Michael Saylor Signals Ninth Week of Bitcoin Buys with “Send More Orange” Tweet

Table of Contents

Main Points:

  • Michael Saylor’s June 8 “Send more Orange” post on X again hinted at another round of Bitcoin accumulation by Strategy (formerly MicroStrategy) 
  • Between May 26 and June 1, Strategy purchased 705 BTC ($75.1 million at an average $106,495 per coin), raising its total to 580,955 BTC
  • Strategy has funded its Bitcoin treasury via large equity and debt offerings, including a $21 billion at-the-market convertible preferred stock program
  • Bitcoin prices spiked above $112,000 this week before consolidating near $104,800, with volume surging over 18% on major exchanges 
  • Institutional accumulation—tracked by SaylorTracker and on-chain analytics—shows over 50% unrealized gains, underscoring the success of the “buy the dip” strategy 

Saylor’s Cryptic “Send More Orange” Tweet

On the evening of June 8, 2025, Michael Saylor, executive chairman of Strategy, took to X (formerly Twitter) with a succinct yet evocative message: “Send more Orange.” Accompanied by a chart depicting Strategy’s cumulative Bitcoin purchases illustrated in orange markers, this tweet reaffirmed a pattern observers have come to recognize—cryptic hints on Sunday night followed by concrete purchase disclosures on Monday or Tuesday. Historically, Saylor’s “orange dot” posts serve as pre-purchase teases: for instance, on June 1 he tweeted his “preferred color” was orange, and the following day Strategy confirmed the acquisition of 705 BTC. With this week’s post marking the potential ninth consecutive week of Bitcoin buys, it reinforces Saylor’s unwavering bullish stance and his intention to leverage corporate balance sheets to build a large Bitcoin treasury.

Recent MicroStrategy Bitcoin Acquisitions

In its most recent filing, Strategy reported acquiring 705 additional Bitcoin between May 26 and June 1, paying roughly $75.1 million at an average price of $106,495 per coin. This brings the company’s total holdings to 580,955 BTC, amassed at a total cost of approximately $40.68 billion, implying an average purchase price of $70,023 per Bitcoin. According to SaylorTracker data, Strategy’s Bitcoin position has generated over 50% unrealized gain, translating to roughly $20.6 billion in paper profits, with a current market valuation exceeding $61.4 billion at prevailing rates. These figures highlight the strategic calculus underpinning Saylor’s mandate: accumulate aggressively during dips, capitalize on long-term price appreciation, and consolidate market share ahead of broader institutional inflows.

Funding the Bitcoin Treasury: Equity and Debt Strategies

Strategy’s ongoing Bitcoin acquisitions have been financed through innovative capital-markets maneuvers. In April 2025, the company launched a $21 billion at-the-market offering of convertible perpetual preferred stock, yielding over 9%, specifically earmarked for Bitcoin purchases. This financial engineering strategy—issuing equity and equity-linked instruments—has allowed Strategy to monetize its stock premium to fund new BTC buys without relying on operating cash flow, which its legacy business generates only modestly. While this approach sustains the “buy the dip” ethos, it raises questions about potential shareholder dilution and the sustainability of perpetual preferred issuance in volatile market conditions. Indeed, as Bitcoin’s price cycle evolves, Strategy may need to balance dilution risk against the opportunity cost of forgoing purchases during future market downturns.

Market Impact and Price Dynamics

Bitcoin’s market price has mirrored Strategy’s aggressive accumulation: in the days following Saylor’s June 8 tweet, BTC rose from approximately $104,796 to highs above $112,000 on several exchanges before consolidating around the $104,800 level. Trading volumes spiked by over 18% in the BTC/USDT pair on Binance, reaching 24-hour volumes of $2.1 billion compared to $1.75 billion the prior day. Meanwhile, Strategy’s stock (ticker: MSTR) has shown a high correlation (0.85 over the past week) with Bitcoin price movements, underscoring the market’s view of MSTR as a proxy for Bitcoin exposure. Following the latest 705 BTC purchase disclosure, MSTR shares ticked up 0.9% to $372.72, outpacing broader equities amid moderate market advances.

Broader Industry and Political Ecosystem

The Bitcoin 2025 Conference in Las Vegas, held just days before Saylor’s latest hint, showcased the cryptocurrency’s evolution from a libertarian grassroots movement to a $2 trillion political and corporate ecosystem. With attendance exceeding 35,000 and appearances by figures such as New York Mayor Eric Adams and Vice President J.D. Vance, the event illustrated how mainstream institutions and political actors are embracing digital assets. At the conference, Saylor’s Bitcoin treasury model was celebrated as a template for corporate adoption, even as critiques emerged regarding the environmental impact of proof-of-work mining and concerns over regulatory headwinds in the U.S. The integration of crypto advocacy into conservative political platforms, amplified by high-profile speakers like Donald Trump Jr., reflects a new era where Bitcoin’s ideological roots intersect with pragmatic financial and political strategies.

On-Chain Metrics and Institutional Accumulation

On-chain analytics platforms such as Glassnode have documented significant institutional accumulation coinciding with Strategy’s buying spree. Data indicates that large entities have been net buyers throughout May and early June, a trend validated by rising single-entity addresses holding over 1,000 BTC. SaylorTracker’s visualization of Strategy’s growing stash—tracked via “orange dots” on cumulative charts—serves as both a confidence indicator and a social media signal for other institutional players. Historically, these signals precede upward momentum in Bitcoin prices, as large buyers tend to move markets when they deploy tens or hundreds of millions of dollars at once. Analysts suggest monitoring Saylor’s social activity as a near-term gauge of institutional sentiment, which can drive volatility spikes and create trading opportunities for hedge funds and sophisticated traders.

Risks, Sustainability, and Long-Term Outlook

Despite impressive returns—over 50% unrealized gains—Strategy’s model carries inherent risks. Reliance on equity and debt issuance to fund purchases may lead to shareholder dilution if Bitcoin’s price stagnates or declines, eroding the net asset value per share. Moreover, regulatory scrutiny of corporate Bitcoin treasuries may intensify as U.S. agencies seek clarity on accounting treatments and capital adequacy requirements for non-bank entities holding large digital asset positions. Critics also point to macroeconomic vulnerabilities: rising interest rates could dampen risk asset flows, while geopolitical tensions might trigger rapid deleveraging by crypto-focused corporates. Nevertheless, Saylor’s vocal advocacy and transparent purchase disclosures provide a blueprint for other public companies considering Bitcoin as an inflation hedge and balance-sheet asset. As Strategy continues its ninth consecutive week of accumulation, the market will watch closely for signs of overextension or fresh capital-raise initiatives to sustain its ambitions.

Conclusion

Michael Saylor’s “Send more Orange” tweet on June 8, 2025, once again galvanized market attention toward Strategy’s Bitcoin treasury strategy. With 705 BTC acquired in the last week, corporate holdings now total 580,955 BTC, financed through innovative equity and convertible preferred stock offerings. Market reactions—evident in Bitcoin price surges, elevated trading volumes, and correlated MSTR stock movements—underscore the potency of Saylor’s social signals. At the same time, the broader crypto-political landscape, marked by industry conferences and institutional participation, affirms Bitcoin’s maturation into a mainstream asset class. However, reliance on perpetual financing mechanisms, potential dilution, and regulatory uncertainties present material risks. As Strategy embarks on what may be its ninth consecutive week of Bitcoin accumulation, stakeholders must weigh the demonstrated financial rewards against the evolving challenges of sustaining a large digital-asset treasury in an ever-shifting market and regulatory environment.

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