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The Long Game

June 24, 2026 • 2:12:37

The crew settles in for the long game — sizing up Bitcoin and MSTR’s latest volatility, stress-testing Strategy’s balance sheet and dividend coverage, and weighing MSTR’s amplified beta against institutional hedging. They set Bitcoin’s four-year CAGR and shortening drawdowns against a shifting macro backdrop of IPOs, bond raises, and gold outflows, then turn to the volatility running through digital credit across STRC and SATA, the Basel-era regulation taking shape around it, and the BIP-110 game theory pitting miners against nodes.

Market Snapshot

As of 6/24/26:

  • Open: $102.48 | Close: $94.13
  • Volume: ~39.9M Shares
  • mNAV: ~1.05 | Market Cap: ~$33.8B
  • BTC Holdings: 847,363

In This Episode

  • 00:03:11Current Market Volatility: Bitcoin, MSTR price action, options.
  • 00:14:08MSTR Balance Sheet Analysis: Capital structure, dividend coverage, stress tests.
  • 00:19:41MSTR Beta & Liquidity: Amplified Bitcoin exposure, institutional hedging.
  • 00:25:40Bitcoin 4-Year CAGR: Historical growth, percentile distribution, cycles.
  • 00:31:11Macro Capital Market Shifts: IPOs, bond raises, gold outflow.
  • 00:35:11Bitcoin Drawdown Duration: Shorter bear markets, balance sheet reserves.
  • 00:39:18Bitcoin “IPO Moment”: Dormant supply distribution, institutional liquidity.
  • 00:46:16Digital Credit Volatility: STRC, SATA market dynamics, TradFi leverage.
  • 00:59:27Digital Credit Regulation: Basel frameworks, capital formation, future.
  • 01:30:46BIP 110: Game Theory: Miners, nodes, activation incentives, chain split.
  • 02:05:04Soleil’s Final Thoughts: Conviction, position sizing, emotional management.
  • 02:09:27Jeff’s Final Thoughts: Long-term view, time value, accumulation.

Episode Summary

Key Themes: Bitcoin drawdowns; 200-week moving average; balance-sheet resilience; four-year CAGR; MSTR beta; long-term-holder distribution; digital-credit volatility; institutional adoption; BIP 110; conviction and position sizing.

Pain Without Thesis Failure

Episode 71 addresses one of the most difficult periods of the current Bitcoin cycle, with Bitcoin briefly falling below $60,000, MSTR trading near multiyear lows, and STRC and SATA experiencing sharp volatility. Rather than dismissing the pain, Jeff and Soleil distinguish price declines from thesis failure. Their central argument is that Bitcoin treasury companies deliberately replaced dangerous short-duration leverage with perpetual preferred equity and liquid reserves so they would not become forced sellers during exactly this type of drawdown.

28 Years of Coverage

Strategy held approximately 847,000 Bitcoin, $1.4 billion of cash, and roughly $51 billion of Bitcoin assets against $6.7 billion of debt. After subtracting debt, the company still had about $46 billion of net capital supporting a $1.7 billion annual preferred-dividend obligation—approximately 28 years of coverage. Even if Bitcoin fell another 50% to around $30,000, the panel estimates that Strategy would retain roughly 13 years of dividend coverage. The Bitcoin price required for assets to fall below debt was about $7,900, versus roughly $21,000 during the 2022 crisis.

Within Historical Ranges

The market data also place the selloff within historical ranges. Bitcoin was near its 200-week moving average, while MSTR was approximately 37% below its own. MSTR’s rolling beta to Bitcoin was around 1.64, illustrating why it rises and falls more sharply than the underlying asset. Bitcoin’s rolling four-year compound annual growth rate remained approximately 25%–30%, and every historical four-year holding period in the dataset discussed remained positive. The panel therefore treats the current decline as severe but still consistent with Bitcoin’s established volatility.

Bitcoin’s IPO Moment

A major source of selling may be Bitcoin’s “IPO moment.” Greater ETF, treasury-company, derivatives, and institutional liquidity has finally allowed long-term holders to monetize very large positions. Data presented in the episode suggested that five-year-plus dormant wallets had distributed roughly 120,000 more Bitcoin than Strategy and ETFs absorbed over eight months. Large AI financings and the SpaceX IPO created rational alternative uses for that capital, but each old coin can only be distributed once, potentially widening future ownership.

Digital Credit Growing Pains

Digital credit remains early and imperfect. STRC and SATA were more volatile than many investors expected, but still materially less volatile than Bitcoin after accounting for dividends. The apparent liquidation event was attributed more to leveraged traditional-finance positions than to DeFi protocols. SATA and STRC also appeared to interact as a shared liquidity pool: when their effective yields converged, traders could rotate between them. Regulatory progress, including possible changes to Bitcoin’s punitive Basel treatment, could eventually unlock bank custody and institutional balance-sheet demand. Jeff also describes meetings with large funds that cannot hold spot Bitcoin but already express directional views through MSTR, ETFs, options, and other securities. Building institutional wrappers around digital credit may take six to twelve months, reinforcing the episode’s long-game framing.

The BIP 110 Debate

The final section examines the BIP 110 debate over arbitrary data on Bitcoin. Soleil argues that inscriptions increase node-storage burdens and may weaken fungibility and acceptability, while acknowledging the opposing view that transaction fees should determine block-space use. A contentious activation could temporarily create settlement and market uncertainty, making reduced leverage and caution appropriate until the outcome is known.

Conviction and Position Sizing

The episode closes by emphasizing personal risk management. Conviction must be independently earned, not borrowed from commentators, and position size should reflect that conviction. Investors should judge the strategy across years rather than days, maintain sufficient liquidity, and remember that time, health, and relationships are more valuable than any mark-to-market portfolio figure.

Main Takeaway: Bitcoin, MSTR, and digital credit are enduring a painful but historically recognizable stress test, and the long-term thesis depends more on balance-sheet durability, time, and disciplined position sizing than on short-term price action.

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