MicroStrategy: Wall Street's Most Ambitious Bitcoin Play?
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MicroStrategy: Wall Street’s Most Ambitious Bitcoin Play?

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Azeez Mustapha

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If you’ve been watching the crypto world lately, you’ve probably heard of MicroStrategy (MSTR). What started as a regular software company has become one of Wall Street’s most interesting Bitcoin stories.

Let’s look at how this company changed from making business software to becoming a powerful force in the Bitcoin market.

The Birth of a Bitcoin Giant

MicroStrategy: Wall Street's Most Ambitious Bitcoin Play?
Image via MicroStrategy

In 2020, MicroStrategy’s CEO, Michael Saylor, made a bold move that would change his company forever. Looking at the company’s cash savings sitting in the bank, Saylor worried that inflation would make this money worth less over time. Instead of letting that happen, he decided to put the company’s money into Bitcoin.

But he didn’t stop there.

Saylor turned MicroStrategy into something completely new: a company that uses Wall Street’s own tools to buy as much Bitcoin as possible. While the company still makes software, that’s not what gets investors excited anymore. Today, people buy MicroStrategy shares mainly because of its massive Bitcoin holdings and its clever ways of getting more.

How MicroStrategy Builds Its Bitcoin Empire

MicroStrategy uses three main methods to raise money for buying Bitcoin.

First, they create and sell new shares through what’s called “ATM offerings.” This lets them sell shares whenever they want at current market prices, using the money to buy more Bitcoin.

Next, they use convertible notes, which are special loans where lenders can either get their money back with interest or turn their loans into company shares if the stock price goes up. Because lenders like having this choice, MicroStrategy often gets these loans with very low interest rates.

Finally, they use regular bonds, which is just straightforward borrowing, like a company credit card. MicroStrategy sells these bonds to investors and promises to pay them back with interest.

This strategy has turned MicroStrategy into what many call a “Bitcoin accumulation machine.” They’ve created a system that lets them keep buying more Bitcoin using traditional financial tools, making it easier for Wall Street investors to get involved in the crypto market.

Why Many Investors Are Choosing MicroStrategy Over Bitcoin ETFs

Many investors, especially big institutions, can’t buy Bitcoin directly because of their investment rules. But they can buy MicroStrategy’s bonds or shares. This gives them a way to profit from Bitcoin’s price moves without actually owning any Bitcoin.

But there’s more to it. When you buy MicroStrategy stock, you’re not just getting Bitcoin exposure—you’re getting what investors call “leveraged exposure.” This means that if Bitcoin’s price goes up by 20%, MicroStrategy’s stock might go up by 40% or more. This happens because the Bitcoin they own becomes more valuable, investors feel more confident about their strategy, and the company can raise money on better terms.

The Premium Price and Market Position

Here’s something interesting: MicroStrategy’s market value is almost three times higher than the value of the Bitcoin it owns. Why? Because investors aren’t just betting on the Bitcoin—they’re betting on Saylor’s ability to keep getting more.

The company’s stock price depends on several factors. The amount of Bitcoin they own plays a big role, but so does the premium investors are willing to pay above that Bitcoin value. Their ability to keep raising money and market sentiment about both Bitcoin and MicroStrategy’s strategy also heavily influence the price.

Fixed-income funds often choose MicroStrategy because they can lend money through bonds or convertible notes, getting Bitcoin exposure without breaking their investment rules. Growth investors like that: MicroStrategy keeps increasing their Bitcoin per share over time through financial engineering.

Meanwhile, those looking for leverage appreciate how the stock can move more dramatically than Bitcoin itself.

MicroStrategy: Wall Street's Most Ambitious Bitcoin Play?
MSTR Weekly Chart

Is MicroStrategy Right for Your Portfolio?

Even the biggest fans of MicroStrategy usually keep it as a small part of their Bitcoin investments—often around 5%. Why? Because while MicroStrategy offers the chance for bigger gains than just holding Bitcoin, it also comes with bigger risks.

The company has turned itself into a unique investment vehicle: part Bitcoin fund, part financial engineering experiment. For investors who want more than just Bitcoin’s regular price movements, MicroStrategy offers an interesting but riskier option.

Remember, though: this is not your typical company investment. When you buy MicroStrategy stock, you’re really betting on two things: Bitcoin’s future and Saylor’s ability to keep his Bitcoin-buying machine running smoothly.

The premium price investors pay reflects their confidence in both of these factors, making MicroStrategy one of the most fascinating stories in today’s crypto market.

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