Michael Saylor Indicates Plans to Purchase More Bitcoin Despite Market Downturn

As Michael Saylor's Strategy continues to buy Bitcoin despite its current holdings falling below the average acquisition cost, the company's strategy is seen as either a visionary move or a potential reckless gamble in the face of a tumultuous crypto market. This aggressive acquisition, amidst a broader market instability and a significant quarterly loss, casts Strategy's financial maneuvers in a light that could sway as either a masterstroke in investment conviction or a perilous risk to shareholder value.

Nathan Mercer

February 16, 2026

Michael Saylor, the co-founder of Bitcoin treasury giant Strategy, has been not-so-quietly bucking the market trends by purchasing more Bitcoin amid a significant downturn. This move comes despite Strategy's holdings now sitting below their average acquisition cost-a bold stance against prevailing market sentiments and analyst prognostications. According to recent disclosures, Strategy's Bitcoin war chest is vast, with its total holdings now estimated at over $49.3 billion worth of Bitcoin.

The decision to purchase more Bitcoin as the prices tumble below the $76,000 mark-Strategy's reported average cost per Bitcoin-raises more than a few eyebrows. Typically, buying the dip sounds like prudent advice in investment circles, but when your average purchase price is underwater, doubling down is either visionary or verging on the reckless. This approach, as seen on a recent post on X from Strategy, signals a long-term confidence in Bitcoin that not all shareholders might share, especially following a heart-stopping $12.4 billion quarterly loss.

The backdrop to this strategy is particularly stark. The broader crypto markets have been anything but stable, and the mNAV (multiple on net asset value) of crypto treasury companies like Strategy has been under significant pressure. For those new to the jargon, mNAV is essentially a measure of how the market values a company relative to its net assets. An mNAV below 1, as Strategy's is currently at 0.90, usually sets off alarm bells about a company's financial health and its stock's attractiveness.

Such a figure could deter further investment and make it tougher to secure funding, yet here we see Strategy not just continuing its Bitcoin purchases but also exploring additional stock issuances to fund these buys. This strategy might seem counterintuitive, especially considering that other companies with similar profiles are holding back, wary of further market declines.

Could this aggressive acquisition strategy be a masterclass in conviction, or is it a high-stakes gamble with shareholder value? The crypto market, notorious for its volatility, does not guarantee rebounds, and Strategy’s heavy exposure to Bitcoin adds layers of risk to its financial stability. The situation is reminiscent of a poker game where Strategy is all-in, betting big on a single outcome. Frankly, for a company that's already sitting on a mountain of unrealized Bitcoin gains (or losses, depending on the day), Strategy’s moves are not for the faint-hearted.

Investors and analysts alike will be watching closely. If Bitcoin recovers to past highs, Saylor’s strategy could be hailed as prescient; if not, the repercussions for Strategy could be severe, making it a cautionary tale in the annals of corporate crypto investments. Either way, this development is a high-drama saga for the crypto industry, illustrating the thin line between bold leadership and risky gambits.

For more insights into the risky yet potentially rewarding world of crypto finance, explore our discussion on market trends and compliance challenges in the fintech landscape at Radom Insights.

Sign up to Radom to get started