'99>98': How Michael Saylor Plans to Move Strategy's Bitcoin Holdings Toward Profit

Cover image via U.Today Disclaimer: The opinions expressed by our writers are their own and do not represent the views of U.Today. The financial and market information provided on U.Today is intended for informational purposes only. U.Today is not liable for any financial losses incurred while trading cryptocurrencies. Conduct your own research by contacting financial experts before making any investment decisions. We believe that all content is accurate as of the date of publication, but certain offers mentioned may no longer be available. Read U.TODAY on Google News Michael Saylor is back on everyone's timelines this Sunday, and as always on the seventh day of the week, he is flirting with the crypto market crowd through a cryptic chart that signals a potential new Bitcoin (BTC) purchase. This time it is a post captioned with the text "99>98," referencing Strategy’s 98 prior acquisition events, totalling 714,644 BTC as of Feb. 15. Advertisement With Bitcoin trying to find stability near $68,900, below the firm’s $76,056 average cost, a 99th purchase at current levels would lower its blended entry price and, surprisingly, could position the tranche in unrealized profit for the first time since October. "99>98" move: Is Strategy about to flip its Bitcoin portfolio to profit? Strategy’s Bitcoin Standard implemented by Saylor back in August 2020 is really all about the numbers, with Bitcoin's reserve value standing at $50.28 billion right now. The company’s average acquisition price is about $76,056 per BTC, leaving the aggregate position at an unrealized loss of around 7-9% depending on valuation reference. HOT Stories Morning Crypto Report: Ripple CEO Says 'Not True' to Theranos Founder Elizabeth Holmes, Shiba Inu (SHIB) Sees 71% Increase in Trading Activity After New 'Easter Egg' Appears, Tom Lee Reveals 'Crypto Winter' Prediction for 2026 Crypto Market Review: XRP Consolidates Amid Low Volatility, DOGE Struggles at $0.10, Is Shiba Inu (SHIB) Testing Key Support? A fresh allocation, if one happened this week, would mathematically reduce that average and improve reported performance metrics. Advertisement 99>98 pic.twitter.com/BsTEvhbc9v — Michael Saylor (@saylor) February 15, 2026 Market structure adds context as Bitcoin is consolidating in the upper $60,000 range. For a treasury vehicle that has accumulated the cryptocurrency for almost 5.5 years, this zone represents a discount not only to recent peaks but also to Strategy’s internal cost basis. A purchase executed here would stand out as one of the few tranches acquired materially below the long-term mean. You Might Also Like Sun, 02/15/2026 - 11:08 Schiff Claims Bitcoin Is Only 'Threat' to Its Own Buyers By Alex Dovbnya Advertisement On the equity side, Strategy’s enterprise value is near $61 billion, while mNAV ratios indicate the stock trades close to its Bitcoin-adjusted net asset value. That narrows prior premium expansion and reduces dilution sensitivity tied to capital raises for additional BTC acquisitions. The “99>98” message appears consistent with that cadence. If confirmed, the next transaction would extend Strategy's Bitcoin holdings beyond 714,644 BTC and demonstrate continued cost averaging during a market phase where spot prices remain under the firm’s historical entry level. #Michael Saylor #Bitcoin #Strategy News