June 29, 2026
Bitcoin

Saylor Readies For Shoot Out With MSTR Bears: Will Strategy Drop Another BTC Buy?


In Bitcoin news today, Michael Saylor posted Strategy’s BTC acquisition tracker chart to X on Sunday, June 29, captioned “We’re gonna need more charts”, his established pre-buy signal, even as the firm’s Bitcoin treasury sits roughly $13Bn underwater with BTC price trading below $60,000, its weakest level since October 2024.

The post follows the same pattern as the one Saylor deployed before disclosing purchases on June 7 and June 21. If a Monday 8-K filing confirms a fresh acquisition, it would mark Strategy’s fourth consecutive week of buying, a streak of conviction that is becoming harder and more expensive to sustain.

Saylor bullposting Strategy’s Bitcoin accumulation comes as BTC USD dropped below $60,000 overnight, with the world’s largest digital asset currently down -1% on the day, with over $20.7Bn in daily trading volume.

The Numbers Behind the Defiance

Strategy holds 847,363 BTC at an average cost of approximately $75,646 per coin, according to the firm’s June 22 disclosure. With bitcoin near $60,000, the market value of those holdings sits around $50.8Bn against a cost basis of roughly $64.1Bn, an unrealized loss The Block has tracked as high as $14Bn as the selloff has deepened.

The most recent confirmed Bitcoin buy was a 520 BTC purchase on June 22 for about $35M, Strategy’s smallest recent tranche by a wide margin. That same week, the firm added $300M to its dollar reserve, lifting it to $1.4Bn.

On June 1, Strategy recorded its first BTC sale since 2022, offloading 32 BTC for roughly $2.5 million to cover a dividend payment before resuming weekly purchases.

Saylor has publicly framed the sell-to-buy ratio as asymmetric. In early May, he told interviewers that Strategy would buy “10 to 20” bitcoin for every coin it sells, a posture that reads as calculated defiance when the position is this deep in the red.

DISCOVER: Best Meme Coin ICOs to Invest in 2026

The Capital Stack Is Cracking: What Next for $MSTR?

In other Bitcoin news today, the MSTR stock fell to approximately $82 on Friday, its lowest close since February 2024, according to The Block’s crypto equities tracker.

More telling is what has happened to STRC’s preferred stock, Strategy’s variable-rate instrument designed to trade near its $100 par value, which hit a record low around $71 last week. STRC carries an 11.5% annual dividend.

The combined slide pushed Strategy’s enterprise mNAV, a metric comparing the company’s full market value, including debt and preferred stock, against the value of its bitcoin holdings, below 1 for the first time.

When mNAV drops below 1, the market values the firm at less than the BTC it holds, which effectively chokes off the equity-issuance machine that Strategy has used to fund accumulation.

A Block Research analysis found MSTR common stock ranks as a levered residual claim sitting behind approximately $6.7Bn of convertible debt and roughly $15.5Bn of perpetual preferred stock – a capital structure that leaves ordinary shareholders last in line.

(SOURCE: Yahoo Finance)

EXCLUSIVE: Join 99Bitcoin’s $1000 USDT Airdrop on ByBit

Bitcoin News Today: Critics Circle as Saylor Signals

In other Bitcoin news today, Ripple CEO Brad Garlinghouse told CNBC on Friday that Saylor’s team “wasn’t focused on the right stuff,” arguing the approach had hurt the broader market and pointing to STRC’s discount as evidence of a flawed financial engineering model. Garlinghouse said he remains bullish on bitcoin but contended that long-term value requires utility, not leverage.

Saylor’s response, characteristically, is another chart post. The orange-dots graphic has become a reliable leading indicator that traders now front-run ahead of Monday 8-K filings.

Whether the confirmed purchase this week is another modest 520 BTC tranche or something larger, the signal itself delivers a message: the accumulation strategy is not pausing, regardless of the paper losses, the stock price, or the critics.

The next hard datapoint is the 8-K itself – the size, the funding source, and the average price paid will tell the market whether Strategy is managing a controlled slowdown or genuinely doubling down at the worst entry point in its history.

EXPLORE: Best Crypto Presales With Asymmetric Upside in the Current Market

Follow 99Bitcoins on X For the Latest Market Updates and Subscribe on YouTube For Daily Expert Market Analysis.

The post Saylor Readies For Shoot Out With MSTR Bears: Will Strategy Drop Another BTC Buy? appeared first on 99Bitcoins.





Source link

Leave feedback about this

  • Quality
  • Price
  • Service

PROS

+
Add Field

CONS

+
Add Field
Choose Image
Choose Video