E191: Dan Tapiero: After 35 Years, I Figured Out The Secrets To Getting Rich In Crypto
E191: Dan Tapiero: After 35 Years, I Figured Out The Secrets To Getting Rich In Crypto
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Quick Insights
  • Treat Bitcoin (BTC) and Ethereum (ETH) as high-volatility, long-term holdings; Tapiero sees BTC at $200,000–$300,000 “here” and $1 million long term, but these are opinions, not dated forecasts or guarantees.
  • If diversifying within crypto, consider Solana (SOL) only as a speculative exposure; the discussion offered no price target and stressed uncertainty about which networks will succeed.
  • Approach Hyperliquid (HYPE) and Zcash (ZEC) cautiously: both have already surged sharply, and no current valuation benchmarks or price targets were provided.
  • Avoid treating sponsor claims about Ethena (USDe) yields as guaranteed returns; assess product and depeg risks independently before considering exposure.
  • Set position sizes and a long-term plan that can withstand multi-year downturns, and consider taking partial profits after large gains rather than chasing quick returns.
Detailed Analysis

Bitcoin (BTC)

  • Tapiero remains a “hardcore Bitcoiner” and sees Bitcoin as part of the broader shift toward putting money and value on blockchains.
  • He said Bitcoin could reach $200,000–$300,000 “here” and $1 million long term. These were his views, not guaranteed outcomes or precise dated forecasts.
  • He argues that long holding periods matter: Bitcoin has experienced multi-year stretches with little price change, and crypto bear markets recur roughly every three to four years.
  • He said early buyers were rewarded for patience, but cautioned that investors should not expect the same 100x gains from Bitcoin as in earlier cycles.

Takeaways

  • Treat Bitcoin as a volatile, long-term investment rather than a dependable route to quick gains. Be prepared for prolonged downturns and periods of limited price progress.
  • Tapiero’s price levels are opinions from the discussion, not assurances. Size any exposure so you can withstand large drawdowns without being forced to sell.

Ethereum (ETH)

  • Tapiero includes ETH among the core digital assets with potential to benefit as more financial activity moves on-chain.
  • He noted that ETH, like Bitcoin, had been around the same price as five years earlier, illustrating the risk of choosing too short an investment horizon.
  • He also said large trading funds can move crypto assets together, even when their underlying fundamentals differ.

Takeaways

  • The discussion supports viewing ETH as a long-horizon, high-volatility exposure, not as an asset with a predictable short-term path.
  • Consider that broad market trading can affect ETH’s price alongside other crypto assets, regardless of project-specific developments.

Solana (SOL)

  • Tapiero named Solana alongside Bitcoin and ETH as a possible core asset for someone seeking some diversification within crypto.
  • He also described blockchain networks as having different use cases, while noting that in 2019–2020 he could not know which blockchains would ultimately succeed.

Takeaways

  • Solana was mentioned as one possible crypto exposure, but the discussion did not provide a specific valuation, price target, or recommendation to buy.
  • The uncertainty about which networks succeed is a reason to avoid assuming any single blockchain will capture the broader opportunity.

Zcash (ZEC)

  • Tapiero said Zcash had risen about 25x over 18 months and described privacy as an important crypto narrative.
  • He connected renewed interest in privacy to hacks and to concern that institutional ownership of Bitcoin through ETFs and other vehicles may reduce the privacy early Bitcoin users valued.
  • He said his firm had been bullish on Zcash, but he did not hold it personally. A small project associated with his firm, Zenrock, involving wrapped Zcash on Solana, was hacked and closed.

Takeaways

  • Zcash’s privacy theme attracted Tapiero’s interest, but its sharp rise and the hack-related experience he described underline substantial risk.
  • He did not present Zcash as a personal holding or give a price target; the discussion is not a direct buy recommendation.

Hyperliquid (HYPE)

  • Tapiero called Hype a “fantastic success” and named it as one way to gain exposure to the growth of perpetual-futures trading.
  • He said the asset had already risen about 33x, while arguing that the broader sector was still early and that there were relatively few ways to invest in it.
  • He also warned that investors need to buy at an appropriate valuation.

Takeaways

  • The opportunity he described is growth in on-chain trading, but a large past gain does not establish that the current valuation is attractive.
  • The transcript gives no specific price target or valuation benchmark for HYPE.

Variational and Securitize

  • Tapiero named Variational as one way to play growth in real-world-asset perpetual trading, and said he had historically liked Securitize as well.
  • He described RWA perpetual trading as an innovative area with a potentially very large market, while noting that valuations change and investors need to pay attention to price.
  • Variational was also promoted in a podcast advertisement as an on-chain platform offering perpetual markets across crypto, equities, commodities, foreign exchange, and pre-IPO names. That description is promotional, not an independent assessment.

Takeaways

  • RWA trading is a theme Tapiero views positively, but the transcript does not establish that either company is fairly valued or that the products are suitable for every investor.
  • Treat platform claims in the advertisement separately from the guest’s investment thesis, and evaluate business traction, valuation, and risks before investing.

Circle and USDC

  • Tapiero said his firm invested in Circle during the 2023 bear market at roughly three to four times revenue, describing the purchase as an opportunity created by a seller needing liquidity.
  • He presented stablecoins such as USDC as an early example of liquid assets moving onto blockchains. He said the stablecoin business was very small around 2020 and had since grown substantially.
  • He described the Circle investment as part of a broader view that liquid assets would move on-chain before illiquid assets.

Takeaways

  • Circle was cited as an example of investing in blockchain infrastructure during a downturn, not as a current valuation recommendation.
  • The historical entry valuation does not indicate what Circle is worth now; the discussion offered no current price target.

Coinbase and Deribit

  • Tapiero said his fund invested in Deribit, a crypto options exchange, at approximately six to seven times net profit. He described the business as having held a strong position in Bitcoin and ETH options trading for years.
  • He said Coinbase acquired Deribit in what he called the market’s largest M&A transaction, and described the deal as a major success for his fund.
  • He also observed that Coinbase’s stock had become strongly correlated with Bitcoin, even though he argued the two might not be expected to move in lockstep on fundamentals alone.

Takeaways

  • Deribit was presented as an example of a crypto infrastructure business with a durable trading position and an eventual acquisition outcome—not as an available standalone investment recommendation.
  • Coinbase may be affected by broad crypto-market moves, according to Tapiero’s observation, so investors should not assume its stock trades independently of Bitcoin.

FTX

  • Tapiero said his firm passed on FTX, citing valuation concerns: he said it was outside his firm’s range, which generally capped investments at about five to ten times revenue.
  • He contrasted FTX’s valuation—described as roughly 50 times revenue—with Deribit, which he said could be bought at six to seven times net profit.
  • He also mentioned red flags and said some of his investors chose to invest directly in FTX despite his decision.

Takeaways

  • The discussion illustrates Tapiero’s emphasis on valuation discipline and having a defined investment process, even when a company is popular.
  • FTX was discussed as a cautionary example; the transcript does not present it as an investment opportunity.

Gold and GBI

  • Tapiero founded GBI, a physical-gold business that he said at one point had more than $10 billion in assets under management and was the third-largest non-bank vaulting provider.
  • He described building the business when interest in his gold thesis was limited. He said it benefited when gold rose from $2,500 to $5,000, though he did not give a timeline for that move.
  • He also said gold had previously gone sideways for six or seven years, showing that even a conviction-based investment can test investors’ patience.

Takeaways

  • Gold exposure can come through a business as well as the metal itself, but the example also highlights the possibility of long periods without price progress.
  • The gold-price levels were part of Tapiero’s account of GBI’s experience, not a forecast or recommendation to buy gold now.

Farmland and Agcoa

  • Tapiero said he co-founded Agcoa, a farmland REIT focused on agricultural land and crop production, with Stanley Druckenmiller. It began in 2006 and was sold in 2013.
  • He described farmland as a large asset class that historically had limited access for investors, and linked the experience to his longer-term interest in making illiquid assets easier to own and trade.

Takeaways

  • Farmland was presented as an example of an illiquid asset with limited investment access, not as a current offer or recommendation.
  • The discussion did not provide performance figures, valuation details, or a current investment vehicle for the farmland strategy.

NFTs and Candy

  • Tapiero said NFT activity had declined and was growing again quietly, but remained small. He described the underlying idea—digitized property rights and potential recurring payments to creators when work is traded—as valid, though early.
  • He mentioned a small residual investment in Candy, a company associated with digital collectibles and Major League Baseball cards.
  • He characterized adoption as slow and partly generational.

Takeaways

  • The potential opportunity discussed is in digital ownership and creator rights, but Tapiero described the market as small and still developing.
  • The transcript did not provide a price target, timetable for a broad NFT recovery, or specific recommendation.

Ethena and USDe

  • In a podcast advertisement, Ethena was described as having more than $7 billion in stablecoin supply and an average 11% APY on sUSDe. The ad also claimed it had experienced zero depegs since launch.
  • These figures were presented as sponsor claims, not as independently verified analysis by Tapiero.

Takeaways

  • The advertised yield is not a guaranteed return. The transcript does not explain the sources of the yield or assess the risks behind the product.
  • Review the product’s structure and risks independently before considering exposure; the ad’s “zero depegs since launch” claim describes past experience, not assurance of future stability.

Tokenization of Real-World Assets

  • Tapiero sees tokenization of illiquid assets—such as real estate and farmland—as the “holy grail” for blockchain, but said he had not yet seen a company doing it at scale.
  • He said his firm would consider investing at least $100 million, potentially hundreds of millions, in a company generating $50 million to $100 million in revenue from real tokenization of illiquid assets. This was a description of his firm’s criteria, not a public investment recommendation.
  • He distinguished this from tokenization and trading of liquid assets, which he said was already progressing through stablecoins, treasuries, commodities, and perpetual markets.

Takeaways

  • The long-term theme is broader access, faster settlement, and more unified ownership records for assets on-chain. The discussion suggests the illiquid-asset opportunity remains early.
  • Investors interested in the theme should distinguish established businesses from concepts that have yet to demonstrate meaningful revenue or adoption.

AI and Blockchain

  • Tapiero argued that AI and blockchain could complement one another, with blockchains potentially serving as a payment layer for autonomous AI agents exchanging value.
  • He also described using AI tools to research companies and said his firm had built an internal research bot. These were views on the technology’s potential, not mentions of a specific investable AI company.

Takeaways

  • The investment theme is potential convergence between AI and blockchain, but the transcript did not identify specific securities, tokens, price targets, or a timetable.
  • Treat the theme as an area to research rather than a defined investment recommendation.

Crypto Investment Approach

  • Tapiero’s central message was that crypto can generate large gains but is difficult to hold through recurring bear markets. He warned that investors seeking quick wealth or trading frequently may lose money.
  • He emphasized a long-term horizon, patience, managing emotions, and having an investment plan before prices rise. He said investors should consider selling some of a position after a large gain rather than becoming emotionally attached to being right.
  • He said his firm had passed on more than 400 deals over six years and followed valuation discipline. He also suggested that many individuals may be better served by professional managers, while keeping only a limited portion for self-directed investing.

Takeaways

  • Set a time horizon and position size that account for severe volatility and possible multi-year drawdowns.
  • Decide in advance what would change your investment thesis and when you might take partial profits; avoid making those decisions solely in moments of panic or euphoria.
  • Do not interpret the discussion as a reason to trade aggressively: Tapiero explicitly said most people who speculate lose money.
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Episode Description
Dan Tapiero, founder of $1.7 billion digital asset firm 10T Holdings, returns to reveal the boring secrets to getting rich in crypto that actually work, from why he passed on FTX to the selling rule that keeps you from giving it all back.  After 35 years in investing, including working under legends Stan Druckenmiller, Julian Robertson and Steve Cohen, Dan explains why crypto is the easiest place in the world to make money and the hardest place to keep it. THE SHIFT NEWSLETTER 💡Go beyond the mic - subscribe to The Shift, my new weekly newsletter where I share the uncut stories, raw takes, and behind-the-scenes notes from When Shift Happens: https://www.kevinfollonier.com/crypto-web3-newsletter ___________ PARTNERS ⚖️ Variational aggregates liquidity to offer industry-leading depth on crypto, equities, commodities, and more: https://www.variational.io/ 🚀 Jupiter is the most used Decentralized Exchange in Crypto and the largest DEX by volume on Solana: https://jup.ag/ 💳 KAST lets you manage and spend stablecoins or crypto with a Visa Card or Apple Pay. Live in 100+ countries - Get $20 Signup Bonus - https://go.kast.xyz/VqVO/SHIFT - promo code: SHIFT 🔓 Trezor offers the safest cold-storage wallets for crypto and true financial independence.  Buy with 10% off - promo code: WSH10 - https://affil.trezor.io/SH12h 🌱 Bitwise Asset Management manages $15B+ across 30+ crypto investment products — ETFs, index funds, alpha, staking, and more. https://bitwiseinvestments.com/ ⚖️ Ethena is a synthetic dollar protocol on Ethereum, offering a crypto-native, non-bank-dependent stablecoin called USDe. It uses a delta-neutral hedging strategy with staked ETH to maintain a $1 peg. https://ethena.fi/ ♾️ Coinsilium provides vital funding and expert advice to Web3 and AI-powered early-stage technology companies. https://www.coinsilium.com 🚀 Kalshi is a US regulated financial exchange that allows users to trade on the outcomes of real-world events : https://kalshi.com/category/crypto ___________ FOLLOW DAN TAPIERO • Twitter: https://x.com/DTAPCAP • LinkedIn: https://www.linkedin.com/in/dan-tapiero-22b41b191/ FOLLOW 50T HOLDINGS • Twitter: https://x.com/50TFunds • Website: https://www.50tfunds.com/ FOLLOW WHEN SHIFT HAPPENS Twitter (X): https://x.com/KevinWSHPod   Instagram:  https://www.instagram.com/kevinfollonier_  TikTok: https://www.tiktok.com/@kevinfollonier_ Linkedin: https://www.linkedin.com/in/kevinfollonier/ Website: https://kevinfollonier.com/ DISCLAIMER The info contained herein is for informational purposes only. Nothing herein shall be construed to be financial, legal, or tax advice. The content of this video is solely the opinions of the speakers who are not a licensed financial advisor or registered investment advisor. Trading cryptocurrencies poses considerable risk of loss. The speakers do not guarantee any particular outcome. 0:00 Intro 2:05 What Rich People Understand About Money 3:54 Why Dan Isn't On Instagram 5:18 The Biggest Myths About Getting Rich 6:43 Advice That Keeps People Poor 9:49 How FOMO Becomes The Wrecker Of Wealth 15:25 Partnerships: @Variational @BitwiseInvest 16:17 What People Shouldn't Optimize For In Crypto Today 18:20 Mistakes People Make In Their 20s & 30s 20:54 Knowing When To Sell Is A Skill All Should Learn 25:54 Skill vs Patience In Wealth Building 28:54 Why Do People Sell Their Winners Too Early? 30:46 Partnership: @KASTxyz 31:34 Where We're At Within The Crypto Wealth Cycle 37:20 Dan's Thoughts On Zcash's Progress 39:50 The Best Ways To Bet On Assets Going On Chain 43:01 How Bullish Is Dan On NFTs? 45:38 What Smart People In Crypto Get Wrong Today 48:26 Partnerships: @JupiterExchange @Ethena 49:09 Why All Monetary Value Will Go On Chain 51:21 Where Should A 25-Year-Old Spend Their Energy? 52:57 The Secrets To Getting Rich In Crypto 58:04 What Does A Rich Life Look Like For Dan? 59:58 Closing Thoughts
About When Shift Happens Podcast
When Shift Happens Podcast

When Shift Happens Podcast

By Kevin Follonier

I sit down every week with the most based people in crypto. My goal is to create a safe space to have the deepest and most real conversations with the biggest builders and investors in the industry, as well as to help educate the mainstream people, politicians, celebrities and big Web2 entrepreneurs coming into Web3. Hopefully this platform does its little part in onboarding as many people as possible into the incredible world of opportunities that Web 3 offers, while staying true to crypto’s core values and ethos. Thank you for watching.