The Strategy (MSTR) End Game May Be Closer

Jeff Dorman, CFA
Mar 16, 2026

Thats Our 2 Satoshis Logo

WOW 2026-03-16

Source: TradingView, CNBC, Bloomberg, Messari
 

Relative Strength

It’s been a long time since digital assets broadly outperformed any markets, let alone gold, equities, and Treasuries in the same week. But last week, we saw a little bit of everything from digital assets, for example:

  • Bitcoin (BTC) showed relative strength versus gold and equities, caused by buy interest from both Strategy (MSTR) and ETFs throughout the week. While most of BTC’s move higher was likely driven by Saylor’s aggressive selling of STRC preferreds (more on this below), the fact that ETH outperformed BTC gives me some hope that this may not fade as fast as previous “Saylor-driven” bids.
  • Hyperliquid (HYPE +21%) continued its dominance both in decentralized perpetual futures trading of digital assets and in after-hours perp trading of oil, gold, and equities. Hyperliquid was even mentioned in the Wall Street Journal, Bloomberg, and Fortune magazine as it continues to be a major player in price discovery on weeknights and weekends.
  • Bittensor (TAO +43%) was discussed on a show by a very popular venture capitalist, which is the first time we’ve seen any sort of piggyback trading from an influencer in months.

These are modest moves higher relative to the volatility we’ve seen in crypto historically, and equities YTD, but still a welcome sign. We’d like to see a little more dispersion and volume within digital assets before we deem this a healthy recovery, but it’s definitely a good start.

By now, we all know that crypto and blockchain adoption are happening at a record pace, but prices of most digital assets have not followed suit. The optimistic, hopeful rationale is that crypto prices lag news. The more pessimistic reason is that most of this adoption doesn’t actually benefit the majority of tokens. This is perhaps a controversial opinion, but in my opinion, one of the biggest reasons for the massive disconnect between crypto prices and crypto adoption is that 4 of the top 5 assets (by market cap) are largely uninvestable. Now, that doesn’t mean that prices can’t go higher, and that you can’t trade these assets from the long side. A rising tide lifts all boats, and these 4 assets are so large and well-known that they could go higher at some point. But in my opinion, they are uninvestable because every single thesis for owning these 4 assets has been debunked over the past few years. And if you can’t underwrite a consistent thesis, then it’s difficult to invest in these with any confidence for long periods of time. Said another way, it’s difficult, if not impossible, for these assets to show consistent strength because the assets are only loosely tied (at best) to the success of the underlying companies/projects. So all we’re left with is short-term trades on sentiment. Let’s dive under the hood:

#1 Bitcoin (BTC):

While I believe BTC may go higher over time, it has failed to hold on to ANY of the narratives it was built upon.

  • It's no longer cool to own BTC now that BlackRock and JPMorgan dominate it (which may be why so many Bitcoin OGs have sold and adopted Zcash (ZEC) instead).
  • It's not digital gold (in fact, actual tokenized gold exists now), and it has acted less and less like digital gold in the last few years.
  • It no longer reacts positively to stress in local governments and banks.
  • It's no longer scarce. The endless derivatives and structured products available make the 21 million supply cap fairly meaningless, as Bitcoin can be bought and sold. Unless people start using physical Bitcoin, which very few do, this limits the impact of a fixed supply.
  • It's not an inflation hedge.
  • It's not a medium of exchange (stablecoins have become the true MoE in crypto).

Further, the quantum fear is not going away (even though it's a fairly easy technical fix, it's a much harder governance fix).

Conversely, I think Bitcoin has never been less risky as an investment (since we know it isn’t going to be illegal, and it is being adopted by Washington and Wall Street). But underwriting it as an investment has never been harder. While that may sound contradictory, it is how most professional investors think. It’s not enough for an asset to go higher; you need to understand WHY it will go higher to justify a reason for owning it. And all of the reasons and rationales from the past 17 years have largely failed. Bitcoin is still entirely narrative/faith-based, and while that can change on a dime, it’s very difficult to build an investment foundation on it.

#2 Ethereum (ETH) and #4 Solana (SOL):

Ethereum and Solana have largely been deemed the “successful” Layer-1 blockchains, but neither has had meaningful traction relative to the size of the financial industry, and neither has sound investment theses. Another way to say this is that Ethereum and Solana’s success to date are largely irrelevant to the future of blockchain, since 99% of the world’s assets (stocks, bonds, and real estate) are not on-chain yet. Any lead based on $300 bn of stablecoins and endless memecoins is not super relevant compared to where the on-chain world is headed. Further:

  • Both have high inflation, outweighing any fee capture, which is why the market cap rises while the price falls. ETH has much lower inflation than SOL, but both are incredibly overvalued using any sort of sum-of-the-parts analysis.
  • Blockspace has become a commodity, and there is now infinite blockspace relative to usage, with more L1 competition coming.
  • Fat protocol thesis is on life support, and other than that thesis, no one has ever made a good argument for why L1s actually capture value other than “someone will pay for security.”
  • You’d need roughly ~1000x more activity/transactions to warrant today's valuations. Meaning, SOL and ETH are not worthless, but you have to bake in a TON of future growth for either of these to justify their current valuations.

For the record, I'm bullish on both Solana and Ethereum's prospects for further growth (relative to most other L1s), but I just don't think their tokens capture much value from that growth. If you cannot confidently say that “ETH and SOL will do well as Ethereum and Solana grow”, then the investment thesis is largely busted.

#3 Ripple (XRP):

Ripple is no stranger to token controversies, but even the least educated crypto investors are now realizing that this token does nothing and has almost no ties to Ripple Labs.

  • While some good crypto projects are doing everything they can to fix tokenomics to be more token-holder-friendly, the XRP token is literally the exact opposite of good token design. The token does absolutely nothing and has virtually no linkage to Ripple Labs itself.
  • Worse, Ripple sells ~$3-4 billion of XRP tokens per year to fund equity repurchases. Crypto participants tend to argue all day about the efficacy of token buybacks for projects like HYPE and PUMP, which use free-cash-flow to buyback tokens, yet few seem to care that Ripple dumps tokens constantly to buyback its own stock. It’s the antithesis of crypto ethos.

So while the recent strength is encouraging, crypto will likely remain broken until we break the reliance on these 4 assets. The entire industry was built on 4 assets that are either impossible to underwrite as investments or that require insane growth to justify lofty valuations. This, of course, is why all exchanges and brokers cater only to fast-money traders, macro funds, and CTAs, rather than targeting real fundamental investors, even though fundamental investors make up the majority of the investor world. This strategy is good for extracting trading profits, but bad for building sustainable wealth for long-term investors.

Can this change? I hope so. It's very hard for an industry to grow when the top assets are the least interesting, but not impossible. It would require a massive rotation, but that is exactly what we're seeing in equities right now - a rotation out of Mag 7, private credit, and tech and into healthcare, energy, etc.

In my opinion, there are a LOT of good token and equity investments right now that accrue value via the adoption of crypto and blockchain. Aligning your investments with the actual growth areas may work over time. As mentioned many times previously, almost all of the growth and adoption of crypto and blockchain is happening in 3 financial areas:

  1. Stablecoin/payments - harder to invest in pure plays, but there is one publicly traded stock and numerous private stocks.
  2. DeFi - many ways to capture this growth via equity-like tokens of DEXs and lend/borrow platforms.
  3. Tokenization or RWAs - while most of this value accrues to middlemen like Securitize and BlackRock, there are some pure plays as well.

But little to none of that growth accrues value to the 4 tokens mentioned above. If this industry pivots away from BTC, ETH, SOL, XRP, and memecoins and into the stocks and equity-like tokens that fuel the growth of DeFi, payments, and RWAs, then price will likely start matching adoption more closely.

The Strategy (MSTR) End Game

Strategy (MSTR) continues to find ways to buy more Bitcoin. I’m on record recently saying that I think the Strategy story is just boring now, as they may not be able to acquire meaningful amounts of Bitcoin going forward since DATs are dying, but they also won’t be forced sellers of Bitcoin anytime soon. But it appears that I, like many others, have underestimated Saylor and the capital markets chicanery he is capable of.

Most recently, with mNAV compressing, Saylor has turned to its preferred instrument (called STRC) to continuously sell into the open market via the ATM issuance. There was a good write-up this week from Crypto Narratives titled “Understanding STRC: How Strategy Turns…” that walks through the mechanics of Strategy’s (MSTR) capital stack and the recently issued STRC preferred securities. The article does a nice job laying out how Strategy has effectively built a multi-layered financing structure around its Bitcoin treasury using common equity, convertibles, preferred securities, and other instruments to continuously fund BTC purchases.

The key argument in the piece is that Strategy’s balance sheet appears relatively safe when viewed through traditional leverage metrics, because the company’s Bitcoin holdings significantly exceed its debt obligations. In other words, if you simply compare assets to liabilities, the company appears well capitalized. Add in the fact that the debt has no covenants, eliminating any risk of BTC liquidation, and the conclusion is that creditors and preferred holders should feel comfortable.

But that framing misses the most important credit metric: interest coverage.

Leverage ratios matter if the assumption is that assets will eventually be sold to repay debt. But the entire Strategy thesis rests on never selling Bitcoin. If BTC is never sold, then the relevant question isn’t leverage — it’s cash flow.

Interest coverage is simply EBIT / Interest Expense. Strategy generates essentially $0 in EBIT, indicating it has no interest coverage. Meanwhile, the company now faces more than $1 billion per year in interest and preferred dividend obligations, and that number continues to grow as the capital stack expands, especially if MSTR now relies more on selling preferred stock to fund its growth.

Which means that over the long run, Strategy only has a handful of possible end states:

  1. Bitcoin goes up forever, allowing the company to continually issue equity to fund its obligations and buy more BTC. This keeps the flywheel alive, but it may require persistent equity dilution and doesn’t necessarily benefit common shareholders if the mNAV premium compresses.
  2. Preferred dividends eventually stop. In this scenario, instruments like STRC are simply a question of when, not if, the dividend gets cut. This would likely happen only once Saylor decides he no longer needs to keep the flywheel going.
  3. Strategy sells small amounts of BTC each year to fund the annual obligations. Financially, this is the most straightforward solution, but it destroys the narrative. The moment Strategy sells even $1 of BTC, the “never sell” story breaks.
  4. Strategy becomes a Bitcoin-denominated Berkshire Hathaway, using its BTC balance sheet to acquire cash-flowing businesses that generate EBIT and fund the capital stack. This is arguably the most interesting outcome, but it has never been part of Saylor’s stated strategy.
  5. Default. This would likely only occur if BTC collapsed to a level where Strategy’s assets fell below its debt and refinancing markets closed — this is currently around ~$20k BTC.
  6. Bitcoin becomes a productive asset, allowing Strategy to generate meaningful yield through lending, derivatives, or other mechanisms.

The problem is that there are four stakeholder groups directly tied to Saylor and Strategy, and all four stakeholders believe they are safe, but it is impossible for all four to do well without sacrificing one or more of the others.

  • Bitcoin holders believe Strategy will never sell BTC
  • Debt holders believe assets will always exceed liabilities
  • Preferred holders believe dividends will continue
  • Common shareholders believe BTC appreciation will keep mNAV above 1

Individually, each of these groups can be right for a long time. But collectively, they cannot all be right forever. If Saylor never sells Bitcoin, then the debt and preferreds will eventually default. If Saylor continues to sell more shares to fund the interest and dividends, then MSTR shares will be diluted. If Saylor sells the Bitcoin to fund its capital structure, then BTC will suffer.

You can’t pay the bills (interest/dividend payments) without cash flow, and that cash flow has to come from somewhere.

At some point, the system has to choose which stakeholder group it prioritizes. And that’s the real risk to this new instrument.

 

And That’s Our Two Satoshis!
Thanks for reading everyone! Questions or comments, just let us know.

 
The Arca Portfolio Management Team
Jeff Dorman, CFA - Chief Investment Officer
Katie Talati - Director of Research
Sasha Fleyshman - Portfolio Manager
David Nage - Portfolio Manager
Wes Hansen - Director of Trading and Operations
Alex Woodard - Associate, Research
Christopher Macpherson - Research Analyst
Andrew Masotti - Associate, Trading and Operations
Joey Reinberg, Associate, Trading and Operations
 
 
To learn more or talk to us about investing in digital assets and cryptocurrency
call us now at (424) 289-8068.

Subscribe For the Latest Blockchain News & Analysis

 

 

Disclaimer: The views expressed here are those of the author, and is not investment advice. This commentary is provided as general information only and is in no way intended as investment advice, investment research, legal advice, tax advice, a research report, or a recommendation. Any decision to invest or take any other action with respect to any investments discussed in this commentary may involve risks not discussed, and therefore, such decisions should not be based solely on the information contained in this communication. Please consult your own financial/legal/tax professional.


Statements in this communication may include forward-looking information and/or may be based on various assumptions. The Arca Funds, its affiliates, and/or clients may hold a position in any investment discussed as part of this communication, where any such investment is based on Arca’s proprietary research analytics. Actual future results or occurrences may differ significantly from those anticipated and there is no guarantee that any particular outcome will come to pass. The statements made in this commentary are subject to change at any time. Arca disclaims any obligation to update or revise any statements or views expressed in this commentary. Past performance is not a guarantee of future results and there can be no assurance that any future results will be realized. Some or all of the information provided  may be based on statements of opinion. In addition, certain information  may be based on third-party sources, which information is believed to be accurate, but has not been independently verified.  This commentary is not intended to be an offer to sell or a solicitation of any offer to buy any securities, or a solicitation to provide investment advisory services.