Peter Schiff Warns Retirees May Need to Return to Work as He Says Saylor Should “Lawyer Up” Fast

Peter Schiff criticized Strategy Inc.’s preferred stock STRC after it fell to $92.62, saying retirees who bought it have already lost more than 7% relative to the $100 par value. The decline came as STRC broke a rising trendline that had held since August 2025, when the stock was near $81, marking nearly 10 months of higher highs. Schiff mocked Strategy’s leadership on X, warning that the company’s Bitcoin-linked structure is under pressure as Bitcoin itself weakens.

Grayscale head of research Zach Pandl said in a Thursday note that STRC trading below par creates a compounding challenge. Strategy would need to raise its dividend rate to draw buyers back toward $100, but doing so would increase cash obligations and could force more Bitcoin sales. That, in turn, could weigh further on Bitcoin and push STRC even lower. Pandl said Strategy’s leveraged business model is under strain and has increased volatility across the Bitcoin market. He also argued that Strategy’s ability to keep accumulating Bitcoin is now limited at current share prices for both STRC and MSTR.

In a separate discussion, Strive Asset Management CEO Matt Cole defended Strategy’s recent sale of 32 Bitcoin, saying it was a practical decision rather than a sign of surrender. Speaking on Anthony Pompliano’s podcast, Cole said Strategy should prioritize maximizing total returns instead of being trapped by “never sell” messaging. He noted that Strategy had previously told investors it could sell Bitcoin when appropriate, and he predicted the company would become a net Bitcoin buyer every month going forward. Cole also argued that critics forecasting a wave of forced sales will likely be proven wrong within a year. He pointed out that SATA and STRC have produced positive total returns since launch even as Bitcoin has fallen more than 50% from its peak, calling that evidence that digital credit can function as a lower-volatility instrument in a bear market.

From a technical perspective, analysts said STRC now faces resistance at the broken trendline. If Bitcoin stabilizes, STRC could rebound quickly toward the $96 to $98 range. But if Bitcoin keeps falling, the next key support zone is seen around $86 to $88, based on the stock’s December consolidation area.