Strategy Keeps Buying Bitcoin in a Bearish Market — STRC Dividend Hike Coming?

Strategy (MSTR) just bought another $264 million worth of Bitcoin, even as markets turn bearish and sentiment collapses. In this episode of One Chair, we break down what this latest MSTR Bitcoin purchase really means, why STRC has de-pegged from $100, and whether a STRC dividend hike is about to restart Strategy’s Bitcoin flywheel.

We also discuss:

• Why Strategy’s Bitcoin buying slowed last week

• How STRC’s de-peg could impact future Bitcoin accumulation

• Whether Michael Saylor might raise STRC dividends by 25–50 bps

• The upcoming earnings blackout period and what it means for new buys

• Why Strategy is still issuing stock above book value

• Strive’s aggressive move to retire convertible debt using preferred shares

• What all of this means for Bitcoin treasury companies

• Macro fear, geopolitics, tariffs, and market sentiment

• Why long-term Bitcoin fundamentals still look bullish

Despite weak Bitcoin price action and negative sentiment, Strategy continues stacking BTC — showing just how committed they are to their Bitcoin treasury strategy.

00:00 Strategy’s latest $264M Bitcoin buy

02:30 STRC de-peg & dividend hike speculation

06:39 Strive's Aggressive Fundraising Strategy

09:40 Final thoughts & long-term outlook

Big thanks to Little Bubble for allowing us to use his song: "One Chair": https://open.spotify.com/track/0XW7JgR2Nlg7WXGOeVT64h?si=a344b82984f74f81

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- Front Run — The Bitcoin Treasuries Pre-Party: https://luma.com/FrontRun

DISCLAIMER: This is not is financial advice. This podcast is for educational and entertainment purposes only.

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