Peter Schiff has renewed criticism of Strategy’s capital-raising model, arguing that the company’s reliance on income-oriented funds to purchase its high-yield preferred shares is fundamentally unsustainable.
In a post on X, the economist and long-time Bitcoin critic said Strategy, formerly known as MicroStrategy, risks losing access to its preferred-share financing pipeline if investors re-evaluate the structure behind the published yields.
MSTR’s business model relies on income-oriented funds buying its “high-yield” preferred shares. But those published yields will never actually be paid. Once fund managers realize this they’ll dump the preferreds & $MSTR won’t be able to issue any more, setting off a death spiral.
— Peter Schiff (@PeterSchiff) November 16, 2025
Schiff claimed that the yields advertised on Strategy’s preferred issuances “will never actually be paid,” suggesting that the underlying economics do not support the payout levels investors expect.
He further warned that if institutional managers determine the yields are unlikely to materialize, they may “dump the preferreds,” potentially triggering a collapse in demand for future offerings.
Strategy's Funding and Bitcoin Accumulation
Strategy has leaned heavily on preferred share issuances as part of its broader funding strategy, which has coincided with the continuous accumulation of Bitcoin on its balance sheet.
The firm has executed multiple preferred offerings in the past year, positioning the instruments as high-yield products attractive to income-focused funds. The proceeds have helped support Strategy’s long-term Bitcoin acquisition plan, which has consistently shaped the company’s public-market profile.
Debate Over Bitcoin-Linked Corporate Structures
Schiff’s remarks come as debate intensifies around corporate structures tied to Bitcoin exposure. Supporters argue that Strategy’s approach offers investors a hybrid between traditional securities and digital-asset-driven balance-sheet growth.
Critics, however, say the model is overly dependent on market confidence in both Bitcoin’s trajectory and the firm’s ability to maintain payouts linked to its capital structure.
Market analysts note that Schiff’s warning underscores growing scrutiny around Bitcoin-linked financing mechanisms, particularly as volatility in digital-asset markets influences perceptions of risk.
While there is no indication that Strategy plans to alter its funding strategy, the comments highlight broader concerns about whether preferred-share yields can remain attractive and credible in an environment where investor sentiment can shift quickly.
Schiff’s critique reinforces a long-running divide between traditional financial commentators and companies incorporating Bitcoin into their corporate strategies, suggesting the debate over digital-asset-driven financing is far from settled.