Jake Woodhouse

Jake Woodhouse Bitcoin Investing Podcast cover artwork, variant for episode 62 with green logo and guest image

Episode #62

16/06/2025

"when to invest?"

Michael Saylor: Genius or Madman? The Bitcoin Treasury Company Playbook

Screenshot from the full investor podcast about MicroStrategy (MSTR), Metaplanet and bitcoin
Jake Woodhouse Bitcoin Investing Podcast cover artwork, variant for episode 62 with green logo and guest image
Jake Woodhouse Bitcoin Investing Podcast cover artwork, variant for episode 62 with green logo and guest image

Is buying a Bitcoin-treasury stock like MicroStrategy the smartest way to stack sats, or an over-leveraged trap? In Episode 62 of The Jake Woodhouse Podcast, I dissect the boom in Bitcoin Treasury Companies, compare MSTR to its fast-growing copycats, and map out when (or if) it actually makes sense to buy a BTC treasury company instead of the underlying bitcoin.

Pull These Up While Listening:

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TIMESTAMPS:

0:00 – Bitcoin Treasury Companies Explained

3:12 – Debt, Lending, and Cost of Capital

4:32 – How Much Bitcoin Does MSTR Hold?

6:14 – MSTR vs MSTY, MSTU, STRD, STRF, STRK

8:08 – When’s the Best Time to Buy MSTR?

9:19 – Trump Media’s $2.3B Gamble

9:33 – The Metaplanet Playbook

13:27 – Who’s Driving Bitcoin Demand?

15:50 – The Bitcoin Moment: Crossing the Chasm

18:35 – Risks of Bitcoin Treasury Stocks

21:26 – mNAV: Risks Explained

23:50 – Final Takeaways

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The Rise of Bitcoin Treasury Companies: A Structural Investment Shift.

Bitcoin treasury companies represent a rapidly evolving frontier in corporate finance. Sparked by Michael Saylor’s pivotal 2020 decision to place MicroStrategy’s treasury into Bitcoin, a wave of public companies is now integrating Bitcoin onto their balance sheets, creating a new asset class for investors. This episode explores how these entities leverage Bitcoin not merely as a reserve asset but as a core financial strategy, reshaping how firms manage capital, risk, and long-term value preservation.

MicroStrategy remains the prototype, now holding 56,000 BTC (as of March 2025) and expanding its financial offerings through instruments like MSTY (yield-bearing equity), STRD/STRF/STRK (preferred stock lines), leveraged ETFs (MSTU), and convertible bonds, attracting institutional players like Allianz. Critically, new FASB accounting rules will allow unrealized Bitcoin gains to be booked as revenue, potentially positioning MSTR as the most profitable quarterly performer globally if Bitcoin crosses $118,000. This reframes the valuation lens from operational metrics to balance sheet appreciation.

Investors are now faced with a growing landscape of vehicles for Bitcoin exposure. Companies like MetaPlanet (Japan), Trump Media, and Australia’s Locate Limited are joining the treasury movement, while Jack Maller’s 21.co has raised $1.5B from Tether, SoftBank, and Bitfinex. Across Asia, Europe, and Australia, the collective capital raised by Bitcoin treasury firms has exceeded $15 billion in 2025 alone.

Jake cautions, however, that these equities trade at net asset value premiums and may suffer steep corrections in future bear markets. Still, for those seeking asymmetric upside beyond self-custodied Bitcoin, treasury equities offer a regulated, equity-based alternative to crypto tokens. With careful attention to management teams, capital structure, and macro liquidity cycles, these assets may serve as strategic complements within broader portfolios—especially for investors anticipating Bitcoin’s increasing corporate adoption.