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Home Cryptocurrency

Wall Street keeps cheering Strategy while getting paid to fund it

by theadvisertimes.com
5 months ago
in Cryptocurrency
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Wall Street keeps cheering Strategy while getting paid to fund it
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Strategy is one of the most aggressively promoted stocks on Wall Street, with a consensus “Strong Buy” rating and an average analyst price target that implies a 155% upside from recent prices.

That’s nearly double the implied upside for any other large-cap name in America. It’s also, by a wide margin, the single largest issuer of new stock on any US exchange, having raised an estimated $50 billion in roughly 18 months and paid around $274 million in fees along the way.

But the companies setting and publishing those bullish targets, and the companies profiting from that issuance pipeline overlap so much that it threatens to turn into a very serious conflict of interest.

The question we have to ask isn’t whether anyone is breaking the law, because nobody is, at least for now. It’s whether the incentive structure around Strategy has become so tightly wound that Wall Street’s enthusiasm and Wall Street’s compensation have merged into a single, very bullish, but unjustified emotion.

Strategy’s analyst ecosystem and who populates it

The vast majority of analysts rate Strategy a buy. Bernstein maintains an Outperform with a target that previously sat at $600. TD Cowen carries a Buy at $440. Cantor Fitzgerald rates it Overweight. B. Riley Securities initiated coverage with a Buy in March 2026. The high target on the street, $705, belongs to Benchmark. Only Wells Fargo has issued a conspicuously bearish call, setting a target of just $54.

What makes this coverage unusual is the context behind it.

Strategy doesn’t generate meaningful operating earnings from its legacy software business, which pulls in roughly $120 million per quarter. The real driver of the stock, and the real basis for every bullish target, is Bitcoin.

The company held 766,970 BTC as of early April 2026, purchased at a total cost of roughly $54.4 billion. Its market cap recently sat near $44 billion while Bitcoin traded in the low $70,000s, meaning the company’s holdings were worth approximately $54 billion at market. At recent share prices around $120, the stock traded at a discount to its Bitcoin, a reversal from the persistent premium it carried through much of 2024 and 2025.

Several of the companies carrying bullish ratings on Strategy also serve as placement agents, underwriters, or sales agents for the company’s at-the-market issuance programs.

Cantor Fitzgerald, TD Cowen, and others have appeared in SEC filings related to Strategy’s various ATM offerings. That’s not uncommon in capital markets, but the scale is what makes this situation different from a typical analyst-underwriter overlap.

Strategy isn’t issuing stock occasionally; it’s issuing stock constantly and across multiple instruments, to fund what is effectively a single bullish Bitcoin trade.

The fee machine behind the Bitcoin accumulation

Strategy’s capital-raising apparatus now spans at least five distinct securities: its Class A common stock (MSTR), plus four series of perpetual preferred stock, each carrying different dividend rates. As of late 2025, the company had authorized $21 billion of common stock issuance under its ATM program and tens of billions more across the preferred instruments. In its December 2025 filing, $13.37 billion in common stock capacity remained available, alongside more than $30 billion of preferred capacity.

Every share sold generates a commission for the placement agents. On $50 billion of total issuance, the $274 million in estimated fees represents a blended rate of roughly 55 basis points, which is consistent with ATM program economics.

That fee stream is recurring, predictable, and directly proportional to the pace of issuance. The more BTC Strategy buys, the more capital it needs to raise. The more capital it raises, the more fees the banks earn. The more bullish the analyst coverage, the more appetite investors have for the next offering.

This creates a feedback loop that isn’t inherently corrupt, but it is inherently self-reinforcing. Analyst optimism supports investor appetite, which supports issuance. Issuance then supports fee revenue, and fee revenue creates an institutional incentive to maintain coverage and, most importantly, to maintain optimism.

A Bitcoin proxy wearing a corporate wrapper

Strip away the capital structure, and the analyst thesis on Strategy isn’t really about enterprise software or AI-powered analytics: it’s all about Bitcoin.

Bernstein’s own framework for Strategy comes from its broader call that Bitcoin could reach $150,000 by the end of 2026. Strategy is, in that view, the perfect, if not the only, leveraged institutional vehicle for gaining exposure to Bitcoin through traditional equity markets.

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The stock’s recent performance pretty much confirmed this. MSTR has fallen roughly 74% from its November 2024 peak and is down about 64% year-to-date, compared with a 19% decline in Bitcoin over the same window.

This discrepancy shows there’s little trace of correlation here, and what we see is leveraged movement. The company now controls close to 4% of Bitcoin’s total circulating supply, a concentration that magnifies both the upside and the downside in its share price.

In January 2026, Strategy purchased $2.13 billion of Bitcoin in just eight days, funding the buy through at-the-market sales of common and preferred stock.

What breaks the loop

Every reflexive system has a failure point. For Strategy, it sits at the intersection of three variables: Bitcoin’s price, investor appetite for new issuance, and the sustainability of the company’s growing obligation stack.

On the obligation side, the situation is getting more complex. Strategy established a $1.44 billion cash reserve in late 2025 to fund twelve months of preferred dividends and debt interest, with a stated goal of eventually covering 24 months.

The STRC preferred, its newest instrument, carries an 11.5% yield and a perpetual structure that creates ongoing cash distribution commitments on top of an already layered capital stack. The company reported an unrealized loss of $14.5 billion on digital assets in a recent quarter and posted one of the largest quarterly losses ever recorded by a US public company.

If Bitcoin falls sharply from here, the premium-to-holdings narrative that sustained the stock through 2024 and 2025 will invert, as it already has at recent prices. And if investor appetite for new issuance cools during a Bitcoin drawdown, the entire acquisition engine will stall.

But Strategy’s relevance to Bitcoin goes beyond its share price.

The company has become one of the most important demand signals in the market, a recurring institutional buyer whose pace of accumulation shapes sentiment among both retail and institutional participants. The demand for Bitcoin as a corporate treasury asset has almost entirely dried up outside of Strategy. That concentration means the health of Strategy’s fundraising loop is now a problem for anyone holding Bitcoin who depends on sustained institutional demand to support the price.

The real tension comes from whether Wall Street believes in Strategy because the Bitcoin thesis is irresistible, because the fee machine is lucrative, or because the two have become impossible to separate.



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