Command Palette

Search for a command to run...

PodMine
We Study Billionaires - The Investor’s Podcast Network
We Study Billionaires - The Investor’s Podcast Network•December 10, 2025

BTC256: Bitcoin Market Sentiment and Liquidity Cycles w/ Andy Edstrom (Bitcoin Podcast)

A deep dive into Bitcoin treasury companies reveals a sector struggling with performance, leverage risks, and market sentiment, while exploring broader investment opportunities in AI, energy, and the potential long-term value of Bitcoin.
Corporate Strategy
AI & Machine Learning
Cryptocurrency
Web3 & Crypto
Elon Musk
Preston Pysh
Michael Saylor
Andy Edstrom

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
0:00/0:00

Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.

0:00/0:00

Podcast Summary

Andy Edstrom returns to dissect the spectacular collapse of Bitcoin treasury companies and explore why these supposedly "Bitcoin-backed" investments have become what he calls an "unmitigated disaster." (01:43) The conversation spans from MicroStrategy's unique position to failed DATs (Digital Asset Treasury companies), valuation frameworks like MNAV, and broader market dynamics. Edstrom and host Preston Pysh examine the risks of securitizing Bitcoin, compare these companies to stablecoin issuers like Tether, and debate whether Bitcoin's four-year cycles are evolving or breaking down. They also explore investment opportunities beyond Bitcoin, from AI and energy plays to commodities, while wrestling with the reality that we may be entering a "get rich slower" era for Bitcoin rather than the explosive growth of previous cycles.

  • Main Theme: Critical analysis of Bitcoin treasury companies' failures, market cycles, and evolving investment landscapes in an era of rapid technological change

Speakers

Preston Pysh

Host of The Investor's Podcast Network's Bitcoin Fundamentals podcast, celebrating ten years of financial education content. Preston has been covering Bitcoin and macro investing for years, bringing sophisticated financial analysis to retail investors seeking mastery in alternative investments and emerging technologies.

Andy Edstrom

Author of "Why Buy Bitcoin: Investing Today in the Money of Tomorrow" published in 2019. Edstrom is a former wealth manager with an economics degree and extensive experience in traditional finance, who has become a thoughtful Bitcoin analyst known for his contrarian takes and risk-adjusted investment frameworks.

Key Takeaways

Bitcoin Treasury Companies Are Fundamentally Flawed Structures

Most Bitcoin treasury companies outside of MicroStrategy have become "dumpster fires," with many down 80-95% from their peaks. (01:43) These companies often lack cash flow from underlying businesses, have inexperienced leadership running public companies, and fail basic operational requirements like timely SEC filings. The core issue is execution risk combined with leverage - when Bitcoin volatility meets operational incompetence, shareholders get decimated. Unlike MicroStrategy's disciplined approach with actual business cash flows, most treasury companies are essentially gambling with debt financing on volatile assets.

The "Bitcoin Stablecoin" Framework for Understanding MicroStrategy

MicroStrategy can be understood as creating dollar-denominated stablecoins backed by Bitcoin rather than US Treasuries like Tether. (07:07) This requires 5:1 over-collateralization due to Bitcoin's volatility - if Bitcoin can drop 70-80%, you need five times backing to maintain the peg. The preferred stock acts like dividend-paying stablecoins at roughly 10% yield. This framework helps explain why the strategy works when executed properly with adequate collateralization ratios, unlike competitors using more volatile assets or insufficient backing.

MNAV Valuation Should Mirror Traditional Closed-End Funds

Net Asset Value multiples (MNAV) for Bitcoin treasury companies should typically trade between 0.8x to 2.5x, not the 15x+ ratios some promoted during peak euphoria. (15:15) Historical analysis of closed-end funds shows 20% discounts (0.8x MNAV) often signal attractive buying opportunities, while premiums above 2.5x are rare and unsustainable. Well-managed holding companies like Berkshire trade around 2x book value even with significant operational advantages, providing a reasonable benchmark for exceptional Bitcoin treasury operators.

Bitcoin Adoption Faces Three Critical Barriers

Education burden remains massive - understanding Bitcoin requires knowledge spanning game theory, network topology, monetary history, and geopolitics. (29:40) Most people lack time or motivation for this learning curve. Additionally, half the population lives paycheck to paycheck and cannot invest in volatile savings technologies, while affluent investors are distracted by seemingly "sexier" opportunities like AI that provide immediate, tangible demonstrations of value through simple interactions.

The Four-Year Cycle May Persist Due to Whale Concentration

Despite diminishing halvings impact, Bitcoin's four-year cycles likely continue because large early holders (OGs) can single-handedly create market tops through coordinated selling. (54:06) One individual selling 80,000 coins marked the exact market peak this cycle. Until coin distribution broadens significantly and these massive holders reduce their positions over time, individual whales retain the power to create self-fulfilling cyclical patterns regardless of fundamental halving mechanics.

Statistics & Facts

  1. Bitcoin treasury companies outside MicroStrategy are down 80-95% from their recent peaks, with some newer, riskier companies losing even more value. (02:14) This represents widespread destruction of shareholder value across the sector despite Bitcoin's relatively modest decline.
  2. MicroStrategy uses approximately 5:1 over-collateralization ratios when issuing debt against Bitcoin holdings, accounting for Bitcoin's potential 70-80% volatility in bear markets. (08:08) This conservative approach ensures solvency even in extreme downturns.
  3. Bitcoin currently represents less than 10% of gold's market capitalization, with gold at approximately $20+ trillion versus Bitcoin at roughly $2 trillion. (44:10) This suggests significant room for Bitcoin's market cap expansion if it captures more of the monetary premium currently held by gold.

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

More episodes like this

Finding Mastery with Dr. Michael Gervais
January 14, 2026

How To Stay Calm Under Stress | Dan Harris

Finding Mastery with Dr. Michael Gervais
Tetragrammaton with Rick Rubin
January 14, 2026

Joseph Nguyen

Tetragrammaton with Rick Rubin
The James Altucher Show
January 14, 2026

From the Archive: Sara Blakely on Fear, Failure, and the First Big Win

The James Altucher Show
In Good Company with Nicolai Tangen
January 14, 2026

Figma CEO: From Idea to IPO, Design at Scale and AI’s Impact on Creativity

In Good Company with Nicolai Tangen
Swipe to navigate