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

Published 16 December 2025
Kurt Robson
Authors
Edited by Ryan James
Key Takeaways
  • Strategy added nearly $1 billion worth of Bitcoin for a second straight week.
  • Grayscale expects Bitcoin to reach a new all-time high in the first half of 2026.
  • While long-term bulls stay confident, technical analysts warn that Bitcoin could fall further before stabilizing.

Michael Saylor’s Strategy added nearly $1 billion worth of Bitcoin for a second consecutive week, doubling down on its long-held conviction in the asset even as prices continue to slide.

The latest purchase comes as Grayscale predicts Bitcoin will reach a new all-time high within six months, highlighting a widening divide between long-term bullish expectations and increasingly bearish near-term market signals.

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Saylor Adds Bitcoin on the Dip

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

The purchase marks the company’s most considerable weekly Bitcoin accumulation since July and the second consecutive week in which it added more than 10,000 Bitcoin to its balance sheet.

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

As of Dec. 14, Strategy held 671,268 Bitcoin acquired for roughly $50.33 billion, at an average purchase price of $74,972 per Bitcoin.

Grayscale Predicts New All-Time High in 2026

Saylor’s aggressive buying coincides with renewed optimism from Grayscale, which expects Bitcoin to reach a fresh record high in the first half of 2026.

In its latest outlook, Grayscale said structural shifts in digital asset investing are accelerating, driven by rising demand for alternative stores of value and improved regulatory clarity.

“Together, these trends should bring in new capital, broaden adoption and bridge public blockchains more fully into mainstream financial infrastructure,” the firm wrote.

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

“Bitcoin’s price will likely reach a new all-time high in the first half of the year, in our view,” the firm added.

Bullish Like Saylor

Saylor is not alone in maintaining an aggressive bullish stance on Bitcoin despite near-term volatility.

Technology investor and early Bitcoin advocate Mike Alfred said market sentiment has become overly pessimistic even as fundamentals improve.

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

“This is one of the best setups I’ve ever seen. All the worst investors and traders I know have turned bearish even though fundamentals are improving.”

Alfred has repeatedly argued that Bitcoin is entering a new bullish phase after years of consolidation.

In earlier posts, he outlined long-term price targets of $315,000 for Bitcoin and $20,000 for Ethereum, saying the recent rally marked the start of what he described as a “stage one uptrend.”

“The bull market is just starting,” Alfred said.

In another post, he warned that a “massive liquidity tsunami” is approaching, dismissing bearish forecasts circulating online as exaggerated pessimism.

Technical Analysts Warn of Further Downside

Not all market observers share that optimism.

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

Tahiri noted that technical indicators have generated bearish divergences and remain in negative territory. Combined with recent price action, the signals point to a continuation of the downtrend.

“Bitcoin’s failure to reclaim $91,500 has shifted the balance decisively back in favor of the bears,” Tahiri wrote, adding that BTC “appears vulnerable to another sharp decline before any meaningful recovery can begin.”

He said Bitcoin could fall as much as 15% to test support near $77,000, with a possible deeper move toward the $70,100–$72,000 range if the current wave structure holds.

Tahiri added that until key resistance levels are reclaimed, the “path of least resistance remains down.”

Kurt Robson

Kurt Robson is a London-based reporter at CCN, specialising in the fast-moving worlds of crypto and emerging technology. He began his career covering local news in Cornwall after graduating from Falmouth University with First Class Honours in Journalism. There, he cut his teeth on everything from council meetings to missing swans.

He quickly rose through the ranks to become a frontline journalist at several of the UK’s leading national newspapers. Over the years, he has interviewed musicians and celebrities, reported from courtrooms and crime scenes, and secured multiple front-page exclusives.

Following the upheaval of the COVID-19 pandemic, Kurt shifted his focus to technology journalism—just ahead of the AI boom. With a natural curiosity and a trained eye for emerging trends, he has found a new rhythm in reporting on innovation.

At CCN, Kurt's work focuses on the cutting edge of crypto, blockchain, AI, and the evolving digital world. Drawing on his background in people-first reporting and his deep interest in disruptive tech, Kurt delivers stories that are insightful, entertaining, and human-centric.

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