Saylor’s $60B Bitcoin Stack Faces a Reality Check as MSTR Tests Support

Michael Saylor said Strategy’s Bitcoin position grew from a $250 million buy in 2020 to $60.25 billion as of Jan. 11, 2026. Meanwhile, MSTR slid to monthly supertrend support as traders tracked whether the long-term trend holds.

Saylor Highlights Growth of Strategy’s Bitcoin Holdings

Michael Saylor said Strategy’s $60.25 billion Bitcoin position began with a $250 million purchase in August 2020. He posted the remark on X on Jan. 11, calling it “ironic” as he pointed to the company’s accumulation over time.

Bitcoin Price and Strategy Purchases. Source: StrategyTracker/X

A chart from StrategyTracker listed Strategy’s Bitcoin holdings at 673,783 as of Jan. 11, 2026. It showed an average purchase price of about $75,026 per coin and an unrealized gain of about 21%, or roughly $10.7 billion. The same chart counted 93 purchase events in the selected range.

The graphic plotted Bitcoin’s price alongside Strategy’s purchase markers and a steadily rising average cost line. It showed buying across multiple market phases, including the 2021 rally, the 2022 downturn, and the later rebound.

Saylor Ranks Top Assets of the Decade by Annualized Returns

Michael Saylor said digital-focused assets have led performance this decade, pointing to Nvidia, Strategy, and Bitcoin as the top performers. In a post on X, Saylor described Nvidia as “digital intelligence,” Strategy as “digital credit,” and Bitcoin as “digital capital,” framing the comparison around annualized returns.

Bitcoin Standard Era Return (Annualized): Source: Strategy/Michael Saylor X

A chart shared alongside the post compared returns across major equities, indexes, and traditional assets. Nvidia led the group with a 68% annualized return, followed by Strategy at 60% and Bitcoin at 45%. Tesla and Alphabet followed at 33% and 32%, while Meta posted an 18% return.

Large-cap technology and index products clustered in the mid-range. Microsoft, the Nasdaq 100, and Apple each showed about 17% annualized returns, while the S&P 500 and gold stood near 15%. Amazon trailed at 9%, real estate investment trusts showed about 5%, and bonds posted a slight decline of 1%, according to the chart.

MSTR Tests Monthly Supertrend Support

Meanwhile, shares of Strategy Inc. () have moved down to their monthly supertrend support level, according to a chart shared by market analyst Ted Pillows on X. The post highlighted the technical level as price pulled back sharply from its 2025 highs and settled near the green supertrend line.

MSTR Monthly Chart with Supertrend Indicator: Source: TradingView / Ted Pillows X

The monthly chart shows MSTR rallying strongly through 2024 and early 2025 before reversing lower. After peaking above the $500 area, the stock entered a broad correction marked by consecutive red candles. The decline carried price back toward the supertrend support near the mid-$150 range, a level that previously acted as a structural floor during the prior uptrend.

Ted Pillows warned that a decisive break below this support could signal further downside. In his post, he said losing the level would turn “Strategy” into “Tragedy,” framing the zone as a key inflection point for the longer-term trend. The chart suggests that holding above the supertrend would keep the broader structure intact, while a breakdown could confirm a shift in momentum on the monthly timeframe.