
Nick Tomaino: The Future of NFTs, What Will Happen with FTX & Who Should be Held to Account | E1076
Nick Tomaino (guest), Harry Stebbings (host)
In this episode of The Twenty Minute VC, featuring Nick Tomaino and Harry Stebbings, Nick Tomaino: The Future of NFTs, What Will Happen with FTX & Who Should be Held to Account | E1076 explores nick Tomaino on NFTs, FTX’s perception fraud, and disciplined crypto VC Nick Tomaino, founder of crypto fund One Confirmation, recounts his path from early Coinbase employee to independent, early‑stage crypto investor and explains how getting pushed out of Coinbase and even being hacked shaped his persistence and conviction.
Nick Tomaino on NFTs, FTX’s perception fraud, and disciplined crypto VC
Nick Tomaino, founder of crypto fund One Confirmation, recounts his path from early Coinbase employee to independent, early‑stage crypto investor and explains how getting pushed out of Coinbase and even being hacked shaped his persistence and conviction.
He outlines his disciplined approach to fund size, loss rates, and liquidity, arguing that crypto VCs should be benchmarked against holding BTC/ETH and be radically more transparent about returns rather than obsessed with prestige and AUM.
Tomaino is sharply critical of the “fraud of perception” around FTX and the broader ecosystem of politicians, media, and VCs that amplified it, while also defending crypto’s long‑term potential and outlining why he remains bullish on NFTs as creator business models and new asset classes.
He discusses authenticity, memetic desire (via René Girard), prediction markets, OpenSea, Solana, and how to stay independent‑minded and principled without becoming blindly dogmatic in a hype‑driven industry.
Key Takeaways
Start small and stay disciplined with fund size to preserve strategy quality.
Tomaino deliberately kept One Confirmation funds relatively small (from $26M to $130M) to remain focused on bleeding‑edge, early‑stage crypto rather than chasing management fees and growth‑stage deals that often distort incentives.
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Benchmark crypto VC performance against a simple BTC/ETH basket.
He argues LPs should ask whether a crypto fund’s net returns materially beat a low‑fee 50/50 Bitcoin–Ethereum allocation, since that is the true opportunity cost of paying 2-and-20 in this asset class.
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Use big wins to de‑risk but keep most of the position for long‑term upside.
For large winners (e. ...
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Prioritize authenticity and founder quality over narratives and hype cycles.
He attributes One Confirmation’s near‑zero loss rate in Fund I to deep founder diligence, ‘vibe checks,’ and ignoring narrative‑driven fads like ICOs when founders appeared short‑term or extractive.
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Recognize and resist the ‘fraud of perception’ in high‑status deals.
The FTX saga, in his view, shows how investors, media, and politicians can amplify outward prestige while ignoring underlying behavior; investors should interrogate incentives and mechanics, not just reputations and PR.
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NFTs can be powerful, especially for emerging, internet‑native creators.
He sees NFTs as an ownership‑based business model that aligns creator and fan incentives and as a new investable asset class (e. ...
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Cultivate independent thinking while actively stress‑testing your own dogmas.
Tomaino credits his upbringing and lack of status‑seeking for his contrarian stances (on NFTs, prediction markets, Solana), but also emphasizes periodically revisiting those stances to avoid missing opportunities due to rigidity.
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Notable Quotes
“It wasn’t just a financial fraud. It was a fraud of perception which they all played a role in.”
— Nick Tomaino
“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.”
— Nick Tomaino
“Crypto is the most important social technology of our lifetime.”
— Nick Tomaino
“Every LP should be thinking: if I’m giving this fund manager money, are they going to significantly outperform 50% Bitcoin and 50% ETH to justify the fees?”
— Nick Tomaino
“At the end of the day, I think NFTs are an incredible business model for creators on the internet.”
— Nick Tomaino
Questions Answered in This Episode
How should LPs practically implement a BTC/ETH benchmark when evaluating crypto venture funds’ performance and fee structures?
Nick Tomaino, founder of crypto fund One Confirmation, recounts his path from early Coinbase employee to independent, early‑stage crypto investor and explains how getting pushed out of Coinbase and even being hacked shaped his persistence and conviction.
Get the full analysis with uListen AI
What specific signals can founders and investors use to distinguish ‘authentic’ projects from those built primarily for hype and token extraction?
He outlines his disciplined approach to fund size, loss rates, and liquidity, arguing that crypto VCs should be benchmarked against holding BTC/ETH and be radically more transparent about returns rather than obsessed with prestige and AUM.
Get the full analysis with uListen AI
Beyond Sam Bankman‑Fried, what realistic mechanisms could hold journalists, politicians, and VCs accountable for participating in ‘frauds of perception’ like FTX?
Tomaino is sharply critical of the “fraud of perception” around FTX and the broader ecosystem of politicians, media, and VCs that amplified it, while also defending crypto’s long‑term potential and outlining why he remains bullish on NFTs as creator business models and new asset classes.
Get the full analysis with uListen AI
What concrete NFT use cases (beyond art PFPs) does Tomaino expect to gain real traction in the next 3–5 years, and what infrastructure is missing today?
He discusses authenticity, memetic desire (via René Girard), prediction markets, OpenSea, Solana, and how to stay independent‑minded and principled without becoming blindly dogmatic in a hype‑driven industry.
Get the full analysis with uListen AI
How can investors balance principled conviction with enough flexibility to avoid missing the next ‘Solana‑like’ opportunity due to purity tests or dogmatism?
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Transcript Preview
The people that got sucked into this perception game that FDX was playing, the, 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, and I think ultimately, like, people will realize that.
Nick, I am so excited for this. I saw your Tweet, and I replied like, "Man, this would be such a good show."
Yeah. (laughs)
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 at all. 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 did you first find crypto and come to join Coinbase?
So I've always been an internet person. Like, in middle school, I was really interested in sneakers. I was, you know, buying and selling and collecting, uh, Jordans and Nikes, and, uh, I played a lot of basketball, so I was super into sneakers. I was spending a ton of time on Nike Talk, which was kind of the early sneaker head forum. I've just always kind of been in- gravitated towards the internet. Um, and even more so than, like, the, the, 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, uh, 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. And if I asked the people in the physical world around me, you know, what they thought, um, like everyone else at that time, they would have thought it was stupid, and they would have told me not to spend any time on it, right? But I, uh, wanted to see who was on the internet talking about this, um, and I stumbled across, uh, Bitcoin Talk, which was the first, uh, online forum, uh, for Bitcoin that was created by Satoshi Nakamoto, the, the founder of Bitcoin. I saw on Bitcoin Talk that, um, you know, the media narrative is one thing, right? Talking about this, you know, magic internet money that was being used for illegal stuff, and, um, but, but the reality was very different. I saw 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, uh, on Bitcoin Talk, that's kind of what led me down the rabbit hole and, uh, ultimately decided I wanted to make a career out of, uh, out of the space.
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