better and better and better. And I would regret for the rest of my life not building this into what I believe it could be.
36:17Did you mind investors selling secondary throughout? We had transfer restrictions. So investors, unless they had special permission from the company, they couldn't sell secondary. But in the cases where we did have either employees or investors sell secondaries, if it was It's like, it was the right reason I get it, but like, if it's like, oh, we don't believe in these guys anymore, then I just kind of thought it was like, okay, I'm gonna like work extra hard to make this company 10 times more valuable. I don't want anyone on the cap table who doesn't want to be on the cap table. So when you think about like advising founders today, what would you advise someone transfer restrictions and how they engage with investors who want to sell?
36:53Well, if an investor wants to sell, you should let them sell, but you need to know who's buying the stock. Because the worst case scenario is you let the investor sell to some rando and that rando ends up being a pain on your captable and like there's someone you don't want on the captable. I wouldn't necessarily want an investor selling to an investor I didn't know and wasn't comfortable having another captable. That's why you have the transfer restrictions in place. When you think about like the impact of investors, you know I think people often say an investor doesn't make a company whatever whatever.
37:23There's a brands of founders fund and sequoia make a big difference. To what extent do they negatively versus positively impact the trajectory of a company? So, it's a double -edged sword. And the reason why it's a double -edged sword is because on one hand, you've got all of this great credibility by association. You have all of this social capital. And that social capital allows you to hire people. It allows you to get great customers. It allows you to get in the press. It allows you to raise money from other investors. Everyone pattern matches to what is Sequoia, what is Founders Fund, what are these prominent investors doing?
37:56The reason why it's a double -edged sword is a lot of people see it as their especially prospective employees see it as their get rich quick. This company's a racquet ship, they raised all this money from Sequoia, I'm going to go join and it's going to work, it's going to be awesome, right? It's an attractor for talent. And oftentimes this is the wrong talent for your business and you need to be extra mindful of is this person joining my company because of my company and the mission and some irrational motivators to why they're going to be really successful here? Or are they joining my company because they see it as a quick path to an exit because Sequoia backed it.
38:31And you don't want those people that are just joining because of Sequoia. Did you sell secondary? Of course. A small amount. I think for a founder to get a little bit of liquidity is really, really important in terms of long -term decision making. Because from an incentives perspective, if you are a founder and you've got 100 % of your net worth in this company and you're going through hard times and like you're not sure if you can afford rent or you're not sure if you can make it through some tough time thus you want to sell or you want to make kind of a personally wrongly incentivized decision that can be dangerous.
39:10Like it can oftentimes force you to not want to take risk. You're holding on to so much risk in the company. But I think there's a zone of reasonableness and I think like selling a million dollars of secondary I think is reasonable for a founder to have a financial cushion. Is that what you sold? around there. Do you regret not selling more? It's crazy because I'd offers to buy a lot more secondary. I just didn't make sense to me. One, we thought it was a bad look to our investors, founders cash out all of this money in secondary. I think it would have been a smart personal financial decision and it's clear that a lot of other founders took sometimes a hundred million dollars of secondary.
39:47So maybe from a personal financial decision it would have been the risk adjusted, correct decision to make to have sold more Do you think you would be a better leader today if you had taken more cash off the table then? No, I think the reason why is I I met Jensen from the video and he's like look like in order to build like true resilience and to like continue compounding You kind of need to be comfortable being miserable and I think if you have 10 million bucks in the bank like It's hard to be miserable and like I think there are points in time where I was miserable and that was like a deeply motivating factor.
40:22And I think that if I was just too comfortable, if I had all this money, if I had all the things that come with all of that money, maybe I just would have been too comfortable and I would have just not been willing to make this at a hard decision. That's interesting. Do you think money makes you happy then? No. And it's fun. But you said it's hard to be miserable with 10 million dollars. I think happiness and comfort are two different things. Comfort can bleed complacency. I think having like no money in the bank being like borderline broke Was our financial situation before we took a little bit off the table is not good for you I think having a little bit of money.
40:58It is healthy. It's good. You know you can sleep at night I think having too much money is is dangerous. At least too much money early on is dangerous So I think it's about the the general reasonableness But I had enough money to the point where I had the chip on my shoulder I needed to prove prove that it could work I needed to prove that I could build a big thing, but it enough so much money that I was like, okay, if this doesn't work, I'm comfortable by mansion and I'll screw off. Do you worry about scaling into the valuation? No, because why does it matter? It would matter if I had a massive preference stack above me, but because we have so much money in the bank and we don't burn very much, I don't necessarily have to, what matters more than your valuation is your preference stack, Right?
41:39If you've got a billion dollar preference stack, not a billion dollar valuation, and you go sell the company for $500 million, then you're still under water. If you don't have all that in cash. Sure. But if you have $120 million preference stack and you sell the company for $100 million, and you still have $80 million of cash, that's $60 million in value that goes to the waterfalls to the whole cap table. And so not worried about skating into it? No. What matters more is the delusion you take in that every time you spend a dollar, you functionally dilute yourself. Do you see investor engagement differ when you're not a hot company?
42:17I wouldn't say it's like investor engagement. I would say it's like generally speaking like I heard a lot about people and like I further affirm my belief of like it's really important to have a core group of like close friends or like your friends regardless of your friends for when you were a child you know onwards it like is your true group of friends because like a A lot of people are going to come into your life, and they're going to come into your life for the wrong reasons. And I think a lot of people aren't aware of that. And when something starts to change, those people move out of your life.
42:44You're like, well, did I do something wrong? Was I a bad person? But it's just like you're not the cool hot thing. They're going to move on to like, crypto -shot, they're going to move on to the cool crypto guy. Now, AI's hot, they're all going to move on to the big AI founders. And they're going to just keep moving from cycle to cycle to cycle. They're going to chase the hot thing. They're going to chase the hot. But for some people, some investors, I think, pretended to be our friends. You know, when incentives were flipped or we weren't as hot, they weren't our friends anymore. And I think that hurt because I thought those people were truly our friends.
43:16I think there were some set of people where I was like, oh yeah, it's just like, like none of this matters. It's just noise, right? At the end of the day, we're going to compound. We're going to build a big business like them not liking us or them losing some favor with us. It doesn't necessarily matter to us. People pretending to be your friends, pretending to deeply care about you. and then, you know, stabbing you in the back in some way, shape or former, we're talking about that, I think, really hurts. Do you think people stabbed you in the back? I think people definitely tried to, at different points in time, they just weren't successful because we wouldn't.
43:45What was the hardest element of the Amestibase then? The mistake I made was underwriting people's emotions, not their incentives. I was like, oh, this person is saying this particular thing to me, they feel this particular way. I don't want them to feel this particular way. I'm going to say this particular thing so they feel happy and like that's just like the wrong way to think the right way to think is What are my incentives? What are their incentives? How do we get to a shared, you know Outcome to the common good which is make our increase our enterprise value of the business if it doesn't right if Their incentives don't line with mine.
44:20I'm cognizant of it I can replay back why their incentives don't necessarily line with mine But like I'm going to do the right thing for the company I'm not gonna like, I'm not gonna like try and change myself for my emotional state or change something about the business to make that person feel happy. Did you, it's repair, it's a depression. Yes, but nothing dwarfs. There was a point in time I was 16 years old. I was living in San Francisco. I was living in the tenderloin and then I moved to this house called the Crypto Castle. I was living with 12 people. We shared one bathroom. My parents didn't really like me because I dropped out of school.
44:56My co -founder was still in high school moving onto college. The business was kind of working. Wasn't really working. We were bootstrapping it. I was like pretty much broke. And I'm like, there's no plan B. Like, if this doesn't work, like, I've fucked. That was the like lowest I'd ever been. And there's no way, like, no matter all the ups and downs I went through post, you know, raising capital and being the hot thing. There's no low. That's ever gonna be as low as a low that I felt at that point in time. What did you tell yourself in that moment? You're 16 out there. I think, I don't know, I just believe in destiny and some like, it's like sounds kind of cuckoo, but like I just believe like this was the thing when I was, there's just no way I would like not figure out how to be successful.
45:40This was the only, only path in life for me. Can I ask who are you trying to prove it to? I don't, I think I try to prove it to myself at this point in time. In the beginning, it was a lot of the motivator was like my teachers at school or like, what's this kid doing, talking about all of us business stuff, he should be focused on school. My parents are like, you know, the rest of the class is, you know, thinking about college applications and getting good grades and extra -curricular activities, and you're just so fixated on this. There's a point in time where they had hired a therapist to talk me out of running the business and just be a normal kid.
46:11And I think for a long time, that had been, like, in this was like years in my life, had been like a motivating factor of like, I'm gonna prove all of these people wrong and I'm gonna be so successful. I think like I did prove those people wrong. I felt like for a while, you know, especially as we started to gain a lot of traction. And then I think it flipped. And I think it flipped, which is everyone's like these guys are foregone conclusion. They're the next callous and brothers. They're the next next big thing. It's just gonna work. Fies is gonna be a $10 -20 billion business. And we're like, this feels weird.
46:43Like for our whole lives, we were trying to prove everyone wrong. And now we're in like, now everyone like believes in us. and it's like I'm approving them right, and there's something that felt wrong about that. There was something that felt deeply wrong about that. And then when it flipped again, then we just kind of felt like we were back at home. We felt like we had our motivating factor that... Do you have a relationship with your parents today? Yeah, my parents and I are super close. Do you know what a hold it against them that they didn't believe in you? No, because I think they eventually believed in me.
47:12When the signals were there? When the signals started to pop up, yeah. But like, I'm not... I mean, comparing my parents have many flaws, but minding him is shit about me leaving law school. I was a scholar at law school, but perfect way to do a very kind of corporate life. And I remember calling my mother and I was like, you know what, I'm gonna leave and I'm gonna do the podcast. She's like, great. I think if you're a parent, I think a couple of things happen. I think what the other parents and the other parents kids say about you and that kind of breed some, like they see the kid who got into Stanford, who won the debate, you know, the debate champion who's like does, you know, a tennis star.
47:46They see that kid and they're like, why can't you be him? Why can't you be that person? They're at the parent cocktail parties and... I mean this in a nice way, dude. Do you not think that is bad parenting? Like one, you are projecting an image of what you should be on your child, which is complete bullshit. Two, it's his group thing. But that's all parent, at least in the US. I don't know what it's like in London, but in England. But... Different thing. In the US, there's so much of this tiger parenting, this group thing. But the pressure on you is pressure on all these kids while all these kids are super anxious and depressed and they have a bunch of They've expectations.
48:23I don't know if they can live up to there's it's just the United States at this point in time And I just never like I just always assumed I was playing a different game than everyone else was And I'm gonna win at my game and they can all play their game and do do fine on it And I just always saw the bigger picture. I'm like this isn't none of this fits into my world It's not none of this fits into my picture And I think the reason why it didn't like cause a lot of damage long term with my relationship with my parents or my family in general is because like I think I had the introspection to believe like if I was them right if I'm a parent in the 2010s US and given the information I know at the time what would I like I don't know anything about this you know startups in Silicon Valley and kids going out and starting company like this is like unprecedented like how am I going to react as a parent so I think like I just had some empathy for them looking back that at the time I didn't have that like they did the best they could.
49:11Do you think you hold vengeance or revenge or do you think you kind of forget it? I remember people that like gave up on me. I remember like I think it's it's not necessarily the people that gave me nose. It's not the people that like didn't believe on me in the beginning. I think it's the people that gave up on me. I think it's the people that were like this kid just doesn't get it. He's not listening to me or you know I think this about him. I'm gonna move on to the the next thing whether that's an investor whether that's executive whether whether it's another founder, writer, or peer, I think I deeply remember those people that I was friends with at one point in time that I thought believed in me, that I thought that told me they were along for the journey, they told me that I could call them at any night, at any hour of any day of the year and they're gonna be there for me.
49:59And those people in the time of need were not there for me. And they turned on me. VCs are gonna be VCs. What piece of advice were you given that you disregarded that you should have taken? That's a great question. I don't regret a lot. Like I think I just kind of had to learn. There was a great piece of advice Ravi gave me that I should have internalized. I think there's a difference in terms of advice that, like I think there's a world of difference in terms of what you know versus what you've internalized. So I think a lot of people compare things of like, you should do this particular thing and it sounds like you should have integrity, right?
50:32And like, yeah, it's like something you should have. You should have integrity, but like often if people know that, but they don't have integrity, right? So I think there's a difference in terms of what people know and what they do and I think you know One one piece of advice that I was given is you can't necessarily learn other people's lessons for them And I would spend so much time on trying to get someone You know, whether it's a team member whether it's a someone to do something to learn something and They wouldn't learn it then they would go when they would make that set of mistakes on their own and and they would learn their lesson.
51:04And I think a lot of that applied to me as well, which is like, I can't just listen to successful founders and all of their advice and blindly adopted. Like I have to kind of learn for myself to some extent. And I think so much of my ethos early on was, I'm gonna go to the smartest people on earth, the most powerful, connected, successful people on earth, and I'm gonna ask them what they did. And I'm gonna just do that, because like it clearly worked for them, it's gonna work for me. And like it just didn't work for me. their businesses were different than my business. Their market was different at that time than it was from me.
51:36I didn't learn the lessons for myself when in reality over time I just the only way to learn was if I learned it myself. I do want to move to a quick fire so I say a short statement you give me your immediate thoughts that sound okay. Who do you not have on your board? Who you would love to have on your board? I would have loved to have someone with deep domain expertise early on when we would build a company similar in shape to ours. So then I think having a perspective like that in the room would have been really valuable. What do you know now that you wish you'd known when you start a device above everything else?
52:11Don't overly rely on others advice. Like figure it out for yourself and don't quit until the job is done. What are you most insecure about today? That I'm gonna give up. You're insecure that you're gonna give up? I don't know, that it doesn't work. I feel like I've put all of my eggs in this basket and like I think they're - You feel a bit trams. Yeah, I think trapped is I mean a trap because it's I love what I do But like I think there's some worry there's some concern that it doesn't work You know if it doesn't work it will be okay. I do I know it I think I rational I know it but I think you know when you work on something for It's been like seven eight years now since we're 15 16 like it becomes your baby it becomes your identity It becomes a part of you one kind of lesson.
52:55I'll give to founders to separate yourself and your identity your personal identity from that of your company. Important to do, and I think it's hard to do. Have you done it? I have not done it. I haven't, but I would really like to. Like, I am vice, vice is me. Like, I'm in it. I think maybe that's a little unhealthy. It's unhealthy, but I think it's a necessity. It's like obsession is a necessity, and it's very difficult to be obsessed and attached at the same time. Yeah. So I completely get you. What leadership skill do you not have that you most like to get? It's something I started to learn as we had a bigger team and I had to manage people and managers but this feeling of deep empathy and the ability to elevate everyone around me more than just on the vision of the business.
53:46Again, it comes with time, it comes with experience It's by, I think, so much of my time. I'm just so focused on the business, on figuring out the solving the problems of the business. And I'm not thinking about elevating everyone around me. I think there's some value in doing that. I think it's important not to over -correct. I think it's important not to get too close to Elon. I think there is some balance where you are, you're really helping support and boost those around you in a meaningful way. Do you think you always did invest in communications, while letting investors know about the status of the business, the progress of the business.
54:22I think it was too optimistic early on, and I think now I see a deep sense of reality. Part of why I was very optimistic is just because I didn't know any other way to be. I was naive, and as a result of being naive, I was very optimistic. And I also knew that in every interaction that investor was re -underwriting me. Now I realized, none of it matters. The only thing that matters is building a great business and making sure that your customers love your product and you have a long -term sensible strategy and go to market that will support your growth aspirations into your vision. For a long time, I was like, how are investors gonna perceive this?
54:54And how are they gonna perceive that? And like, how do I make them feel? And like, I don't care. Like, I'm gonna like tell them what's going on in the business. If it's going well, I'll tell them it's going well. If it's not going well, I'll tell them what we're working on making it, you know, to improve it. And we're all in the journey together for the long haul. We all know this is gonna be a business, but it's gonna compound year after year after year. It's not gonna be a business that just works one day and becomes a trillion dollar business overnight. It's one that's gonna take time final one for you.
55:21It's 2034. Okay, so you'll be 33 you're born in 2020. I was yeah, Jesus. I prefer with your year Where are you then? Why do you want vice to be them? Where do you want to be then? I don't know the time horizon But my vision is to build the asset manager of the future build a platform that enables all investors regardless of their their age their net worth to be able to deliver deeply personalized portfolios across all asset classes, publics and privates, all in one beautiful, elegant software experience. And I think that the path to getting there requires a shift in the industry to move away from people, you know, human portfolio managers and investment products like the Mutual Fund, like the ETF, like the separately managed account, into platform -driven investing.
56:12That's going to take some time and some shaping as an industry. And I think we're going to help that shaping happen. But it's going to take time. In 10 years, hopefully, it will be well on our way to making this new market a reality. Simon, listen, dude, I've loved doing this. I've known you for a while. It's so special to do it in person. It makes such a difference having that chemistry. And so thank you so much for joining me. Yeah, thanks for having me. It was just a great reflecting. I have to say, I so enjoyed that show. It was a different style of shows, more of a profile of a company and really diving deep on those lessons learnt from the founder.
56:44I'd love your thoughts if you'd like more of this type of show. Let me know by leaving a comment on YouTube, you can find us on YouTube by searching for 20VC. That's 20VC and I always love to hear your thoughts there. But before we leave you today, Merge is the leading product integration platform, offering a suite of unified APIs across key software categories, from HRIRS to CRM. That allows organisations to offer hundreds of customer facing integrations. Merge also handles the full integration life cycle from an easy initial build to handheld end user onboarding to maintenance support and management tooling for all your integrations, thousands of customers like Ram, Gong, Semgrab and Sendozo use Merge to power their integrations.
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59:04As always, we so appreciate all your support and stay tuned for an incredible AI -focused episode with Matt Clifford, one of the UK and Europe's leading AI minds coming out on Monday, such a special discussion there.
From the publisher
Samir Vasavada is the Co-Founder & CEO of Vise, a technology-powered asset manager. Samir and his co-founder, Runik founded Vise from the Midwest at 16 years old. They bootstrapped the company before dropping out of high school and raising $128M in just 6 months from some of the best including Sequoia Capital and Founders Fund. The company achieved unicorn status when the pair turned 20 years old, making them the youngest founders of a $BN company at the time.
In Today's Episode with Samir Vasavada We Discuss:
1. The Biggest Hiring Mistakes That Broke Us:
- Why is hiring people who come with a playbook one of the most damaging things you can do?
- Why is it impossible to build a remote company that performs the same as in person?
- Why is it the worst thing to hire people who have a reputation they are obsessed with maintaining?
- Why do you never want to hire people who join because of who your investors are?
- Why does Samir regret not firing people faster? How much time is enough time to know?
- Why is hiring in a hot market one of the most dangerous things you can do?
2. Fundraising: 3 Rounds and $126M in 6 Months:
- Does Samir regret raising so much money so soon in the company life?
- What did Samir do that he regrets doing, having had so much money so early?
- How did the need for free food at an event lead to a term sheet and $50M from Sequoia?
- Did Samir feel that he could talk to investors when things were going really badly?
- Why does Samir believe that liquidation preference matters more than valuation?
3. The Depression, The Pressure and Wisdom From Jensen Huang:
- What did Jensen Huang teach Samir when it comes to wealth and leadership?
- How did Samir deal with the pressure of raising $126M in 6 months and being the youngest unicorn founder, ever at the time?
- Was Samir hurt when people he thought were his friends, no longer stuck with him when the company was no longer "hot"?
- What was Samir's darkest time? How did he overcome and get out of it?
- Does Samir blame his parents for the pressure they put on him from such a young age?




