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Nick Tomaino: The Future of NFTs, What Will Happen with FTX & Who Should be Held to Account | E1076

Every single 20VC episode is recorded with Riverside.FM. It is the one product that I could not live without. Try it today here (https://creators.riverside.fm/20VC) and use the code 20VC for 15% off. ----------------------------------------------- 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. ----------------------------------------------- Timestamps: 00:00 Intro 00:25 Coinbase & Early Crypto Adventures 10:21 Financials & Raising Capital 22:36 Crypto VC Strategies & Public Perception 40:08 Misconceptions & Misrepresentations 45:52 Philosophies & Personal Perspectives 59:28 Personal Insights & Quick-Fire Round ----------------------------------------------- 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? ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Nick Tomaino on Twitter: https://twitter.com/NTmoney Follow 20VC on Instagram: https://www.instagram.com/20vc_reels Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #NickTomaino #1confirmation #venturecapital #20vc #HarryStebbings

Nick TomainoguestHarry Stebbingshost
Oct 29, 20231h 16mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Nick Tomaino on NFTs, FTX’s perception fraud, and disciplined crypto VC

  1. 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.
  2. 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.
  3. 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.
  4. 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.

IDEAS WORTH REMEMBERING

5 ideas

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.

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.

Use big wins to de‑risk but keep most of the position for long‑term upside.

For large winners (e.g., later‑stage positions like OpenSea), Tomaino suggests prudently selling 10–30% to return cash while holding the majority over a 10‑year horizon aligned with the original thesis.

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.

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.

WORDS WORTH SAVING

5 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

Nick Tomaino’s personal and professional journey: Coinbase, hack, and founding One ConfirmationCrypto fund construction: fund sizes, strategy, loss rates, and liquidity managementCritique of crypto VC practices, benchmarking vs BTC/ETH, and performance transparencyFTX collapse as both financial fraud and ‘fraud of perception’ and who should be accountableLong‑term thesis on NFTs: creator business models, new asset class, and OpenSeaMemetic desire, René Girard, and how narratives shape crypto and cultureIndependence of thought, dogmatism, and views on Solana, prediction markets, and the future of crypto funds

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