Strategy | Crypto

Michael Saylor says Strategy aims to make STRC the world's best credit instrument after the company sold bitcoin to help fund preferred stock distributions

The move suggests a greater willingness on the part of Michael Saylor and Strategy to use BTC holdings to support the capital structure, said one analyst, while others disagreed.

The world's largest public Bitcoin holder reduced its stash to 843,706 BTC, while raising $128.3 million through Class A stock sales. [Update 1:57 P.M. UTC, June 1 -- Updates third paragraph with share price decline in Monday morning trading.] Strategy sold 32 BTC last week, its first reported Bitcoin sale since a 2022 tax-loss transaction, as the company moved to fund preferred stock distributions. Strategy sold 32 Bitcoin (BTC) for $2.5 million at an average price of $77,135 per BTC, reducing its holdings from 843,738 BTC to 843,706 BTC, according to a Monday 8-K filing with the US Securities and Exchange Commission. Read more

On May 29, Strategy (formerly MicroStrategy) moved more than 411 Bitcoin to Coinbase Prime, drawing fresh scrutiny to Michael Saylor’s financing model. Arkham Intelligence data showed two transfers of roughly 205.3 BTC and 206.2 BTC from Strategy-associated wallets before the coins reached the destination address. This movement has not been confirmed as a sale, and […] The post Strategy selling? Saylor’s Bitcoin transfer to Coinbase puts his treasury model under cash pressure appeared first on CryptoSlate.

Strategy’s capital structure may be under pressure as Arca’s Jeff Dorman highlights $15 billion in preferred stock obligations and CEO comments on possible Bitcoin sales. Strategy is facing renewed scrutiny over its preferred stock financing model as investors question whether dividend obligations could eventually pressure the company to sell some of its Bitcoin. The Strategy situation has “gotten out of hand,” Arca chief investment officer Jeff Dorman said in an X post on Thursday, referring to its roughly $15 billion in preferred stocks carrying around $1.5 billion in annual dividend obligations. Dorman warned that the structure may become increasingly difficult to manage if market conditions remain volatile, with Bitcoin (BTC) trading about 16% lower year-to-date at roughly $73,737 at the time of writing. Read more

Strategy reduced aggregate convertible notes outstanding to $6.7 billion after repurchasing 2029 notes for $1.38 billion in cash. Michael Saylor's Strategy, the largest corporate Bitcoin holder, has repurchased $1.5 billion of its 0% convertible senior notes due in 2029 for $1.38 billion at an 8% discount to par, in a move that significantly cuts future debt obligations. The purchase reduces Strategy’s outstanding debt through convertible notes from $8.2 billion to $6.7 billion for 2029, the company announced on Tuesday. The notes were repurchased using the company's cash reserves. Strategy also reported an additional $15.5 billion in aggregate notional amount of outstanding preferred stock and a USD reserve of $871 million. Read more

Smaller Bitcoin treasury companies bought about $46 million worth of Bitcoin below $80,000 last week as the largest corporate holder paused its weekly buys. Smaller Bitcoin treasury firms added 602.6 BTC worth about $46 million last week, even as the largest corporate holders appeared to pause their acquisitions. The purchases included a 381.6 Bitcoin (BTC) acquisition by asset manager and Bitcoin treasury company Strive, 200 BTC bought by global consumer food brand DDC Enterprise Limited, 19 BTC acquired by UK-based web design company The Smarter Web Company (SWC), and 2 BTC bought by AI data center company Hyperscale Data. The buying suggests corporate Bitcoin demand has not disappeared during the latest drawdown, but has shifted toward smaller treasury firms while market leader Strategy paused its usual weekly accumulation. Read more

Strategy chairman Michael Saylor said the goal is to maximize Strategy’s Bitcoin per share by 2033. Strategy chairman Michael Saylor has not ruled out the company offloading some Bitcoin as early as this year, after recently softening his long-held “never sell” stance. “I think it's not unlikely that we'll sell some Bitcoin between now and the end of the year,” Saylor said during an interview with Natalie Brunell published to YouTube on Friday. Saylor said it is “also likely” that the company will sell a mix of equity and credit and manage its USD and cash holdings. “We do it in a very thoughtful programmatic fashion where we're running our multivariate models, and we're literally running them,” Saylor said, noting the company is focused on long-term outcomes out to 2033: Read more

Throughout 2026, MSTR stock and Strategy’s preferred securities are trading as more than a simple Bitcoin proxy. Bitcoin is down about 12.5% year to date, while Strategy stock, trading as MSTR, is up about 6.8% Strategy's preferred securities have also held up better than BTC in price. STRC is nearly flat, while STRD, STRF, and STRK […] The post MSTR stock is beating Bitcoin, but another Strategy asset matters more now appeared first on CryptoSlate.

Michael Saylor’s Strategy bought 24,869 Bitcoin for $2.01 billion last week, lifting holdings to 843,738 BTC as STRC sales funded around 97% of the acquisition. Michael Saylor’s Strategy, the world’s largest public Bitcoin holder, made another massive BTC acquisition last week as the crypto asset hovered around $80,000. Strategy acquired 24,869 Bitcoin (BTC) for $2.01 billion between May 11 and 17, according Monday's 8-K filing with the US Securities and Exchange Commission. Read more

The notes carry a 0% coupon, but can be converted into equity in the company if holders choose to redeem their notes for shares. Bitcoin treasury company Strategy announced on Friday that it will repurchase $1.5 billion in 0% convertible notes, due in 2029, retiring about half of the 2029 convertible note tranche’s total outstanding debt. Strategy entered into “privately negotiated transactions” with a portion of its 0% senior convertible note holders on Thursday, agreeing to repurchase the debt for an estimated $1.38 billion, according to the company’s Securities and Exchange Commission (SEC) filing. The transaction is set to settle on Tuesday of the week following the publication of this article, the company said, adding that the final repurchase amount could “vary” from the estimated amount based on market conditions. The company added: Read more

Strategy agreed on May 15 to repurchase roughly $1.5 billion principal of its 2029 convertible notes for an estimated $1.38 billion in cash. The firm told investors in its Form 8-K that it may fund the repurchase with available cash reserves, ATM sale proceeds, and/or Bitcoin sale proceeds. Strategy expects to cancel the repurchased notes, […] The post Strategy has put Bitcoin sales on the table for repurchases – but will it affect BTC price? appeared first on CryptoSlate.

Strategy has leaned on Stretch to fund Bitcoin buys over the past 12 months as funding through senior convertible notes and at-the-market equity offerings has tightened. Strategy’s perpetual preferred stock, STRC, the company’s primary vehicle for funding its Bitcoin purchases in 2026, hit a new daily trading volume record of $1.5 billion on Thursday. “All-time high volume. $1.53B of liquidity,” chairman Michael Saylor said, referring to Strategy’s Variable Rate Series A Perpetual Stretch Preferred Stock.  Stretch offers investors an 11.5% dividend without requiring the company to dilute common shares.  Read more

Strategy is approaching the $28 billion issuance limit on its STRC stock, but Delphi researchers pointed to other capital-raising mechanisms that may fuel its BTC accumulation. Strategy’s preferred stock funding engine could hit a key constraint within the next year, potentially slowing the company’s Bitcoin purchases unless it expands issuance capacity or leans more heavily on common-stock sales, according to Delphi Digital. Delphi said Strategy’s Variable Rate Series A Perpetual Stretch Preferred Stock, known as STRC, has become one of the company’s main Bitcoin-buying tools but has an authorized issuance cap of about $28.3 billion. If the cap is reached without an extension, Strategy’s Bitcoin accumulation could “slow or stop while the dividend obligation remains,” the report said. Read more

Bitcoin has been seeing recurring mid-month strength this year, and it is becoming harder to separate it from Strategy’s (formerly MicroStrategy) expanding preferred-stock machine. The funding channel is helping the company continue to buy the flagship digital asset while adding a growing layer of cost to its balance sheet. Research firm K33 has tied the […] The post Bitcoin keeps rallying mid-month – Is Saylor using Strategy’s STRC funding loop to pump BTC? appeared first on CryptoSlate.

A May 7 JPMorgan client note estimated that Strategy could buy roughly $30 billion in Bitcoin in 2026 if Michael Saylor's company maintains its current purchasing pace. That figure positions Strategy alongside spot ETF flows and miner supply as a structural force in Bitcoin's demand architecture. Strategy holds 818,869 BTC acquired for $61.86 billion at […] The post JPMorgan’s $30 billion Strategy call exposes Bitcoin’s new market fault line appeared first on CryptoSlate.

Strategy’s potential 3,127 BTC buy this week, alongside falling stablecoin dominance, suggests more capital may enter the Bitcoin market. Bitcoin (BTC) may reach $100,000 by June as Strategy’s renewed buying power and falling stablecoin dominance suggest liquidity is returning to crypto. Key takeaways: Strategy’s preferred stock, Stretch (STRC), has reclaimed its critical $100 par value, restoring one of the company’s funding mechanisms for Bitcoin purchases, data from STRC.LIVE shows. Read more

Strategy added $43 million in Bitcoin last week after Michael Saylor drew mixed investor reactions for signaling potential BTC sales to fund dividend payments. Strategy bought 535 Bitcoin for $43 million last week, resuming its accumulation strategy days after its chairman, Michael Saylor, said the company may sell some of its holdings to fund dividend payments. The world’s largest corporate Bitcoin holder acquired the Bitcoin (BTC) between May 4 and May 10 at an average price of $80,340 per BTC, according to a Monday filing with the US Securities and Exchange Commission. The purchase lifted Strategy’s total holdings to 818,869 BTC, acquired for about $61.86 billion at an average price of $75,540 per coin, including fees and expenses. Read more

Strategy CEO outlined conditions in a under which the company would sell Bitcoin, Trump Media posts $406M quarterly loss: Hodler’s Digest

The Bitcoin advocate spoke up after Michael Saylor signaled that the company might sell some BTC, a major departure from the Strategy founder's previous rhetoric. Michael Saylor's comment this week that Strategy might sell portions of its Bitcoin holdings, is a decision that gives the BTC treasury company Strategy, optionality, according to BTC advocate Samson Mow. “Never selling limits optionality. Public markets are war. In war, you need all available tools at your disposal,” Mow said after company co-founder Saylor's comment during Strategy’s first-quarter earnings call on Tuesday. That the company might sell some BTC in the future, Mow added: Strategy is the largest publicly traded Bitcoin treasury company, according to BitcoinTreasuries, and holds 818,334 BTC at the time of this writing, and any potential sales could weigh on spot BTC market prices, according to some crypto market analysts. Read more