Behind MicroStrategy’s Bitcoin Bet

Behind MicroStrategy’s Bitcoin Bet: Investors Who Usually Play It Safe
Their biggest backers include an unlikely group of insurance companies, mutual funds and other usually conservative bond investors. The software company turned itself into a bitcoin whale and now owns some $48 billion of the cryptocurrency.
MicroStrategy to Redeem $1 Billion in Debt as Bitcoin Stash Nears $50 Billion
MicroStrategy said that it’s taking measures to manage $1.05 billion in corporate debt accumulated while stockpiling Bitcoin.
How MicroStrategy’s Bitcoin strategy is attracting conservative investors
MicroStrategy's bitcoin-backed bonds attract conservative investors despite high risks. With shares surging and critics skeptical, is the bet sustainable?
MicroStrategy Buys $1.1 Billion of Bitcoin Before Share Vote
MicroStrategy Inc. bought $1.1 billion of Bitcoin, as the company gears up for a shareholder vote on a 30 times increase its authorized Class A shares.
MicroStrategy's Trillion Dollar Bitcoin Bet Is Not What It Seems (Upgrade)
Financial writer highlights MicroStrategy Incorporated's potential buying opportunity and outperformance compared to Bitcoin. Click for this MSTR update.
Why MicroStrategy Faces Billions in Taxes Over Unrealized Bitcoin Gains
MicroStrategy looks set to pay billions in taxes on unrealized gains on its Bitcoin holdings. The Michael Saylor-led business intelligence firm MicroStrategy has enjoyed significant success in the past year thanks to its bold Bitcoin treasury strategy,
MicroStrategy (MSTR) May Face a Multibillion-Dollar Tax Bill in 2026
Analytics software company MicroStrategy ($MSTR), which is a major corporate holder of Bitcoin, may face a significant tax bill due to a new
MicroStrategy faces potential multibillion-dollar tax on unrealized bitcoin gains
MicroStrategy (NASDAQ:MSTR), one of the largest corporate holders of bitcoin (BTC-USD), may be subject to a 15% tax on unrealized gains from its $47B bitcoin stash, according to a recent disclosure, which also noted the Michael Saylor-founded company's BTC holdings include $18B of unrealized gains.
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MicroStrategy’s Bitcoin accumulation continues as Saylor posts 12th consecutive tracker
MicroStrategy's BTC accumulation plan is on course, as its co-founder Michael Saylor posted the Bitcoin tracker for the 12th ...
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MicroStrategy to redeem $1.05B in convertible notes amid concerns over Bitcoin tax rules
MicroStrategy plans to redeem $1.05B in notes amid Bitcoin tax rule concerns, due to CAMT's impact on unrealized Bitcoin ...
MicroStrategy's $1.05B Bitcoin Gamble: Genius Move or Financial Disaster in the Making?
This comes as the company continues its relentless Bitcoin buying spree, now holding 461,000 BTC worth around $48.65 billion.
MicroStrategy Suddenly Has a Tax Problem, and Needs Help From Trump’s IRS
New rules could tax unrealized gains on bitcoin holdings at large companies.
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MicroStrategy looks to Trump’s pro-crypto administration to solve its tax problems
MicroStrategy has spent years raising money via stock and debt offerings to buy Bitcoins. Now, the company is one of the ...
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MicroStrategy Faces Potential Tax Burden on Unrealized Bitcoin Gains: Report
MicroStrategy’s $47B Bitcoin holdings face tax risks as U.S. laws evolve, introducing a 15% levy on unrealized gains.
Is MicroStrategy Incorporated (MSTR) the Best Stock to Buy and Hold for 2025?
We recently published a list of 10 Best Stocks to Buy and Hold For 2025. In this article, we are going to take a look at ...
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Bitcoin, Ozak AI and Ripple Price Prediction: What’s Next for BTC, OZ, and XRP After MicroStrategy Adds 11,000 BTC?
Following MicroStrategy's 11,000 BTC acquisition for $1.1 billion, bringing its overall holdings to 461,000 BTC, interest has ...