Michael Saylor Buys Another $1B in Bitcoin as Grayscale Predicts All Time High Within 6 Months — Is It Likely?

Despite the recent price correction, Michael Saylor continues to accumulate Bitcoin. | Source: Joe Reddell/Getty Images
Despite the recent price correction, Michael Saylor continues to accumulate Bitcoin. | Source: Joe Reddell/Getty Images

Main points

  • Strategy increased its holdings of nearly $1 billion worth of Bitcoin for the second week in a row.

  • Grayscale expects Bitcoin to hit an all-time high in the first half of 2026.

  • While long-term bulls remain confident, technical analysts warn that Bitcoin could fall further before stabilizing.

Michael Saylor’s strategy added nearly $1 billion worth of Bitcoin for the second week in a row, doubling down on its long-term belief in Bitcoin despite continued price declines.

The latest purchases come as Grayscale predicts that Bitcoin will reach new all-time highs within six months, highlighting the widening gap between long-term bullish expectations and increasingly bearish near-term market signals.

According to a regulatory filing released on Monday, Strategy acquired approximately $980.3 million worth of Bitcoin between December 8 and 14.

The purchase marks the company’s largest weekly accumulation of Bitcoin since July and is the second consecutive week that the company has added more than 10,000 Bitcoin to its balance sheet.

In a post on X, executive chairman Michael Saylor announced that the company had purchased 10,645 Bitcoins at an average price of approximately $92,098 per coin.

As of December 14, Strategy held 671,268 Bitcoins, with a purchase price of approximately US$50.33 billion, and an average purchase price of US$74,972 per Bitcoin.

Saylor’s buying spree coincides with renewed optimism from Grayscale, which expects Bitcoin to reach new all-time highs in the first half of 2026.

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In its latest outlook, Grayscale said that structural shifts in digital asset investing are accelerating, driven by growing demand for alternative stores of value and increased regulatory transparency.

“Taken together, these trends should bring new capital, expand adoption, and more fully integrate public blockchains into mainstream financial infrastructure,” the company wrote.

As a result, Grayscale believes the traditional four-year cryptocurrency market cycle may be coming to an end.

The firm added: “We believe Bitcoin prices could reach record highs in the first half of the year.”

Thaler is not the only one maintaining an aggressive bullish stance on Bitcoin despite its recent volatility.

Mike Alfred, a technology investor and early Bitcoin advocate, said market sentiment has become too pessimistic even as fundamentals improve.

“I don’t think I’ve ever been more optimistic,” Alfred wrote on X.

Alfred has stated multiple times that Bitcoin is entering a new bullish phase after years of consolidation.

In previous posts, he outlined long-term price targets of $315,000 for Bitcoin and $20,000 for Ethereum, saying that the recent rally marked the beginning of what he described as the “first phase of an uptrend.”

“The bull market has just begun,” Alfred said.

In another post, he warned of a coming “massive liquidity tsunami” and dismissed pessimistic forecasts circulating online as exaggerated pessimism.

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Not all market watchers share this optimism.

Technical analyst Valdrin Tahiri said momentum indicators suggest Bitcoin is more likely to fall further before a sustained recovery.

Tahiri noted that technical indicators have produced bearish divergences and remain in negative territory. Combined with recent price action, these signals suggest that the downward trend will continue.

“Bitcoin’s failure to regain $91,500 has tipped the scales decisively back in favor of the bears,” Tahiri wrote. He added that Bitcoin “seems vulnerable to another sharp decline before any meaningful recovery can begin.”

He said that if the current wave structure holds true, Bitcoin could fall by 15%, test support near $77,000, and potentially move further toward the $70,100 to $72,000 range.

Tahiri added that “the path of least resistance remains to the downside” before regaining key resistance levels.

Michael Saylor buys another $1 billion in Bitcoin, Grayscale predicts all-time high in 6 months – is it possible? appeared first on ccn.com.

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