20VC: Should Large Crypto Funds Give Money Back to LPs | What Will the Next Generation of Crypto Funds Look Like | What Should Happen with FTX; Who Should be Held to Account | The Future of NFTs & What Happens to Opensea w/ Nick Tomaino @ 1confirmation

30 Oct 2023 · 56 min

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Podcast Summary: The Twenty Minute VC (20VC) - Episode with Nick Tomaino

Episode Overview Title: 20VC: Should Large Crypto Funds Give Money Back to LPs | What Will the Next Generation of Crypto Funds Look Like | What Should Happen with FTX; Who Should be Held to Account | The Future of NFTs & What Happens to Opensea Host: Harry Stebbings Guest: Nick Tomaino, Founder and General Partner at 1confirmation Description: This episode dives into the current state of the crypto market, focusing on the implications of the FTX collapse, the future of crypto funds, and the evolving landscape of NFTs.

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Key Discussions

  1. Nick Tomaino's Journey into Crypto
  2. Early Interest: Nick's fascination with the internet began with sneakers and later transitioned to cryptocurrencies upon discovering Bitcoin.
  3. Career Transition: After being pushed out of Coinbase, Nick transitioned into venture capital, founding 1confirmation with an initial $26M fund.
  1. Current Landscape of Crypto Funds
  2. Fund Sizes: There's skepticism about whether current crypto funds are too large and if they should return capital to LPs (Limited Partners).
  3. Next Generation Funds: The expectation is that future crypto funds will likely be smaller and more disciplined in their investment approaches.
  1. FTX and Accountability
  2. Misconceptions about SBF (Sam Bankman-Fried): Nick highlights that while SBF is often portrayed as the mastermind behind FTX’s downfall, the issue involves a broader "fraud of perception."
  3. Accountability Needed: There needs to be a clearer understanding of accountability among investors, media, and regulators involved in the FTX saga.
  1. Building a Crypto Portfolio
  2. Fund Structure: Nick discusses how he sizes his funds and manages his investment strategy, focusing on early-stage projects.
  3. Investment Success: He shares his experiences of significant investment hits and losses, emphasizing the importance of discipline in maintaining his investment thesis.
  1. The Future of NFTs and OpenSea
  2. Optimism about NFTs: Nick remains bullish on NFTs, believing they provide a unique business model for creators.
  3. OpenSea's Role: He sees OpenSea as a crucial platform in enabling the growth of NFTs, with the potential for increased trading activity over the next few years.

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Key Takeaways

  • Return of Capital: The debate continues on whether large crypto funds should return capital to LPs, especially given poor performance.
  • Investing in Discipline: Nick emphasizes maintaining a disciplined investment strategy and sticking to early-stage ventures rather than chasing trends.
  • NFTs as a Business Model: NFTs are viewed as a transformative tool for creators to engage with fans and monetize their work, creating unique ownership experiences.
  • Regulatory Landscape: The fallout from FTX highlights the need for better transparency and accountability in the crypto industry.

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Personal Insights from Nick Tomaino

  • Belief in Persistence: Nick discusses how personal experiences, including setbacks like being pushed out of Coinbase, have shaped his perspective and determination in the venture space.
  • Balancing Dogmatism: While he admits to being dogmatic at times, he recognizes the importance of remaining open to new ideas and perspectives in the rapidly changing crypto environment.

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Conclusion Nick Tomaino provides a candid perspective on the challenges and opportunities in the crypto landscape, particularly concerning accountability, the evolution of funds, and the future of NFTs. His insights reflect a deep understanding of both the technological and human elements driving the venture capital space and crypto markets.

For more detailed insights and to listen to the episode, visit [The Twenty Minute VC](http://www.20vc.com).

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Transcript

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0:00way too much money was raised. People raised billion dollar funds that just had no unique insights. They had a brand name and access institutions and institutions just had FOMO and wanted to deploy. Are they going to give money back? Are they just going to milk management fees and deliver poor returns to LPs? The truth reveals itself in time. I mean what an intro that is and this show does not hold back the punches. This is 20 VC with me Harry Stabbings. Joining me in the hot seat state is Nick Tomeino, found out one confirmation, one of the best seed stage crypto firms in Vansha, and this show came about after Nick tweeted his staggering returns.

0:385 .13x crashback to LPs in just 6 years on his first fund. Before founding one confirmation, Nick started in Vansha a rune capital, and before that led business development and marketing at Coinbase in the early days of the company. But before we dive into the show's day, Did you know that every 20vc episode you listen to is recorded with Riverside? Riverside is insanely good. Like I would pay a thousand dollars per month for Riverside. It's that good. Why? Well first off is your guests do not need an account. One click and they're in the recording room with you. It is fantastic especially for high profile guests.

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3:50Nick, I am so excited for this. I saw your tweet and I replied like, man, this would be such a good show. I'm so thrilled that you agreed to do it with me, so thank you so much for joining me. Thanks for having me, Harry. Not a tube, but I want to start with a little bit of kind of two origin stories really. One is obviously how you found crypto for the first time and then obviously is on the fund. Just take me back on the crypto side. How do you first find crypto and come to join Coinbase? So I've always been an internet person. In middle school I was really interested in sneakers. I was, you know, buying and selling and collecting Jordans and Nike's and I played a lot of basketball so I was super into sneakers.

4:27I was spending a ton of time on Nike talk, which is kind of the early sneaker head forum. So I've just always gravitated towards the internet. More so than the physical world around me in some ways, I think I'm kind of unique in that sense, where, you know, when I first heard about Bitcoin, it was this wired article talking about this magic internet money that was being used to buy guns and drugs on Silk Road, right? That was kind of the early media narrative. If I asked the people in the physical world around me, you know, what they thought, like everyone else at that time, they would have thought it was stupid and they would have for me not to spend any time on it, right?

5:01But I wanted to see who's on the internet talking about this. I stumbled across Bitcoin talk, which was the first online forum for Bitcoin that was created by Satoshi Nakamoto, the founder of Bitcoin. And I saw on Bitcoin talk that, you know, the media narrative is one thing, right? Talking about this magic internet money being used for illegal stuff, but the reality was very different. I saw it kind of this community of people from around the world. They weren't aligned by physical location, but they were aligned by shared belief system and economic incentives. After spending some time on Bitcoin talk, that's kind of what led me down the rabbit hole and decided I wanted to make a career out of the space.

5:40And you did make a career out of the space. You joined Coinbase and then you take a decision that actually I'm going to switch sides of the table from operating to to venture and investing. I mean, I've found one confirmation. Can you just take me to that moment of transition and why you decided to do one confirmation and why then? Yeah. Well, frankly, I mean, I got pushed out of Coinbase. Like, I wasn't a great employee, I think, is the truth. I think I did a lot for Coinbase in the early days, but Coinbase got to a certain point where I wasn't created kind of office politics and falling rules and directions and stuff like that.

6:13I technically, you know, left, and that was how it was framed to the company and things like that. but I effectively got pushed out. And at the time, that was very painful. Probably one of the lowest points in my career, I would say, because I believed so much in the space and the company. It was a great thing, ultimately, because it just, it wasn't the right fit. But at the time, I was like, shit, what am I gonna do now? I love this space. I know Coinbase is gonna be a billion dollar company. Did I just fumble the bag? What the hell am I gonna do next? You know, it was at that point that I decided that venture would be, you know, what I could be world class at.

6:51And I thought, I know the space really well. And I see what's going on. And I understand products better than anyone when I start a fund to invest and help the founders that I'm investing in. And that's kind of, that's how one confirmation came to be, I guess. There's obviously a lot of other stuff, but at a high level. I've just been thinking about how to phrase this politely in my mind. Oh, don't you don't have to get polite. You don't have to. Okay, well then, respectfully, you were kind of, I'm really sorry, by the way, for you being pushed out of Coinbase, but RespectVid also made you who you are to say, which is very, very successful.

7:22So congratulations in that. I often think sometimes the hardest elements can shape you. But no offense, kind of pushed out of Coinbase. And then raising your 26 million dollar fund, that's quite a big jump neck. How does that happen? You either have a lot of rich friends. How did that happen? No, I don't have any, I don't have any, I didn't have any really rich friends. I had built a strong personal brand while I was at Coinbase, and I think that helped a lot, right? To me, like working at Coinbase, it was more than working at a company. I was like working for an industry. Crypto was very, you know, early obviously when Coinbase started, and Coinbase was kind of leading the industry.

8:00It's been a lot of ways. I wasn't like a Silicon Valley person that just wanted to work for like a brand name company or something like that. like I genuinely believe and still believe that you know crypto is the most important social technology of our lifetime and I was gonna do anything that I could to help it grow. That was kind of my mindset. Was it easy to raise that first 26 million dollars? What helped in between was after Coinbase I ended up joining Runa Capital. Not a super well -known venture fund but really good Russian entrepreneurs that founded a few multi -billion dollar companies.

8:36So I joined Runa, that was kind of my bridge, while also doing a lot of stuff personally. You know, like I started a newsletter called the control at the time where I was writing about the space a lot. I also founded an event called the token summit. It was a 400 -person event and there was so much demand that tickets were selling on Craig's list for like four times the price that we were selling them for. A lot of what I've learning in my career is like you need to be at the right place at the right time. It's like timing for both entrepreneurs, for venture, for whatever it is. Like timing is really important.

9:11It's not luck. You can use your knowledge and learnings to assess what a good time is, right? But timing is important. And I think there are a lot of things that kind of came together for me. What it was Runa, it was token summit. It was me continuing to believe in crypto and kind of build a brand. And all that came together to help me raise as US, how did I raise it, 26 million dollar fund? That was kind of how I was able to do it. Okay, ready this game. If you were to put luck and skill, which would you say if you were to put numbers against it, your success is? I think it was about 90 % skill, 10 % luck.

9:50It's politically correct to say, oh, there's a lot of luck. I think a lot of really successful people say that. But I feel like I made my own luck in a lot of ways. I feel like I had a lot of bad luck that I persisted through. It was my determination and kind of grit more than anything. And that is a big skill, determination and grit. And belief having self -belief is a skill. And it's not having these unique traits that I think anyone can have, but you need that belief first and foremost. So is I being an entrepreneur as persistence? It's going through the shit is the shit days and coming back to more and saying today could be different.

10:29What was the worst luck that you went through that you persisted through? Good question. I'm talking about some things I haven't talked about really publicly, but okay, so I was working at Coinbase, but still in business school. I had all my money in Bitcoin on Coinbase. That's how much I believe I basically emptied my bank account, put it all in Bitcoin. coin. This was before Coinbase had two factor authentication, right? Literally like two weeks before Coinbase added two factor authentication, there was a fairly sophisticated fishing attack on a number of Coinbase employees and other people associated with Coinbase.

11:12And I was one of them. I remember, you know, the morning it happened, I was like, you know, groggy. I was like, this I was in business school at the time. It was groggy from a night out or something and woke up, got an email from what appeared to be a coinbase email, but it wasn't. You know, I wasn't careful. And at the other day, it was my own fault. But I basically got fish. I got an email saying that Coinbase updated terms of service. I clicked the link to try to update the Coinbase service, logged into Coinbase to do so, logged into Coinbase with my password, boom, the hacker got into my account and drained all my Bitcoin.

11:46It wasn't a ton of in USD at the time, call it $50 ,000, but it was the only money that I had and lost it all from that fishing attack. What did you do then? Well, I think I came close to crying, honestly, it was very painful. And my wife remembers, but yeah, it took about 24 hours. You feel like shit, blame other people, or I certainly thought about leaving the industry, but at the end of the day, it's like my belief in crypto more than anything else. It's like led me to the thinking like you need to use this to level up. At the end of the day, it was my mistake. They caught me slipping. So it was like you need to use it to level up and to motivate you to go bigger.

12:29That was kind of the lesson. And this is still an issue in crypto, obviously hacking. And we all know someone that's gotten fished or clicked a Metamask link or something like that. And I still, it's kind of a big unknown secret, unspoken secret, I should say, in crypto. So like how many people actually get hacked and no one really talks about it, but yeah, you basically just have to use it to motivate you and the level up to go bigger. So that's what I try to do. I know that you're a sportsman and you're competitive, so we can talk about that later. But that is a shit there, isn't it? You know, I fuck.

13:00I didn't drink any more, but that's the day when I would need a Mahito at 9am. Okay, I want to get to one confirmation. The scaling and the evolution is incredible. I want to start on how big is the and I'm gonna ask some pretty base questions But I live in standard venture world. It's different. How big is the fund and how do you think through the right size of fund to raise? Yep, so our first fund which was launched in 2017 is 26 million at that time in venture for like a first -time fund manager is big But in crypto is actually pretty small and I actually could have raised much more and a lot of people in crypto was like, oh, why is your front so small?

13:40It was like kind of looking down on me. You know, I had such a small client. I thought it was important to start small and be disciplined, particularly because like our focus is very early stage, kind of precede seed. You know, the thinking was $26 million fund make between 20 and 30 investments between 500K and a million or so in terms of initial investment. So that was kind of the first fund and the thinking. That's the first fund. What do the second and third? So, fund two is 50 million, 2019 vintage. Fund three is 130 million, and that was 2021 vintage. And the NFT fund is about 80 million.

14:23We're going to talk about NFTs later. I have to ask, in terms of actually, you mentioned there are 30 companies per fund right level of diversification with that. How do loss rates in crypto investing differ to normal? or are they very similar? How do you think about that? We've seen loss rates have been lower so far. And again, we're still 2017. We're about six years in, so there's still a long way to go. But like in our fund one, we have 22 investments on that fund, right? So I said about 20, between 20 and 30. And every fund, even fund three, which is 130 million, we're still doing early stage, leading edge crypto.

15:03We're still doing kind of first money in. Like we haven't changed our strategy. We do bigger checks now, but it's really the same strategy. And that's something I think that has gone wrong in in cryptos. Like when you have a lot of money being thrown at you and a lot of hype and things like that, you can go in different directions and raise massive funds, start doing growth stage, shit like that, which I think is, you know, I get why people do it for to make more management fees and to feel more important and things like that. But we've stayed very disciplined and focused on like what I just enjoyed doing, which is like bleeding edge crypto.

15:35So in the first one, 22 investments, we haven't had any zeros. We've had two projects dissolved, but they actually gave back in one case, about 50 % in another case, about 70%. So we actually haven't had any zeros in the portfolio at all. I think that's pretty unique and probably within crypto especially because all these blowups and stuff. And so these rounds that we're investing are these tokens are these equity rounds. Both. We're not religious about anything really. We're very practical. In terms of like the private stuff that we did for fun one, it was very much equity. But we also very much believe in tokens as well.

16:15So for token deals, we're more buying, you know, like we bought a significant amount of Bitcoin and ETH in that fund. Can I ask when we know you put you obviously post on Twitter the 5 .13x distributions back, which is amazing. When you look at those distributions, was that equity that converted and it was not a position or it was nip or whatever that was? Was that largely tokens? I'm just intrigued how much of the liquidity came from accuracy versus tokens. Yeah, it was mostly equity actually. So this is another thing too. There's a lot of hate, I would say, for crypto VCs. And I understand that because a big part of the crypto VC game is doing these private token deals And then you kind of build some prestige media narrative hype and then sell the token to retail And then retail gets sucked in and the VCs kind of dump tokens on retail.

17:08That's like a big game being played within Crypto VC is not even allowed. This is what FTX. I love you weren't paying attention Silicon Valley invested hundreds of millions of dollars into FTX. FTX was doing exactly this. No one was paying attention to it, apparently, and in retail was getting selected. So FTX Alameda was their investment arm that was basically investing in these token projects. Then FTX, the exchange was listing these tokens, hyping up the tokens to their users. I don't know how quickly they were dumping. This is that the piece of it. But again, you have private investors that are getting better deals and then these tokens are being listed on exchanges.

17:51The dumping part of it is what, where there's gray area and holding periods and stuff and may or not be allowed. But if you're doing this holding for the appropriate time and then dumping, that is technically legal. I don't like name cooling and so I'm not going to name anyone here. But is that a cross industry or a some players worse than others? No, I think some players are worse than others, right? It's certainly not cross industry, right? Like there's a lot of good players in the space that aren't doing that at all. We mentioned that the Great Returns so far 6 years in, 5 .13x. How do you think about when's the right time to sell?

18:27It's a very difficult thing to do. How do you think about the winners planning and management? I think it's prudent if you have a big winner at the early stage, call it Series C or Beyond to take money off the table if you can. We had some big winners that we sold somewhere between 10 and 30 % of the position. If you have a big winner, I do think it's prudent to take cash and return it to your LPs. Do you think venture investors should publish Theratons? Annually, by Annually. Yeah, 100%. To me, it's one of the fakers, parts of venture capital. It's like, it feels like everyone's competing for prestige.

19:08Everyone talks about fun size. It's trying to get pressed. these kind of vanity metrics that aren't really related at all to what the job really of a venture investor is. So yeah, I think the reason that one size is the metric is because the incumbents wanted to be that way. The incumbents who they've got great relationships with is institutional LPs that allow them to raise these big funds. If everyone viewed fun performance as the metric of success, the big, you know, incumbents wouldn't have the procedure that they have. Do you think the incumbents in venture traditional venture will be the incumbents in crypto venture?

19:50Obviously we've seen your Andre Sins and your Sequoias raise very large funds for crypto dedicated. Is but I again, I've had a chat on the show many others on the show you say no, it's a new generation is an entirely new setup in terms of the talent you need. It's a different generation of winners in crypto, which camp D sit in. It's a combination. You know, A16Z is a great fund in crypto and I have a lot of respect for them. I do think they probably got too big, but they still made good investments and you know, like critics and I have a ton of respect for us. So, can I know there are obviously slightly blunt.

20:26The other ones, the other ones, you're always labeled as the pump and dumpers. Yeah, I hear you on that and again, I think some of that may be more recently due to fund size They just have to invest in these token projects. I'm talking more historically I think if you look at who's a winner in crypto like Christixin is undoubtedly a huge winner in crypto But more recently fund size caused them to do some of the stuff that people you know accuse them for I don't think they're dumping. They have to be very careful about about that But I do think they are investing in some of these token projects that are getting hyped up to be dumped later Some of these narratives that you hear are Overexaggerated in different ways.

21:13That's what I'd say The you mentioned there about kind of the size of the fun forcing people to do certain things You know when a speed 12p is everyone says well, you know every crypto fund right now is downsizing giving money back the next fund sizes won't be the same. This is from like very traditional USRP so I wanted to get your perspective inside. First, should they down size in terms of the fund sizes that they raised? 100 % way too much money was raised. You know, you had people raise billion dollar funds that just had no unique insights or you know, no investing prowess really or anything like that but they had a a brand name and access institutions, whatever it is.

21:55And institutions just had FOMO and wanted to deploy. So, are they gonna give money back? Are they just gonna milk management fees and deliver poor returns to LPs? I mean, it plays out over time, but maybe some of them will just put it in Bitcoin and ETH, and maybe that will just work. But we'll see. Like I think a strategy, you know, a dishonest but probably successful strategy for one of these billion dollar fund managers would be to, you know, pitch the DLPs that you're investing in bleeding edge crypto that's going to push the space forward and then decide to just deploy it all into Bitcoin and E.

22:37And if someone does that, I think they'll be successful and make a lot of money. Can I just ask you then, what is the nice few years that like for crypto funds, you must think about this when you think about competitive landscapes. When I speak to LPs, they're like, well, obviously, our crypto budget's gone to zero, obviously. And I'm like, oh, so no crypto funds get raised. Is that right? No crypto funds are getting raised. And what will the next from now to the next three years look like? I don't think many crypto funds are getting raised. It's going to take one thing is hopefully LPs are going to get a little smarter and do more diligence and not just deploy, you know, like crazy into, you know, fund managers that don't really have any unique insights or defined strategy.

23:18They're going to start looking at results as well closely and for even, you know, these big funds that maybe do some interesting things. If you don't have really quality returns, I think LPs are going to be more skeptical. At the end of the day, it's like crypto needs to deliver beyond where it's delivered to date and that's going to ultimately decide, you know, institutional money coming in or out. Things like FTX don't help. You've tweeted before the elites who amplified FTX should be held accountable. What do you want to see happen next? Like, what would make you happy? Yeah, that's a good question.

23:54Nothing would really make me happy. What will happen, it just won't happen quick enough, is that, you know, the truth reveals itself in time. The people that got sucked into this perception game that the FTX was planning, that, you know, the politicians, the regulators, the investors, they all now are trying to just sweep it under the rug and say, oh, I didn't know about this financial fraud. It wasn't just a financial fraud, right? It was a fraud of perception, which they all played a role in. Ultimately, people will realize that. That's what should happen. What's the fraud of perception? Sorry, just so I understand that.

24:28outwardly signaling, prestige and reality being very different, being focused on soulless grief or money or attention, is like everyone involved in that, it's like a kind of vortex of soulless greed for money and attention. That's what was happening with FTX, right? Like, if you asked investors, oh, why are you involved in FTX? Sam is so good at execution, right? That's what was said. He's like, he's so good at getting media attention and working with regulators and politicians and all that. And why was that the case? That was the surface level of perception. Why was that the case? Because he was buying off politicians and regulators and media and also launched a token in a way that wasn't very moral and hyping tokens and things like that.

25:17So it was just the surface level was the fraud of perception. It's like if you look at the surface level, there are all these good things going on. There really wasn't, and a lot of people within crypto recognized that, but that's kind of the the fraud of production that I'm talking about. Well, the blaster radius expand beyond Sam though. You know, you mentioned there the media, you mentioned journalists, you mentioned, you know, maybe maybe politicians. Does that mean that you're exposed or do they all get swept under the rug? And we just nail Sam and beat the shit out of him. When you ask me what should happen, I think people should realize that it's not just Sam.

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25:51So I think what ultimately will happen is that people will realize this, but it might take much longer, right? It's not gonna happen quickly and maybe as quickly as I or some people would hope, but I think it will happen eventually I tweeted before this all played out. It's like truth reveals itself in time. The internet itself is a very good tool to reveal true But it takes a long time. Sam is gonna be the one that you know goes to jail and takes the brunt of it and it's the obvious but over a long period of time, I think people will realize, you know, the character of these people that are involved.

26:27Before we move on to NFTs, which I'm excited to talk about, because I want to be educated by you. But is there anything that you think there's a big misconception of the public in terms of SPF? They don't understand, they don't get, you constantly hear misquoted, mis -attributed. Is there anything that you think people should know that they don't? I would say the strong narrative now is that like F -S -B -F is this evil mastermind behind this. And again, the truth is often far from the strong narrative. And while it is true that S -B -F is a big part of this, I think maybe what people don't realize is that the broader fraud of perception that we've talked about, right?

27:09That's a misconception. conception, mentioned can improve the perception made me think of NFTs which you can tell me I'm wrong about my question Cheers. Why am I wrong to be negative still and why you still positive like what am I missing? Well at the end of the day I think NFTs are an incredible business model for creators on the internet if we just expand that then What does that look like in terms of tangible use case amazing for creators on the internet? What does that look like and why is that better than the traditional mechanism? It aligns incentives between creators and their orders, right?

27:45So incentive alignment is kind of is a underrated aspect of what crypto can do both within cryptocurrencies but also NFTs. You know, as a creator, you can, you know, sell NFTs to your supporters and they can have an ownership in your success. The combination of those two, it's not just the business model for creators, It's the new asset, investible asset class for anyone in the world to participate in to me that combination is really powerful and What were you looking skeptical? I'm I know I get I understand the skepticism right because at the end of the day like I'm a creator. Why would that work?

28:24I can do premium features. I can do pay -walls for those that are successful I don't need to sell you a part of my business and a part of my future earnings You get access to my content and I'm thrilled to have your support But I need to tell you a lot of my future and then for those that do you need it most often you probably won't have a huge amount of people But wanted so I don't understand how it works It may not solve a problem for you right now and that's okay But it does solve a problem for a lot of creators that are creating Content of any kind if you're taking a swift no not bad in the existing businesses as I don't think, maybe tell me if I'm wrong.

29:00And if you're a specific writer on knitting in England in the 18th century, only get sales of specific benefit over a paywall and a higher price for a smaller audience. So I'm just trying to understand where it's better. What I would say is new technology often isn't ideal for the incumbents, right? So if you're a massive creator that is already being served well by existing business models, then NFTs might not be for you. They're certainly not for you now. They may never be for you. What NFTs are really useful for is for these kind of new internet native creators that don't have an existing business model, but maybe have some true fans.

29:41Taylor Swift is never going to create music NFTs. The next Taylor Swift to maybe 13 right now and may be having a hard time getting distribution on existing distribution channels may sell music NFTs to 100 true fans who then may help her, you know, spread the awareness of the music. That's a use case that I think is quite interesting that really hasn't blown up yet, right? It's music NFTs and the idea of like giving a incentive for the music to grow at a very early stage. Because music itself is very mimetic, right? It's like, why do most people love Taylor Swift? Because everyone else loves Taylor Swift.

30:20And she's kind of cracked the mimetic code. Is it music good? Some people yes, some people... No, a lot of why people think she's good is because other people think she's good. That applies to cryptocurrency too. Why does everyone think Bitcoin is valuable because other people think it's valuable? And so you combine kind of the mimatic aspect of, sorry, I'm going for it. It's the end of the day, it's dark outside if you could see the time. But I'm like, I don't think they like it because other people like it. I think they find it because other people find it because other people have found it.

30:50So it's distributed because it's popular. So discovery is solved because it's popular. but they don't like it because other people like it. I think they just like it and musical taste and preferences evolved in a way where actually it's largely aligned. Humans do tend to like the same thing. It's why people love pizza or ramen or whatever that food source is. They discover it because a lot like it, but the liking is different. You haven't read any Renee Gerard, have you? No. Have you heard of Renee Gerard? I have. And I was warned that he would come up. This is exactly what René Gerard has written a lot about, this idea of a medic desire.

31:33And this is, I believe, what is unique about human is that a desire is actually not based internally. It's based externally on the desire of others. And so I think there's core human needs that everyone has. But outside of that, what we like, what we desire, what we want is fundamentally based on the desire of others. So why do I think, I mean, in the terms of music, this explains why Taylor Swift gets so popular. You know, some people may like Taylor Swift early, but then once she gets popular, it kind of becomes this dramatic switch that other people like her because other people like her. That's human nature.

32:13Humans are fundamentally mimetic. Okay, so if we take children and put them in a room and give them a carrot and a chocolate and they have no idea Which one is more popular or which one people like more? They will like the carrot as much as the chocolate. No, there is a chemical composition to the chocolate which Camicles in your brain that you need and want more of it same thing actually with music and tones and notes As the huge amount of research that sad music actually can make you feel comfortable when your heart broken, which is why Lurse Capaldi has such a strong grip. It's chemical. Yeah, there is a chemical component as well.

32:49Again, the truth is nuanced, right? So it's not to say that there aren't fundamental things, humans like more than others, but I think most people are way more influenced by others than they would fundamentally acknowledge. I guess would be my point. So there are some people that fundamentally gravitate to certain things for chemical reasons But I think there's way more people that gravitate towards those things just because other people gravitate to them That's what I'd say. We both operate in the venture world So I mean I can't disagree with the mimetic nature of human following you when it comes and deals Can I ask in terms of like people following what other people do?

33:31You obviously see that when you look at volumes in terms of purchases on trading platforms You're a very early investor in OpenC. How do you think about how do you bullish on OpenC or not given volumes being where they are? OpenC was the authentic NFT marketplace. That's not to say that their success is a given moving forward. But for OpenC, I think if NFTs become the massive asset class that I think they will, OpenC, as the kind of on -ramp into it, NFTs is a massive business. So that's my kind of long -term thesis on OpenC that really hasn't changed since we started. And again, we're early stage investors.

34:11We're not as much making judgments about, you know, was OpenC a great investment as 13 billion? You know, the last round was. I don't know about that, but do I think it's going to be an important product in the world in five years? Much more important than it is today. Yes, because I think NFTs are important and because I think and on ramp two NFTs is very valuable for people Did you sell open seat 13? I mean, it's a hype price. Yeah, again We we still on the majority of our or position, but yeah, we took some chips up the table Can I timeline I so as such a bad question? I always listen to interviewers and I'm like god these questions But and then I kind of end up asking because I'm just interested when you think about kind of that resurgence of NFTs for reinflation of trading activities on OpenC.

34:58Is that one year? Three years, 10 years? I would say three to five years. That's kind of the time horizon, which I think it's likely before that, but with a high degree of conviction, I would say three to five years. I mean, NFTs aren't going away, right? Like even the simplest form of an NFT visual artwork, traditional artwork is massive. And there is a new wave of crypto rich people that view crypto art, just like traditional rich people view traditional art. That's already happening. And even if that is the only thing that happens in NFTs, which I don't think it is, I think NFTs are still going to be very big.

35:34But then you have dynamic NFTs that can change on chain based on certain variables. You have NFTs within games, you have music NFTs, you have all these other directions that NFTs could go that they haven't yet. That's the lens which I view of the case for NFTs. Nick, I spoke to Mark Cuban before the show and he's quite slurical about you in many different ways. He gave me pros and cons. But one of the pros he said was, you're incredible independence of sort, which kind of goes back to the memetic -ness, or memetic nature of humankind, and how you avoid that. Blondie, that is a contrarian of pro -stor -NFTs today.

36:09How do you stay independent -minded when worlds and narratives are so strong today? I think it's just my nature. I've kind of always been a contrarian in some sense. Like I think about even in high school, I did really care what other people were doing or thought. A good example of this is drinking. I never drank in high school or college really. And I think of drinking as something that's also like supermimetic. I mean, maybe for some people it makes them feel good. And this goes back to what's biological and what's what's mimetic. It's like maybe for some people drinking makes them feel good.

36:45I think we're a lot of people but we're actually making them feel bad but they do it anyway because other people do it. To answer your question, I've just always thought about things a little differently and wasn't really influenced by what people thought. Maybe my parents are a good explanation for why. I think my parents raised me very well. I've always felt mentally strong and never felt really insecure about anything. I think insecurity can cause people to like fill a hole to be searching for more money or more attention or things like that And I've just kind of always stayed grounded. So it's amazing, Terry And I'm not to feel insecure is a very difficult thing.

37:27I think everyone is insecure in some way Do you disagree if you are the person who doesn't feel insecurity? That's amazing. I well done Like no, I'm not we should study There are certainly things I feel insecure about, right? So I'm not saying I'm never, I'm secure about everything in my life absolutely or something like that, but I don't know. I do think a competitive advantage that I have, especially in the crypto space, is a mental strength that I'm not constantly trying to get approval from anyone really. I'm just kind of living my life. And again, if I think about it, it's like maybe my parents are a big reason for that.

38:07I've never really thanked him for that. By the way, if they're watching, thank you, Mum and Dad. Yeah. Hey, in episode the touches on the heartstrings, Nick, you are just killing this show. And then, I would call them and thank them. Yeah. Science, Mum and Dad, for making me incredibly insecure, for making me drink copious in here. And fuck you for all his therapy bills.

38:32And my parents do watch this. And so I am... By the way. By the way, There's stuff I feel insecure about for sure. You know, we all do, but I do think that's maybe an explanation for again, my ability to not chase things, I guess. Keepin also told me that you can be a little bit dogmatic, Nick. When you have a position or a mindset, how are you cautious that you're not too dogmatic? Do you agree that you can be? And how do you sense check yourself to ensure that the dogmatism doesn't lead to ineffective decision making? Yes, I'm principled and sometimes that can be an issue. Yeah, and so I think that is a certainly a Law of mine.

39:13I think it can also be a good thing, but there are situations where it can be a bad thing and I know one thing I think about is like I think we all Live in our own world and we all have a way that we perceive the world and I think there are people that are kind of two in their own world. Sometimes I can be two in my own world. And then there are people that maybe are two out of their own world and paying attention to everything else that's going on. And there can also be an extreme of that. So I think finding a balance of being in your own world and having principles that you live by, but also seeing what's going on in the world deeply and paying attention to that and kind of combining those two.

39:56That's the approach that you need to live a power redefining in terms of happiness or success. But yeah, I mean, in terms of like, it practically, how is being talking dogmatic be bad for me? A good practical example, right, is Solana in the crypto space. Solana, to me, we use this framework of like, there's purists and there's tourists. The best crypto products are kind of at the intersection of purists and tourists. I historically viewed Solana as a very tourist thing. It came in right at the beginning of the last bull markets. It was you know aggressively marketing. It was also one of these insider VC coins that sold a lot to early insiders Who then marketed the shit out of it and kind of sold it to retail?

40:38So there are all these things about it bit from my perspective or tourist and Maybe I'm wrong on that right maybe I'm looking at it from a two of a tourist of a perspective and I'm a two dogmatic I think the jury is still out like I'm not some people would say I'm a salonet hater because some of my treats in the past or something but I'm very open to Solana. I've talked to some interesting founders that are building in Solana right now. I still haven't really seen anything from Solana that's new in pushing the space forward in unique ways and then kind of waiting for that. And by the way, the people that invested in Solana have done incredibly well.

41:12I missed a big investment opportunity as well. That's an example of the way where maybe I'm too dogmatic, too purest, and I'm constantly trying to reassess my frame and make sure that I'm not missing things because. Okay, final two, but they're kind of tying together, which is like, you learn a lot from wins and losses. What's your biggest win and how did that impact your mindset and what's your biggest loss and how did that impact your mindset? Biggest win, I mean, we've talked about it, I think it would have to be open to see. That was a product that I just believed in from a user perspective more than anything.

41:46It's like I was buying and selling crypto kitties back in, I believe it was late 2016. initially on the CryptoKitties website was the only place that you could trade CryptoKitties and they charged 5%. And then OpenC was just a product that allowed you to trade CryptoKitties for 2 % rather than 5%. A marketplace to allow people to buy and sell these kind of off the main creator's website just made a lot of sense for me and that was why we invested. And at the time, you know, they came out of Y -combinator but it wasn't a hot deal at all. Like actually, we led around and we were trying to convince our LPs to invest.

42:23It was it like in some of them did and did incredibly well but it was like there were crypto funds at that time. Everyone kind of looked at NIT's as kind of this stupid thing that didn't make sense for the most part. That was that was a Silicon Valley perspective and narrative and we let kind of our user perspective kind of guide us. That is I think what allowed for that big win. But the loss I would say or can I Just say it's down to see where you're going to see stay. If we talk about LPs and how they think about book value, but like, yeah, it's down to I would say down significantly clearly, but yeah, there's not like one billion is that like five billion.

43:01You're in the right ballpark, I'd say good. Yep, no, it won't push. I'm a Brit, so I can kind of sense when you're entering. Yeah. You're enough zone. Okay. In terms of the biggest loss or miss, they kind of can be either all what's the biggest loss will miss and how did that impact your mindset? Interestingly, I would say it's also opency because when we invested, we only invested 500K initially. And that was again, like at that time, we had a $26 million fund. Our mandate was, you know, checks between 500K and a million. It was within our mandate, but yeah, we invested 500K and then we brought a bunch of our LPs in to invest another between five -hour K and a million call it.

43:42That was one where I learned if you have conviction, be more aggressive. If you have the conviction then, it's harder to have conviction when you're just starting off. It takes the lessons like this. So yeah, I think you did have some conviction, but part of the reason we were doing that at the time was because we didn't really fully believe as much as we should in kind of, you know, our investment thesis. And we thought it would be a good thing for relationships to bring deals to our LPs. That was the thinking. And in some ways that, I think a lot of first -time fund managers do that. And that could be a good decision, by the way.

44:17It's like it's good to build strong relationships and to help other people get any deals and stuff like that. But at the end of the day, when it comes to generating returns for LPs, which again is what we're trying to do in venture, it's like that was not the optimal decision for that. Did you sell a cross -round on the way up? Because I think this is another one that just a lot of managers don't know, it's like should I sell M1 chunk across rounds? Did you sell kind of continuously on the way up? No, no, no, we just, yeah, I mean on the way up happened quickly and I mean it was more just a feel thing than anything else, it's like we actually invested on the way up a little bit and then sold on the big way up.

44:56Listen, I want to do a quick with you. So I say a short statement, you give me your immediate thoughts. You can be an LP and a seed firm, a series A firm and a growth firm, which ones? Well, I'm just going to use funds that I am LP's in. The funds I want to be in is kind of like newest ones that aren't super well known. And basically the newest ones, I'm at a point where I can be. So the seed fund I'd say is a one called Pronimos, Patrick Friedman, a very interesting guy, one of the founders of the Seasetting Institute, I would call him principal, in some ways, Libertarian. His grandfather is Milton Friedman, the famous economist, and he's been very deep in kind of seasteading as an idea for many years.

45:38So Seasetting is kind of one of these out there ideas that got some media of attention just because it sounds so crazy, which is the idea of building kind of new jurisdictions on the sea that are outside existing jurisdictions, which could lead to more innovation in finance or in, you know, biotech or healthcare or whatever. So, Pronimos is the idea that you can create new territories within countries. The government of the country could carve out new laws for. And that's the idea of Pronimos is kind of investing in these new cities, basically. What I learned from one confirmation is that you can be kind of this early stage fund.

46:17is investing in this kind of new category and be kind of first of its kind. Then I think there's really high upside there. Very outside of like the traditional kind of Silicon Valley, but I think it's very interesting. I love that series A and Growth. I'm an LP in a fund called 17 -89 Capital, Omed Malik and Chris Busker. They are creating a America First Venture Fund. This aligns with my sentiment in a lot of Silicon Valley. there's a lot of solace breed and just a desire to create these massive funds, massive attention. And I think against Sequoia is the best example of this. And 1789, I view as kind of this anti -Saquia that's very much focused on kind of America first, mostly growth stage, but some of past series eight type ones.

47:07And one of their first investments is public square, a Amazon of kind, but focused on values that are very different than Amazon. That's moved to those who favorite consumer brand, and why them? Well, I know you're, you're, you don't like NFTs here, right? So this might be surprising to you as well, but one of the things I love about NFTs, they're effectively user -owned brands. My, my favorite consumer brand, which again, this is a PFP project that you might not think of as, as a brand, but CryptoPumps, right? CryptoPumps is effectively a user -owned brand. There's not a ton that's been done with the brand, yet other than just there's 10 ,000 of these you know eight -bit pixelated characters that all have different traits but there's a really strong community.

47:51I love the artwork I love the community over a long period of time there's gonna be increasingly interesting things that come out of this consumer brand so crypto punks is my favorite super brand. You can have dinner with anyone that are alive, H .D .E. Cheese. Brenna Gerard. What was you asking? I'd ask him what he thinks of what's going on right now in the world in a lot of ways, whether it's in the US politics, whether it's in the Middle East conflict, and how his framework applies to US politics, Middle East conflict. I truly believe that deeper understanding of his framework could be a huge catalyst for more peace in the world.

48:30He's the father of a lot of these frameworks. So thinking about one, how you know you kind of applied the framework to those and then too how do we grow awareness on a lot of these frameworks? That was going to be my question. If we wanted to start our journey with René Girard, what should we start with? Is there a specific piece book? What's the scapegoat? It would be the first book that I would read by René Girard. Okay. And then there's a few really good interviews that he gave. That would be kind of how I would start. Tell me, what was the single strongest belief you had which turned out to be wrong?

49:03Well, okay, here's one. One of my really strong convictions within crypto is that prediction markets are gonna be massive So you know prediction market is very simply a financial market for any outcome of any Event in the world so you could have a prediction market for you know who's gonna win the 2024 Presidential election or is Israel going to do a ground invasion in Gaza any piece of information in the world you can create a market for. And I think that is really powerful. It could be the most powerful thing that you could do with crypto. Right now everyone speculates on whether it's crypto currencies themselves or NFTs or a lot of that is nonsense.

49:47There is a small portion which I obviously believe is very important, but a lot of the speculation I think isn't very valuable at all. But if you could create global liquidity around information, I think that could be very valuable for the world because how do we consume information today? Media, whether it's the New York Times or whether it's on X, and everyone that creates media has their own biases. And I think if you can incorporate massive amounts of information, many different perspectives into a market and it reveals a price which reflects kind of a probability for an outcome, that's very valuable information for the world.

50:25And this could be done on crypto because of the global payment rails and bridge markets haven't happened yet. Hayek, who's a famous Austrian economist, he wrote about prediction markets back in 1945 and he's written a lot of great stuff saying exactly what I'm saying right now that how useful that prediction markets could be for the world. It hasn't happened yet. You know, it was one of my early bets in crypto. You know, we invested in an early crypto project called auger that did it work out. It hasn't worked out yet in a big way. So that's I guess what I've been wrong about to date, but you know I'm dogmatic and principal.

51:01I still think they're gonna work. So I haven't given up on on me up by any means. And market timing is the hardest thing in venture. Yeah, always. Final one for you, Nick. Ten years time is 2033. Where do you and one confirmation want to be then? What type of firm do you want to build? You could build the next multi -billion dollar crypto firm. You can stay small. You can expand team. What do you want one confirmation to be and who do you want to be? I really kind of want to be doing much of the same that I'm doing now, but I just want crypto to be much more important in the world. And that's kind of the lens.

51:35If we've invested in a lot more products that broaden crypto to many more users, billions of people are using crypto. There's still a lot of innovation and stuff that's happening. We want to continue to be kind of leading edge crypto investors that are investing in the new stuff. There's a lot of people that come and go, I am in crypto for my lifetime and I want to be kind of doing what I'm doing now, but crypto being much more important. Nick, I love this. This has been so much fun. You've been amazing. So thank you for joining me. No, I appreciate it. And for real, I told you this before, I really appreciate how much effort that you put into your podcast.

52:12it's clear that again your success too, it's not luck, it's a lot of hard work and determination and that comes through and in the prep and everything else that you do, so thank you. I'm gonna read the skate goat now. Appreciate it. Honestly, I left that interview feeling, what a great guy. I mean, not that many people are willing to open up his native, but an incredible track record and firm he's built with one confirmation so far. If you'd like to see more from us behind the scenes, of course you can on YouTube by searching for 20VC and I love to see that. But before we leave you today, did you know that every 20VC episode you listen to is recorded with Riverside.

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From the publisher

Nick Tomaino is the Founder and General Partner @ 1confirmation, one of the leading seed firms fueling the decentralization of the web and society. The fund started with $26M in backing from individuals including Peter Thiel and Mark Cuban and it has been reported that the firm now has over $1B in assets under management. Nick has led seed investments in OpenSea, dYdX, SuperRare, Polkadot and Cosmos among others. Prior to 1confirmation, Nick was a Principal @ Runa Capital and before that led business development and marketing at Coinbase in the early days of the company.

In Today's Episode with Nick Tomaino We Discuss:

  1. From Cryptokitties to founding the Leading Seed Crypto Firm:

  • How did Nick first come into contact with crypto and bitcoin specifically?
  • How did getting fired from Coinbase catalyse his move into venture?
  • What does Nick know today that he wishes he had known when he started investing?

2. The Landscape Today: Funds and SBF

  • Are the current generation of crypto funds too large? Should they give money back to their LPs?
  • Will the next generation of crypto funds be smaller? Are any crypto funds able to raise right now?
  • Why does crypto Twitter hate crypto VCs? Who are the worst VCs for pump and dump?

3. SBF & FTX: What Actually Happened, Who is to Blame, What Happens from here?

  • What is the biggest misconception on SBF and FTX today?
  • Who should be held accountable? What else would Nick like to see?
  • How should FTX change the way that LPs invest into venture managers?

4. How to Build the Best Crypto Portfolio in Venture:

  • How large are the funds? How does Nick determine the right size for a fund?
  • How many investments does Nick make per fund? How do loss rates look in crypto?
  • What have been Nick's biggest investment hits and losses? How did that impact his mindset?

5. The Future for NFTs and Opensea:

  • Why does Nick remain bullish on the future of NFTs?
  • How is Nick able to remain optimistic about the future of Opensea given their volumes?
  • Where does Nick believe the fair price for Opensea should be today?
  • Did Nick sell their Opensea at the $13Bn round?

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