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Veteran economist and longtime Bitcoin skeptic Peter Schiff pointed to Strategy’s recent series of Bitcoin sales. Between late May and early August, the company offloaded 6,948 Bitcoin for roughly $431.8 million in net proceeds, or about $62,150 per coin.
In a post on X, Schiff noted that Saylor is now buying back some of what he sold, only this time at prices above $80,000 per Bitcoin.
His prediction: it won’t be long before Strategy is selling again at lower prices, a cycle he suggested keeps repeating itself.
“Now he’s buying back some of what he sold for over $80K per Bitcoin. It won’t be long before he’s selling at lower prices again,” Schiff wrote.
Related: Analyst says XRP could be ready for a big move
Questioning the bullish spin
Schiff also took issue with the reasoning behind Bitcoin’s latest rally.
In another post on X, he argued the move was driven largely by Strategy’s fresh purchase and by what he called self-serving comments from Saylor. Saylor had claimed the Senate’s failure to advance the Clarity Act was actually bullish for Bitcoin.
Schiff was skeptical, saying Saylor would likely have spun a passed Clarity Act as bullish too, regardless of the outcome.
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“The catalyst seemed to be Strategy’s latest Bitcoin buy and self-serving bullish comments from Saylor that the failure to pass the Clarity Act is actually bullish for Bitcoin. I’m sure he’d have said the same thing had the Act been passed into law,” he noted.
Not his first shot at Bitcoin
This isn’t new territory for Schiff. When the Clarity Act collapsed in a Senate cloture vote last week, he used the moment to renew a broader attack.
He argued on X that Bitcoin’s real problem was never regulatory ambiguity but the asset itself, writing that Bitcoin is worthless and no act of Congress was needed to prove it. Bitcoin fell below $75,000 in the aftermath before steadying near $75,800.
The exchange keeps alive a long-running feud, with Schiff among Bitcoin’s loudest critics and Saylor its most visible corporate evangelist.
Saylor has built Strategy’s balance sheet almost entirely around Bitcoin holdings.
Related: If you invested $1,000 in gold & Bitcoin 10 years ago, here’s how much money you’d have today
This story was originally published by TheStreet on Sep 23, 2026, where it first appeared in the MARKETS section. Add TheStreet as a Preferred Source by clicking here.
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