Michael Saylor’s $14B Bitcoin Gamble Outperforms Amazon & JPMorgan—Wall Street Stunned

Bitcoin’s institutional adoption hits a fever pitch as MicroStrategy’s audacious bet pays off—big time. The $14 billion crypto haul now rivals traditional finance giants, leaving analysts scrambling to update their spreadsheets.

Wall Street’s reaction? A mix of awe and existential dread. Meanwhile, goldbugs quietly sob into their 20th-century hedge funds.

Key takeaways:

- Corporate treasuries now face a brutal choice: stack sats or get left behind

- The 'digital gold' narrative just got a $14B endorsement

- Jamie Dimon reportedly seen flipping through Satoshi’s whitepaper (allegedly)

One thing’s clear: when the suits start FOMOing into crypto, the game’s changed forever. Just don’t expect them to understand the tech—they’re still trying to figure out how to short it.

Critics Double Down on Saylor’s Bitcoin Treasury Strategy Despite Record Performance

The anticipated record profit for the quarter ending June 30 comes amid intensified criticism from prominent skeptics, including renowned short-seller Jim Chanos.

During a recent Odd Lots podcast episode titled “On the Absurdity of Bitcoin Treasury Companies,” Chanos criticized Strategy’s treasury strategy and advised investors to short MSTR stock while purchasing Bitcoin directly, betting that the large premium the stock commands over its token holdings will eventually contract.

Noted short-seller Jim Chanos is now shorting shares of Strategy (formerly @MicroStrategy) while simultaneously buying bitcoin directly.#JimChanos #Bitcoinhttps://t.co/EKkOhUWttz

Chanos shared Strategy’s latest Bitcoin acquisition data, commenting: “It looks like Saylor will be happy to sell you some more MSTR stock, as he tapped the common equity ATM for over half a billion dollars again last week.”

In that case, it looks like Saylor will be happy to sell you some more $MSTR stock, as he tapped the common equity ATM for over half a billion dollars again last week. pic.twitter.com/N8Sp0t26yO

The Wall Street investor also revealed insider information suggesting that Strategy was being considered for S&P 500 inclusion, though this decision has reportedly been delayed until September.

However, Saylor maintains that most critics fundamentally misunderstand Strategy’s business model.

He has faced criticism for over four years, yet his company has dramatically outperformed both single stocks and the broader S&P 500 index.

Strategy’s shares (MSTR) have skyrocketed more than 3,130% since Saylor initiated Bitcoin purchases in mid-2020 as an inflation hedge.

During the same timeframe, Bitcoin has gained approximately 1,000%, while the S&P 500 has risen around 115%.

THIS IS F*CKING POWER!!!$MSTR UP 1,540% VS S&P 500’S 111% SINCE 2020.

THE #BITCOIN STRATEGY CAN’T BE BEATEN!!! pic.twitter.com/xWFNtH277H

The stock ROSE 40% in the second quarter, outperforming the S&P’s 11% gain.

Recall that Strategy concluded its strongest month since November 2024 with a 32% surge in April, closing at $380.11, up from $288 at the period’s start.

Strategy Accounting Changes Drive Q2 Profitability as Corporate Bitcoin Adoption Spreads

Strategy’s substantial Bitcoin holdings are beginning to translate into profitability primarily due to anticipated modifications in cryptocurrency asset accounting regulations.

Despite widespread awareness of the accounting methodology change, the first-quarter loss has attracted several class-action lawsuits alleging that Strategy executives made false and misleading statements that harmed shareholders.

Strategy stated its intention to “vigorously defend against these claims” in a recent Securities and Exchange Commission filing.

Saylor’s Bitcoin accumulation strategy has inspired numerous imitators seeking to replicate his success.

Other companies are also adapting the approach for different cryptocurrency tokens.

For example, SharpLink Gaming Inc. is accumulating Ether, the second-largest cryptocurrency, while Upexi Inc. recently raised $100 million to purchase solana tokens.

SharpLink Gaming has emerged as the world’s largest publicly traded holder of ethereum (ETH), after acquiring 176,271 ETH for $463 million. #ETH #Sharplinkhttps://t.co/ynahjYt7Hd

A group of hedge fund executives recently attempted to raise $100 million to acquire BNB, Binance’s native token, through a publicly traded vehicle.

Most recently, BitMine Immersion Technologies’ stock soared 511% after announcing a $250 million private placement dedicated entirely to Ethereum accumulation as part of its Ether treasury strategy.