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Bitcoin’s biggest skeptic is back and this time he is targeting the market's most aggressive BTC bull. On Monday, critic Peter Schiff warned that Michael Saylor’s Bitcoin strategy could ultimately lead investors toward “financial ruin,” arguing that the firm’s shift towards double-digit yields signals a change in how the market is pricing Bitcoin exposure.
Gold bull Schiff replied to an X user, LaDoger, saying that Saylor was “leading [his followers] down a path to financial ruin,” after the user pointed out that the Strategy’s (MSTR) executive chairman had hit a 5 million following on his X account. LaDoger is a pseudonym used by a user who works in Strategy’s Engineering department.
LaDoger is best known in the crypto community as an AI artist who creates numerous Michael Saylor-themed generative artworks.
Earlier in the day, Schiff also claimed that Saylor initially raised capital through low-cost instruments like 0% convertible notes to buy Bitcoin, allowing investors to gain exposure to the asset’s upside. However, he argued that the model has shifted, with Strategy now offering significantly higher yields, around 11.5%, to attract investors.

Schiff claimed this change reflected weakening investor appetite for Bitcoin’s upside alone, suggesting that investors are now more focused on yield than price appreciation.
The comments followed recent remarks from Strategy CEO Phong Le, who defended the company’s structure against claims that it resembled a ‘Ponzi scheme.’
Le explained that the company funded dividends primarily by issuing new equity at a premium to its net asset value, rather than relying on incoming investor funds without underlying assets. He argued this distinguished the structure from a Ponzi scheme and reflects a broader evolution in financial strategies tied to Bitcoin exposure.
Strategy CEO also acknowledged that the double-digit yield may appear high, but said it is supported by both Bitcoin’s historical performance and the company’s capital strategy.
Strategy has continued to raise funds this year as part of its broader effort to accumulate more Bitcoin. Strategy holds 818,344 BTC, with a current value of nearly $61 billion. If the firm were to add roughly $23 billion more in Bitcoin at current prices, it would surpass the holdings of Bitcoin’s pseudonymous creator, Satoshi Nakamoto, the largest holder, with $82 billion.
MSTR’s stock was up by 0.4% during morning trade on Monday. On Stocktwits, the retail sentiment around MSTR remained in the ‘bullish’ zone, while chatter stayed in the ‘high’ levels over the past day.
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