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The Latest Breaking News from Strategy

Michael Saylor Just Sold Bitcoin at a Loss for the Third Time in 2026

Bitcoin trades near $64,800 on August 7, and Michael Saylor picked this exact moment to reaffirm the most audacious goal in corporate finance: making Strategy the largest company on Earth by market capitalization.

International Business Times

Michael Saylor Says ChatGPT Helped Strategy Raise $15 Billion for Bitcoin Purchases: 'They Never Thought to Do It'

Strategy Inc. (NASDAQ:MSTR) co-founder Michael Saylor said OpenAI‘s ChatGPT helped Strategy design a novel preferred stock structure that ultimately enabled it to raise roughly $15 billion to purchase additional Bitcoin (CRYPTO: BTC).

Benzinga

Crypto billionaire Michael Saylor says he made $15 billion last year with ChatGPT—and has one rule: 'Don't try to outwork the robots'

In the age of AI, the key to building wealth isn’t trying to compete with machines—it’s using them to your advantage, says billionaire Michael Saylor.

Fortune

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Michael Saylor's Strategy Sold Another $105 Million In Bitcoin. It Boosted Its Cash Reserve And Bought Back STRC Shares

Strategy continued adjusting its capital structure last week by selling more Bitcoin, raising nearly $291 million through common stock sales and repurchasing STRC preferred shares while keeping its dividend rate unchanged.

International Business Times

Michael Saylor Defends Strategy's Sale of 1,638 BTC Worth $105M to Fund Dividends Amid Coldcard Hack

Michael Saylor's Strategy sold Bitcoin worth millions to manage capital, while Saylor maintains his personal BTC holdings. Learn about the impact on Bitcoin prices and investor reactions.

International Business Times UK

Strategy's Structural Strength: Hidden in a $8 Billion Illusion

Strategy's $8.22 billion Q2 loss stemmed from an unrealized Bitcoin markdown, as management sold BTC for tax assets and moved to stabilize its STRC preferred stock and liquidity.

MarketBeat

Elon Musk Says Money Won't Exist by 2036, Then He Launched a Payments App.

Elon Musk sat down with The Economist at his Texas Gigafactory in late July and made a claim that lands like a wrecking ball on Bitcoin's entire investment thesis.

International Business Times

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Strategy Stock Sends Crypto Investors a Huge Signal as the Company Halts Bitcoin Buying

MSTR stock rose as the company skipped BTC buying for a third-straight week and bought back preferred shares instead. Here's why it matters.

Barchart

Dear MicroStrategy Stock Fans, Mark Your Calendars for July 30

Strategy's Bitcoin-fueled ride has hit turbulence, and July 30's earnings will show whether it still flies.

Barchart

Crypto's Hottest Trade Has Been Underwhelming. Companies Are Now Racing Toward AI Instead

A growing number of former cryptocurrency treasury companies are rebranding around AI after steep declines in both digital assets and their own share prices.

International Business Times

Tesla Just Ate a $112M Bitcoin Loss and Refused to Sell. Michael Saylor Blinked First.

Tesla booked a $112 million after-tax loss on its Bitcoin in the second quarter and sold exactly zero coins. Its 11,509 BTC sat untouched while Bitcoin slid roughly 14%.

International Business Times

Michael Saylor’s Bitcoin Treasury Company Strategy Is Falling Apart

Strategy's Bitcoin treasury strategy has shifted from relentless accumulation to protecting its balance sheet. As the model evolves, direct Bitcoin ownership or spot ETFs remain the best way to gain crypto exposure.

Barchart

Why Strategy’s (MSTR) Q2 Earnings Test May Help Engineer a Short-Term Pop

Although Strategy has struggled badly due to the crypto fallout, there is a quantitative case for a quick bet on MSTR stock.

Barchart

Japan’s Crypto Overhaul Could Open the Door to a Wave of Institutional Money

Japan's shift to regulate digital assets as securities is opening pension and institutional capital flows, boosting proxy stocks Strategy and Coinbase despite elevated short interest.

MarketBeat

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The Economic Times

Strategy bitcoin sales shine light on faltering crypto hoarding companies

Crypto treasury firms face mounting pressure as falling bitcoin prices erode valuations and investor confidence. Strategy’s fresh sales plan has revived scrutiny of the digital asset treasury model, with declining mNAV, weak trading volumes and liquidity concerns raising doubts about sustainability amid macro headwinds and tighter financial conditions.

Benzinga

Michael Saylor Hints at More Bitcoin Purchases With 'Orange Dots' — Analyst Sees 'Great Opportunity' in MSTR Despite the 'Mocking'

Fortune

3 reasons Bitcoin is stuck in a bear market—and why one analyst predicts a rebound to $100,000 by year-end

Rising inflation, Bitcoin’s four-year cycle, and excess leverage continue to draw the cryptocurrency’s price down.

Barchart

Strategy Just Broke Its Biggest Bitcoin Rule. What It Means for MSTR Stock.

Strategy sold $216 million of Bitcoin for the first time under a new treasury strategy, sending MSTR shares lower despite continued Wall Street optimism.

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Benzinga

Bitcoin Bottom 'Likely Already In,' $120,000 Is the Year-End Target, Strive CEO Says

Strive Asset Management CEO Matt Cole said at BTC Prague that Bitcoin (CRYPTO: BTC) is likely bottoming around the 200-week moving average and projects a base case of $80,000 to $120,000 by year-end.

Benzinga

Bitcoin Rebounds Above $63,000: The $487M ETF Reversal May Be Driving the Rally

U.S. spot Bitcoin (CRYPTO: BTC) ETFs logged back-to-back daily inflows for the first time since May 5-6, pulling in $487 million across two sessions after roughly eight weeks of bleeding $8.26 billion in outflows.

International Business Times UK

Peter Schiff Explains Why Michael Saylor Sold 3,588 BTC Instead of More Stock to Fund Dividend Payments

Bitcoin prices were muted despite a surge in trading volume after Strategy sold BTC to pay dividends, sparking market concerns around the sustainability of its preferred dividends.

International Business Times

Bitcoin Fell After Strategy Sold $216 Million Worth of It. Then Trump Said that He's 'A Big Crypto Guy'

The world's largest cryptocurrency initially tumbled toward the $60,000 mark after Strategy, the largest corporate holder of bitcoin, disclosed it had sold an additional $216 million worth of the digital asset. However, it rebounded after Trump touted it.

International Business Times

BitMine Added $73 Million In Ethereum While Strategy Sold Bitcoin For Dividends. Crypto Treasury Models Move In Opposite Directions.

Publicly traded crypto treasury companies took sharply different approaches to managing their digital asset holdings last week, with one expanding its Ethereum position while another reduced its Bitcoin reserves to meet corporate financial obligations.

Fortune

Strategy sheds $216 million in Bitcoin in crypto hoarder’s largest sale ever

The Bitcoin giant has reversed its crypto-hoarding strategy amid a broader market downturn.

Benzinga

Michael Saylor's Strategy Sold 3,588 Bitcoin at a Loss: What Is Happening?

Strategy Inc. (NASDAQ:MSTR) sold 3,588 Bitcoin (CRYPTO: BTC) for roughly $216 million last week to fund preferred stock dividends, with MSTR falling 5% in pre-market trading after the announcement.

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