# Saylor Related Articles

Epstein files unseal Michael Saylor’s $25K bid for elite access: Details

Newly unsealed court documents reveal that MicroStrategy founder Michael Saylor paid $25,000 for access to elite events through Jeffrey Epstein's network. A 2010 email from Peggy Siegal described Saylor as socially awkward and "a complete creep." The files also detail Epstein's deeper ties to the crypto industry, including a 2014 oversubscribed seed investment in Blockstream co-founder Austin Hill's venture, where Epstein's allocation was increased from $50,000 to $500,000. The documents further show Epstein referencing the "founders of Bitcoin" and connecting with former Federal Reserve Governor Kevin Warsh. The revelations highlight how money facilitated access to powerful circles and the extent of Epstein's network within tech and finance.

ambcrypto15h ago

Time To Buy? Bitcoin Slips Below Cost Basis — Saylor Signals ‘More Orange’

Bitcoin's price decline briefly pushed major holders into losses, but key players like Michael Saylor's MicroStrategy signaled continued accumulation with his "More Orange" post. The company holds roughly 712,647 BTC. U.S. spot Bitcoin ETFs, managing $113 billion, now have an average buy price above current market levels, creating paper losses despite ongoing institutional buying. Exchange reserves have fallen to multi-year lows, suggesting long-term holding rather than panic selling. Network transaction fees remained low during the volatility, and despite a brief hashrate drop, corporate buying optimism persists. MicroStrategy recently completed its largest purchase since February 2025, adding 13,627 BTC worth $1.3 billion, indicating strong conviction at the corporate level.

bitcoinist19h ago

Can Saylor’s Strategy ride out Bitcoin’s slide as losses cross $900mln?

Michael Saylor's Bitcoin strategy faces a significant test as Bitcoin's price decline below $75,000 pushes his company, MicroStrategy (MSTR), into an unrealized loss of over $900 million on its 712,647 BTC holdings, acquired at an average of $76,037 per coin. This downturn is attributed to geopolitical instability, shifting U.S. Fed policy under new Chair Kevin Warsh, and massive outflows from Spot Bitcoin ETFs. Despite this, MSTR's stock rose 4.55%, indicating investor confidence in Saylor's leadership and the company's core business. Saylor reaffirmed his commitment, emphasizing direct Bitcoin ownership and hinting at further buying opportunities during the volatility.

ambcryptoYesterday 02:01

The Bustle Belongs to the 'Epsteins', Saylor Just Wants to Hoard Coins

The article discusses Michael Saylor, founder of MicroStrategy (now Strategy), in the context of the recently released Epstein documents. Saylor was mentioned in a 2010 email from Epstein's PR agent, Peggy Siegal, who described him as a socially awkward "zombie-like" figure who was difficult to engage with at a high-society dinner party. This perceived social ineptitude, a liability in elite circles, is presented as a key strength in his role as a Bitcoin maximalist. Saylor’s company is the largest corporate holder of Bitcoin, with 712,647 BTC purchased at an average cost of $76,037. Despite recent market volatility pushing Bitcoin below his average buy price and causing a 60% drop in his company's stock, Saylor remains unwavering. His strategy is simple and relentless: buy Bitcoin consistently and never sell, a philosophy he summarizes as "More Orange." The piece argues that the very traits that made him an outsider in social settings—being "boring," unemotional, and immune to external noise—are the same traits that make him uniquely suited to his long-term, single-minded accumulation strategy. While cautioning that his corporate financial tools are not available to the average investor, the article concludes that in a noisy market, a "boring" and disciplined approach is often the most profitable, contrasting Saylor's current success with the downfall of many involved in the Epstein scandal.

比推Yesterday 14:18

Bitcoin’s $2.5B Liquidation Shock Puts Michael Saylor’s Strategy Under The Microscope

bitcoinistYesterday 12:08

The Glamour Belongs to the 'Epsteins', Saylor Just Wants to Hoard Bitcoin

Summary: The recently unsealed Epstein files revealed an unexpected connection to Michael Saylor, CEO of MicroStrategy (now Strategy). In a 2010 email, Epstein's PR coordinator, Peggy Siegal, complained about Saylor's presence at a high-society dinner, describing him as a "zombie on drugs" who was impossible to engage socially and had no personality or understanding of social etiquette. This social awkwardness, however, may have been his saving grace, as it from deeper involvement in the scandal. This perceived personal flaw is presented as a professional strength in his role as a Bitcoin maximalist. Saylor’s company is the largest corporate holder of Bitcoin, with 712,647 BTC purchased at an average cost of $76,037. Despite recent market volatility pushing the price down and his company's stock falling 60%, Saylor remains committed to his strategy of buying Bitcoin weekly, famously tweeting "More Orange" to signal his intent to continue accumulating. The article argues that the traits that made him a social outcast—being闷 (boring), uninteresting, and unresponsive to external noise—are the exact same traits that make him a successful "Bitcoin zombie." His strategy is simple and requires no complex decision-making: buy and never sell. While his approach is not advisable for the average investor without his corporate financial tools, the core lesson is that in investing, "interesting" strategies like frequent trading and chasing hype often lead to losses. The most profitable strategies are often boring. The piece concludes that both in investing and in life, the spotlight of "热闹" (excitement/hot spots) is often fleeting and dangerous, while long-term value is found in committed, "boring" work.

marsbitYesterday 10:06

Bitcoin Continues to Plunge, Focus on Whether MSTR Is Forced to Sell

Bitcoin is undergoing a severe stress test as its price falls below key psychological levels, approaching the cost basis of major institutional holders like MicroStrategy. The cryptocurrency dropped below $80,000 over the weekend, hitting its lowest point since April 7, 2025, and has declined over 30% recently amid thin liquidity. Despite the sell-off, MicroStrategy’s Executive Chairman Michael Saylor signaled intentions to continue accumulating Bitcoin, even as the company raised the dividend on its perpetual preferred shares to 11.25% to attract capital. However, analysts warn that high dividend costs could strain cash flow if Bitcoin’s price remains stagnant or falls below its cost basis. The market is highly institutionalized, with MicroStrategy and 11 spot Bitcoin ETFs holding approximately 10% of Bitcoin’s circulating supply. These institutions face combined unrealized losses of around $7 billion, with an average acquisition cost of $85,360 per Bitcoin. Spot Bitcoin ETFs have seen net outflows for 10 consecutive days, exacerbating downward pressure. MicroStrategy holds 712,647 Bitcoin at an average cost of $76,037. With Bitcoin hovering near $78,000, its unrealized gains have narrowed to less than 3%. The company’s aggressive financing strategies, including high-yield debt, highlight both its commitment and the risks of its Bitcoin-centric strategy. Macro strategist Jim Bianco notes that Bitcoin faces a "narrative exhaustion," as the "institutional adoption" story has been fully priced and may now be reversing. Without new sustained buying interest, institutional holdings—once a support—could become a major source of selling pressure. The key question is where the next wave of buyers will emerge at current price levels.

比推Yesterday 05:57

Bitcoin Continues to Plunge, Whether MSTR Is Forced to Sell Becomes Focus

Bitcoin is undergoing a severe stress test as its price continues to decline, falling below key psychological levels and approaching the cost basis of major institutional holders like MicroStrategy. The drop has intensified concerns over liquidity and potential forced selling. MicroStrategy’s Executive Chairman Michael Saylor signaled intentions to continue accumulating Bitcoin, even as the company raised the dividend on its perpetual preferred shares to attract capital. However, high financing costs could strain cash flow if Bitcoin remains near or below its breakeven level. Analyst Jim Bianco highlights that the market is facing a “narrative exhaustion.” Around 10% of Bitcoin’s circulating supply is held by ETFs and MicroStrategy, with an average entry price of approximately $85,360. These positions are now at a collective unrealized loss of roughly $8,000 per Bitcoin, totaling about $7 billion. Bitcoin ETFs have seen net outflows for 10 consecutive days, reflecting weakening demand from earlier high-entry investors. MicroStrategy, though still marginally profitable, faces thinning buffers. Its aggressive funding strategy—offering high-yield preferred shares—underscores both its commitment and financial vulnerability. The broader concern is the lack of new catalysts. The “institutional adoption” narrative has largely played out, and without fresh demand drivers, the current high concentration of underwater institutional holdings could turn into a source of persistent selling pressure.

华尔街日报2 days ago 00:20

Michael Saylor Vows ‘We Buy Real Bitcoin,’ No Rehypothecation

Michael Saylor's firm MicroStrategy reaffirmed its Bitcoin acquisition strategy, stating it buys "real bitcoin" and does not engage in rehypothecation. This came in response to skepticism from Casa CTO Jameson Lopp, who questioned whether the company verifies that its Bitcoin holdings are not being rehypothecated by third-party custodians. The debate highlights concerns about transparency and proof of reserves for institutional Bitcoin custody. MicroStrategy disclosed purchasing 2,932 BTC for $264.1 million, bringing its total to 712,647 BTC. While some critics demanded public proof of addresses, others argued that traditional auditing and corporate controls provide sufficient validation. Saylor emphasized that the company audits its custodians and advised others to avoid rehypothecation. Bitcoin was trading at $88,001 at the time of reporting.

bitcoinist01/30 05:01

‘We buy real Bitcoin’- Michael Saylor rejects ‘paper BTC’ claims

Michael Saylor, founder and chairman of MicroStrategy, has publicly denied claims that his company has been purchasing 'paper BTC' or rehypothecated Bitcoin. The denial comes amid community scrutiny over the firm's substantial BTC holdings, which total 712K BTC. Critics, including security researcher Jameson Lopp, have questioned whether the company can verify that its custodians are not using its holdings for other purposes. An on-chain analysis revealed that while approximately 415K BTC held at Coinbase and Anchorage are traceable, over 110K BTC remains unaccounted for across its custodians. Additionally, more than 183K BTC held with Fidelity Custody is not easily verifiable due to its wallet structure. Despite these concerns and a recent slide in its stock price, Saylor maintains the company only buys "real Bitcoin," audits its custodians, and does not engage in rehypothecation.

ambcrypto01/29 23:02