Person holding smartphone with web page of MicroStrategy Inc. on screen in front of logo. Source: Timon - stock.adobe.com

Key Takeaways:

Strategy, led by Michael Saylor, has bought Bitcoin for 11 consecutive weeks, now holding 592,345 BTC worth over $63.6 billion.
Analysts are split on the firm’s aggressive BTC strategy, with concerns over sustainability for smaller firms using high leverage.
A VC report sees Strategy as well-positioned for downturns and likely to consolidate weaker players; an S&P 500 inclusion is forecasted with 91% probability by Q2 2025.

Michael Saylor’s firm, Strategy, is poised for its 11th straight week of Bitcoin purchases since April 14, reinforcing its aggressive accumulation approach.

On June 23, the company bought 245 BTC for $26 million, raising its total holdings to 592,345 BTC, valued at over $63.6 billion.

In 21 years, you'll wish you'd bought more. pic.twitter.com/s1I607RVda
— Michael Saylor (@saylor) June 29, 2025

This cements Strategy as the largest known corporate Bitcoin holder, with more than double the BTC of the next 20 public firms combined.

While some analysts suggest the buying streak may cause a supply shock and push prices higher, others question the sustainability of this model – especially for smaller firms using debt and equity to fund purchases.

Venture capital firm Breed noted that Strategy’s scale and disciplined bear market strategy make it better positioned to survive downturns and potentially acquire distressed competitors.

However, newer firms may struggle due to stricter capital-raising terms and higher leverage.

~98.2% chance of $MSTR qualifying for S&P 500 tomorrow.

*Does not guarantee inclusion, yet qualifies them for CONSIDERATION*

This is the first positive FASB Fair Value Accounting period for $MSTR's BTC holdings, and $MSTR's first earnings period > $500M Net Income in company… https://t.co/neIW0FBXc2 pic.twitter.com/w6Uw9o1Vww
— Jeff Walton (@PunterJeff) June 29, 2025

Investor Jeff Walton predicted a 98.2% chance that Strategy could be added to the S&P 500 by Q2 2025, signaling its growing influence in both the crypto market and corporate sector.