Michael Saylor, Founder & Chairman at MicroStrategy
4.7/5 Rating
Cryptocurrency
Approx. 40 Million USD/mo
Approx. 477 Million USD ARR

Michael SaylorFounder & Chairman

In this interview, MicroStrategy co-founder and Chairman Michael Saylor discusses the utility of Bitcoin as a digital capital store of value. Saylor explains why fiat currencies face systemic debasement, analyzes the limitations of traditional assets like residential housing and gold, and outlines how MicroStrategy used artificial intelligence to design a variable dividend preferred stock that raised fifteen billion dollars. He also shares his views on artificial intelligence, S-curves, and lessons from human history.

Michael Saylor

Michael Saylor

Founder & Chairman

MicroStrategy

MicroStrategy

Founder Stats

  • Cryptocurrency
  • Started 1989
  • Approx. 40 Million USD/mo
  • 1500+ team
  • Tysons Corner, Virginia, United States

About Michael Saylor

Michael Saylor is the co-founder and Chairman of MicroStrategy, an enterprise business intelligence and software company established in 1989. Saylor studied aeronautics and astronautics at MIT. Under his leadership, MicroStrategy pioneered global business intelligence before pivoting in 2020 to adopt a historic Bitcoin treasury strategy, making the firm the largest corporate holder of digital currency. Saylor is also a prominent author and public advocate for digital empowerment, Bitcoin, and economic sovereignty.

Interview

August 7, 2026

1. What was the original mission of MicroStrategy when you co-founded it in 1989?2. How did the 2020 lockdowns lead to your discovery of Bitcoin as a treasury asset?3. What is the core message of digital empowerment you share with the public?4. Why do you consider fiat currencies to be permissioned money held at the pleasure of the state?5. How does Bitcoin solve the transaction and transport limitations of physical cash and gold?6. Why do you believe the US dollar has lost ninety-nine percent of its value over the past century?7. What is your thesis on why young adults should avoid buying residential real estate?8. How does commercial real estate compare to residential housing as a store of value?9. Why is Bitcoin a more accessible capital preservation tool for the typical person than stocks or real estate?10. How does Bitcoin's return profile compare to Wall Street index funds and gold?11. How is the rapid advancement of artificial intelligence and robotics changing your view of the future?12. Why do you disagree with Elon Musk's theory that money will become obsolete in an age of abundance?13. How did you use artificial intelligence to design a security that made MicroStrategy fifteen billion dollars?14. Why did MicroStrategy sell a portion of its Bitcoin holdings recently despite your hold strategy?15. What is your target trajectory for Bitcoin's monetary value over the next two decades?16. What advice do you have for a twenty-five-year-old deciding how to allocate their investment capital?17. What is the value of studying history and applied statistics for modern business leaders?
Q

What was the original mission of MicroStrategy when you co-founded it in 1989?

Question 1 of 17
Michael Saylor

I wanted to make a lasting technical contribution to the world. MicroStrategy focused on business intelligence, developing software to help organizations extract valuable insights from large, raw data sources. We built that into a global enterprise intelligence company.

0
Q

How did the 2020 lockdowns lead to your discovery of Bitcoin as a treasury asset?

Question 2 of 17
Michael Saylor

When the lockdowns took place, the global economy turned upside down. I realized that cash was rapidly losing its purchasing power. I started searching for a superior capital asset and discovered Bitcoin, which has since grown our corporate value from one billion to over sixty billion USD.

0
Q

What is the core message of digital empowerment you share with the public?

Question 3 of 17
Michael Saylor

Bitcoin represents the digital transformation of assets. It allows individuals, families, and weak nations to convert their economic energy into an encrypted form that they can fully own and protect with a private key, ensuring a more powerful entity cannot take it away.

0
Q

Why do you consider fiat currencies to be permissioned money held at the pleasure of the state?

Question 4 of 17
Michael Saylor

Fiat currency requires permission from a network of commercial and central banks to hold or transfer. If you walk through an airport with a stack of cash, the government can seize it. If you keep it in a bank, the bank controls when and if you get it back.

0
Q

How does Bitcoin solve the transaction and transport limitations of physical cash and gold?

Question 5 of 17
Michael Saylor

It is incredibly difficult to transport millions of dollars in gold or physical cash across borders without state interference or massive fees. With Bitcoin, I can encrypt millions of dollars on a private key or send a text message to transfer value anywhere globally in seconds.

0
Q

Why do you believe the US dollar has lost ninety-nine percent of its value over the past century?

Question 6 of 17
Michael Saylor

A century ago, an acre of waterfront land in Miami Beach cost ten thousand USD. Today, that same acre costs ten million USD. The land did not change, but the currency lost about seven percent of its value annually, resulting in a thousand-fold debasement of the dollar.

0
Q

What is your thesis on why young adults should avoid buying residential real estate?

Question 7 of 17
Michael Saylor

Buying a home is often a debt trap. With high mortgage interest rates, property maintenance costs, insurance, and a two percent property tax, you end up paying the entire cost of the house to the government in tax every few decades. It is not an efficient store of value.

0
Q

How does commercial real estate compare to residential housing as a store of value?

Question 8 of 17
Michael Saylor

Commercial real estate is a better vehicle because you can structure lease agreements to pass property taxes, maintenance, and insurance costs directly to your tenants. This allows the underlying capital asset to appreciate alongside currency debasement without eating into your returns.

0
Q

Why is Bitcoin a more accessible capital preservation tool for the typical person than stocks or real estate?

Question 9 of 17
Michael Saylor

The average citizen should not have to become a real estate appraiser, a stock analyst, or a tax expert just to preserve their hard-earned wealth. Bitcoin allows anyone to buy a scarce, appreciating digital capital asset without the high maintenance and transaction costs of traditional property.

0
Q

How does Bitcoin's return profile compare to Wall Street index funds and gold?

Question 10 of 17
Michael Saylor

Gold has returned twelve percent annually over the past six years, the S&P five hundred index returned fifteen percent, and technology stocks returned eighteen percent. Over that same period, Bitcoin outperformed them all with an average annual return of thirty-three percent.

0
Q

How is the rapid advancement of artificial intelligence and robotics changing your view of the future?

Question 11 of 17
Michael Saylor

We are entering a digital transformation of intelligence where software will handle copywriting, coding, law, and research perfectly. Combined with a billion humanoid robots performing physical labor, technology will drive down the cost of consumables, creating an age of material abundance.

0
Q

Why do you disagree with Elon Musk's theory that money will become obsolete in an age of abundance?

Question 12 of 17
Michael Saylor

AI and robots can produce infinite utilitarian consumer goods like food and electricity, making them cheap. However, they cannot create infinite amounts of scarce capital assets. There will always be a desire for exclusive property like a beachfront home, which keeps money relevant.

0
Q

How did you use artificial intelligence to design a security that made MicroStrategy fifteen billion dollars?

Question 13 of 17
Michael Saylor

In 2025, we maxed out the convertible bond market to buy Bitcoin. I used ChatGPT to design a novel credit instrument: a variable dividend rate convertible preferred stock. By dynamically adjusting the yield, we raised fifteen billion USD to acquire more Bitcoin.

0
Q

Why did MicroStrategy sell a portion of its Bitcoin holdings recently despite your hold strategy?

Question 14 of 17
Michael Saylor

Short sellers argued our stock was worthless because we could never sell Bitcoin without crashing the market. To protect our equity and credit value, we sold a tiny fraction of our holdings. We proved we could pay dividends with Bitcoin without impacting the market price.

0
Q

What is your target trajectory for Bitcoin's monetary value over the next two decades?

Question 15 of 17
Michael Saylor

I expect Bitcoin to appreciate by approximately thirty percent annually for the next twenty years, eventually slowing down to around twenty percent. It remains the most compelling long-term capital asset, outperforming the S&P index by a factor of one point five to two.

0
Q

What advice do you have for a twenty-five-year-old deciding how to allocate their investment capital?

Question 16 of 17
Michael Saylor

Do not try to outwork the robots or pick individual stocks. Spend your money on a premium AI subscription to train your mind and build domain expertise. Any excess capital you do not need for the next four years should be put directly into digital capital like Bitcoin.

0
Q

What is the value of studying history and applied statistics for modern business leaders?

Question 17 of 17
Michael Saylor

Applied statistics helps you separate meaningful signals from noise. Reading synthetic histories, like the Story of Civilization, gives you the wisdom to realize that your contemporary challenges have already been encountered and solved by prior generations throughout human history.

0

Video Interviews with Michael Saylor

Man Who Owns 4% Of All Bitcoin: His Final WARNING To Everyone Who Doesn't Own It | Michael Saylor

Man Who Owns 4% Of All Bitcoin: His Final WARNING To Everyone Who Doesn't Own It | Michael Saylor

Man Who Owns 4% Of All Bitcoin: His Final WARNING To Everyone Who Doesn't Own It | Michael Saylor

CNBC Television | Strategy's Michael Saylor: We expect bitcoin to go up more than the S&P 500 over time

CNBC Television | Strategy's Michael Saylor: We expect bitcoin to go up more than the S&P 500 over time

Michael Saylor: 11% Low Volatility Bitcoin Yield (STRC) | Full CNBC Power Lunch Interview

Michael Saylor: 11% Low Volatility Bitcoin Yield (STRC) | Full CNBC Power Lunch Interview

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