Michael Saylor
Executive Chairman, Strategy Inc. · 1 appearance on the record.
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Saylor co-founded enterprise software firm MicroStrategy in 1989, served as its CEO until 2022, and spearheaded the strategy that made it the world's largest corporate holder of Bitcoin. He also founded Alarm.com, launched the free online education platform Saylor Academy, and authored the 2012 bestseller The Mobile Wave.
22statements → 12claims → 7claims resolved → 100%fully supported → 4.09/5average certainty → 2.45/5average debate potential → ≈4.0/5argument clarity, estimated → 86said about them ↓
7 supported 0 partly supported 0 contradicted 2 not yet assessed 3 not checkable as stated how the 12 claims stand · each chip opens the sources
3 predictions · 9 assertions · 2 opinions · 4 insights · 4 disclosures · every statement was checked. The predictions and assertions are the 12 claims: statements the public record can support or contradict. 7 are resolved, 2 are not yet assessed, and 3 name no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.
The record, in short
What the tape says about how Michael argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.
How they sound: not measured why? →
We measure speaking style by listening to the audio itself, and a fair number needs at least 2,000 words from one person on tape we have measured. There is too little of Michael Saylor on measured tape to publish a rate. This says nothing about how they speak.
Everything Michael Saylor said on My First Million that made the record, most notable first. Filter by type, assessment or year in the ledger →
Saylor: Bitcoin Is the Greatest Corporate Treasury Asset of Our Lifetimes
“Bitcoin is an exploding asset class. It's really a, it's the greatest treasury reserve asset of our lifetimes, and it's the solution to every company's treasury problem.”
Saylor: Converting Corporate Cash to Bitcoin Turns Liabilities Into Assets
“So if you take a company with cash and you invest in Bitcoin, you have invested, you have converted a liability to an asset.”
Saylor: Companies should convert cash, debt, and equity into Bitcoin
“So the big idea here is you want to fix any company, sweep all the cash flows into Bitcoin, convert the treasury into Bitcoin. Borrow against your future cash flows in dollars. Convert that into Bitcoin. Finance all your fixed assets in dollars. Convert that i…”
Saylor: Bitcoin will become a $10T primary global treasury reserve asset
“You know, people that understand Bitcoin think it's going to grow to become the 10 trillion dollar asset that gold is, and then it's going to replace negative yielding sovereign debt and then corporate debt and ultimately it will become the primary treasury re…”
Saylor: MicroStrategy's Two Strategies Are Selling Software and Holding Bitcoin
“The business has two strategies, and the first strategy is we sell business intelligence software to our customers, and the second strategy is we acquire and hold Bitcoin. That is the business.”
Saylor: Corporate cost of capital surged to 25% after March 2020
“The treasury problem is that subsequent to March, 20 20, the cost of capital exploded from eight percent to 25%. And you can see that in the performance of the S&P 500 index, which went from about eight percent a year for a decade to more than 25% in that next…”
Saylor: 5%-growth companies destroy value when cost of capital hits 25%
“You can't hold value in a company growing at five percent a year when the cost of capital is 25% a year. That's why the only thing you can buy is going to be a high tech stock that's growing. You need to buy a tech monopoly that can grow 20 or 25% a year.”
Saylor: MicroStrategy's Bitcoin will generate more value than software operations over 20 years
“The investment income for sure.”
Saylor: Money supply will expand 15% annually through 2029
“I think that 15% is, 15% for the next eight years is reasonable.”
Saylor: MicroStrategy bought $2.2B in Bitcoin and holds over $5B
“No we bought 2.2000000000 worth of Bitcoin. We own about five, a bit more than five billion, depending upon the day.”
Saylor: Google should have paid $1B for voice.com
“Like the truth is Google should have paid a billion dollars for the word voice. I mean, if they're going to try to launch a voice service, it's worth it to them.”
Saylor: MicroStrategy Issued $1B Convertible Offering at 0% Interest
“And then we did a billion dollar debt offering. And we did that billion dollar convert offering at zero percent interest.”
Saylor: MicroStrategy's Bitcoin Strategy Greatly Improved Recruiting and Retention
“It's been great for retention, and it's been great for recruiting.
We can get, we get people, first of all, the company's brand has been amped up by a factor of a thousand.
I mean, a lot more people know us now.”
Saylor: MicroStrategy's Bitcoin Cost Basis Is $24,000 With Permanent Capital
“Well, we have permanent capital, so it doesn't make a difference to us, right?
Like right now, for example, we have a three billion dollar investment gain.
So if you cut Bitcoin in half, we would still have an investment gain, right?
I mean, our basis is 24,00…”
Saylor: voice.com sold for $30M, largest naked domain sale in history
“I owned voice.com and I sold it for thirty million dollars a couple of years ago. That's the largest naked domain sale in the history of domains.”
Saylor: Premium single-word domains are undervalued scarce cyber real estate
“They're scarce real estate in cyberspace, and they'll always be good, and the world undervalues them”
Saylor: MicroStrategy Raised $650M in Convertible Debt at 75 bps
“Then we did a convertible debt offering for six hundred fifty million dollars of debt at 75 basis points.”
Saylor: MicroStrategy offered $250M Dutch auction buyback before buying Bitcoin
“So we offered to buy back two hundred fifty million dollars worth of the stock in this Dutch auction. So if you disagree with the decision to buy Bitcoin, you can sell the stock back at a profit. Our stock was one 20. We offered to buy the stock back at up to …”
Saylor: MicroStrategy's 2,000-person core software business generates $75M annually
“Well, all 2000 people doing a 100,000 things right perfectly for the entire year competing against Microsoft that has more money than God, they can generate seventy five million a year.”
Saylor: Bitcoin Hit $1T Faster Than Apple, Microsoft, Amazon, or Google
“It took Google 22 years to get to a trillion. It took Amazon 24 years to get to a trillion. It took Apple 42 years to get to a trillion. It took Microsoft 44 years to get to a trillion. It took Bitcoin 12”
The other half of the tape: Michael Saylor's own voice is left out of every number here. Other people bring the name up 75 times in 7 episodes on My First Million. 11 statements on the record name them. every mention, with the transcript →
Who brings them up most Shaan Puri 41Sam Parr 31Anthony Pompliano 2Jack Butcher 1
Statements about Michael Saylor, by other people (11)
MicroStrategy's debt-fueled Bitcoin acquisition strategy is not a risk-free free lunch.
“There is no strategy that is risk-free. There is no free lunch. And I think that right now, the entire narrative is about how this is a free lunch, how this is a free money glitch, and I don't believe that.”
Michael Saylor intentionally detached MicroStrategy from its software fundamentals into a meme.
“So he's basically created, he's
Intentionally turned him, turned MicroStrategy into a meme stock.
Meaning, he's detached it from the underlying business in the way that GameStop did.”
Sam Parr refuses to invest personal funds in MicroStrategy's Bitcoin strategy.
“I wouldn't, I, with my own money, I wouldn't touch any of this. Yeah. Yeah. That's what I would say right now. I have no proof other than it just, it doesn't feel good.”
Puri: Anthony Pompliano raised $750M via SPAC for a Bitcoin strategy
“So our friend Pomp, Anthony, they SPAC'd a company, and the company's goal was to do the kind of Michael Saylor playbook, which is, it's a Bitcoin acquisition and finance company, and so what they're doing is they raise, I think, seven hundred fifty million do…”
Puri: MicroStrategy holds $15B in Bitcoin, up 97% on $7.3B invested
“So he currently has 14.96 billion Dollars of Bitcoin in MicroStrategy, and it's up 97% all time. So he's put in 7.3 billion, and now it's sitting on fifteen billion of assets.”
Pompliano: MicroStrategy owns over 210,000 Bitcoin, exceeding 1% of total supply
“And he went from owning zero Bitcoin in July of 2020 to today he has more than 210,000 Bitcoin, which is more than one percent of the Bitcoin network.”
Puri: Interviewers must break guests out of repetitive PR talking points
“More times than not, it's better to get somebody feeling loose and comfortable and laughing and talking about something that they're genuinely like something about themselves than them just showing up for their, you know, Eighth interview of the last week and …”
MicroStrategy currently owns approximately 1% of the entire global Bitcoin float.
“He owns about one percent of the Bitcoin float today, and he's trying to get, you know, two percent, basically.”
Puri: MicroStrategy's stock remained flat from 2007 to 2020
“The stock was basically flat from 2007 to 20 20 before he started making his bet. And that's a long time, right? That's 2007 to 20 20. That's a 13 year period.”
Pompliano: MicroStrategy was first non-crypto public company converting balance sheet to Bitcoin
“And so he was the first public company that wasn't like a crypto miner or something like that to go and say, I'm going to put like 85% of my balance sheet into Bitcoin.”
Shaan Puri: Saylor turned $2M domain portfolio into over $100M
“So we spent about two million dollars buying domains like alarm.com, wisdom.com, strategy.com, michael.com, mike.com, angel.com, courage, you know, hope. And he owns all these premium domains, one word, English word domains. And he has since, you know, sold or…”
Every mention by year
tap a year for its mentions
2025 1 mention in 1 episode
2024 63 mentions in 2 episodes 32 per episode
2021 11 mentions in 4 episodes 3 per episode
- MFM #163: How Chrome Plugins Are Making Millions & How A Studying App is Going Viral
- How to Buy Distressed Assets, How to Network with Codie Sanchez | My First Million Ep. #176
- MFM #169: How One Man Has Built 5, Billion Dollar Companies
- MFM #165: How Jack Butcher is Selling his Art for $76m & How to Research Wealthy People
- every mention in 2021, scene by scene →
Appearances (1)
| Episode | Date | Speaking time |
|---|---|---|
| MFM #161: Why Michael Saylor Believes Bitcoin is Hope | Mar 17, 2021 | 49m |