Michael Saylor’s MicroStrategy Buys $90M Bitcoin Below Cost Basis: Smart Move or Missed Opportunity? (2026)

Bitcoin's Big Buy: A Controversial Move?

Michael Saylor's Strategy, the Bitcoin giant, made headlines last week with a significant purchase, but the move raises some intriguing questions. Let's dive in!

The world's largest public Bitcoin holder added 1,142 BTC to its portfolio, spending a whopping $90 million. This acquisition, however, didn't lower the overall cost basis of their holdings.

Here's the catch: Bitcoin's price was trading below the purchase level for most of the week, even dipping to $60,000 on Coinbase. So, why did Strategy opt for this timing?

Avoiding the Dip?

By buying at $78,815 per BTC, Strategy maintained its average cost basis at $76,056 per coin. But Bitcoin's price action suggests a missed opportunity or a strategic move.

Bitcoin's price has been consistently below $72,000 since last Tuesday, according to Coinbase. So, did Strategy miss the dip, or was this a calculated decision?

A History of Strategic Buying

This isn't the first time Strategy has faced such a scenario. In 2022, when Bitcoin fell below $30,000, Strategy's average purchase price was higher. Back then, they slowed their buying pace but continued making purchases, even below their cost basis.

The Optic of Losses

Some market watchers speculated that Strategy might avoid buying below its average cost this cycle, given the potential perception of unrealized losses. But others joked that Michael Saylor might surprise with a higher-level purchase announcement.

The Market's Reaction

Strategy's shares (MSTR) mirrored Bitcoin's volatility, dropping to $107 on Thursday. However, they rebounded on Friday, spiking 26% to close at $135, in line with a minor crypto market recovery.

And the Controversy?

So, was this purchase a strategic move or a missed opportunity? Did Strategy play it safe, or is there a bigger plan at play? These are the questions that spark debate. What's your take? Feel free to share your thoughts and insights in the comments!

Michael Saylor’s MicroStrategy Buys $90M Bitcoin Below Cost Basis: Smart Move or Missed Opportunity? (2026)
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