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How I Invest with David Weisburd
How I Invest with David Weisburd•December 10, 2025

E259: The Institutional Way to Invest in Crypto w/Rennick Palley

Rennick Palley, founder of Stratos, discusses how he built four top-decile crypto funds by developing a disciplined, mathematically grounded approach to portfolio construction and investing in crypto with a focus on fundamentals, strategic allocation, and understanding the evolving market dynamics.
Angel Investing
Venture Capital
Crypto Investing
Cryptocurrency
Stablecoin
Michael Saylor
Cliff Asness
Rennick Palley

Summary Sections

  • Podcast Summary
  • Speakers
  • Key Takeaways
  • Statistics & Facts
  • Compelling StoriesPremium
  • Thought-Provoking QuotesPremium
  • Strategies & FrameworksPremium
  • Similar StrategiesPlus
  • Additional ContextPremium
  • Key Takeaways TablePlus
  • Critical AnalysisPlus
  • Books & Articles MentionedPlus
  • Products, Tools & Software MentionedPlus
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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.

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Podcast Summary

In this episode, host interviews Rennick Palley, founder of Stratos, a crypto investment firm with four top-decile funds in both venture and liquid strategies. (00:00) Palley shares his disciplined, mathematically-driven approach to crypto investing, discussing how he constructs portfolios to generate consistent high IRRs without blowing up. The conversation covers everything from portfolio construction principles and the transition from momentum-driven to fundamentals-based crypto investing, to Bitcoin's role as digital gold and the potential risks of government seizure. Palley also explores the parallels between 1930s gold confiscation and today's Bitcoin landscape, while sharing his philosophy on decisiveness in investment decisions.

• Main themes: Mathematical portfolio construction, crypto market evolution from hype to fundamentals, Bitcoin as digital gold and hedge against debasement, systematic information gathering paired with decisive action

Speakers

Rennick Palley

Rennick Palley is the founder of Stratos, a crypto investment firm that has achieved four top-decile crypto funds in one of the most volatile asset classes. Before launching Stratos, Palley worked at a large global equity fund focused on value investing, where he was trained to identify investment opportunities based on statistical value analysis. He has an engineering background and studied finance at MIT, which shaped his systematic, mathematically-grounded approach to investment decisions.

Key Takeaways

Constrain Fund Size for Mathematical Success

Stratos keeps all funds under $50 million to ensure mathematical viability for returning the fund through individual investments. (03:03) By analyzing the distribution of exit outcomes in crypto and understanding that very few multibillion-dollar tokens existed in 2020, Palley realized that large funds writing typical $250-500K seed checks would be "mathematically impossible" to return unless making unrealistic assumptions about billion-dollar outcomes. This constraint forces focus on achievable returns rather than asset gathering.

Size Up at Seed Stage with High Conviction

In crypto venture, the timeline to liquidity is much shorter than traditional venture, causing series A valuations to jump to near pre-IPO levels even though companies aren't as mature. (03:22) Stratos responds by taking larger positions at the seed stage when valuations are reasonable, ensuring these core positions can return the fund once tokens launch. This requires conviction in fewer deals rather than spray-and-pray approaches.

Focus on Subsectors with Large Outcome Clustering

Just like B2B SaaS statistically generates more $10+ billion IPOs in traditional venture, certain crypto subsectors disproportionately produce large outcomes. (04:10) Stratos identified platforms and networks (new versions of Solana or Ethereum) as the fertile ground for outsized returns during periods of experimentation around new platform technologies. This data-driven sector focus dramatically improves odds of capturing large outcomes.

Capture Crypto Beta Without Adding Unnecessary Risk

With crypto's 50% CAGR since inception representing "the most significant wealth creation event from a standing start that humanity has ever seen," the key is capturing this market growth without introducing significant additional idiosyncratic risk. (27:18) Stratos maintains strategic allocations close to market weights while making tactical adjustments, ensuring they don't massively underperform crypto's inherent beta through poor stock picking or concentration risks.

Embrace 80% Information Threshold for Decisive Action

Palley learned from painful "acts of omission" where hesitation cost him triple returns, leading him to err toward decisiveness once 80% up the learning curve. (43:57) Combined with proper position sizing, this approach allows withstanding being wrong while still capturing upside when right. The more actions taken, the faster the learning, with losses viewed as "tuition" for market education rather than failures to avoid.

Statistics & Facts

  1. Crypto's total market cap has grown from zero to $4 trillion in just 15 years, representing a 50% compound annual growth rate since inception. (27:22) Palley emphasizes this is the most significant wealth creation event from a standing start in human history.
  2. Bitcoin represents almost 60% of the total crypto market cap at approximately $2.2 trillion, demonstrating its role as the dominant digital gold use case. (09:48)
  3. Gold has increased 50% in the last twelve months, growing from a $20 trillion to $30 trillion total market cap asset, yet this massive move in the world's oldest and largest single asset receives little attention. (24:54)

Compelling Stories

Available with a Premium subscription

Thought-Provoking Quotes

Available with a Premium subscription

Strategies & Frameworks

Available with a Premium subscription

Similar Strategies

Available with a Plus subscription

Additional Context

Available with a Premium subscription

Key Takeaways Table

Available with a Plus subscription

Critical Analysis

Available with a Plus subscription

Books & Articles Mentioned

Available with a Plus subscription

Products, Tools & Software Mentioned

Available with a Plus subscription

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