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Here’s Why You Shouldn’t Trust Michael Saylor: Fraud, Drugs, Lies, Insider Selling + More

Since MicroStrategy’s CEO Michael Saylor announced in 2020 that his company would be adding Bitcoin to their balance sheet, the crypto world has quickly directed lots of attention towards Saylor, and his software company.
In this short amount of time, he’s gained millions of followers and is now one of the most influential and largest Bitcoin accounts on social media.
While many Bitcoin maximalists see Saylor as a visionary and view MicroStrategy’s tiny Bitcoin purchases as an example of “massive institutional demand”, a more mysterious agenda becomes very clear when diving into Michael Saylor’s corrupt, fraudulent, drug-addicted, and deceitful past.
Fun Fact: He’s ranked the #1 Loser of The Dotcom Bubble
The dot-com bubble was one of the largest bubbles in history and went on from 1995 to the 2000s. It was carried by extreme speculation for internet-based businesses, mainly with a “.com” domain for their internet address.
When Michael Saylor first got into Bitcoin, I wanted to do more research into his background, and see what other investments he’s made. Mainly to see how they played out, and analyze his investment track record.
It’s always essential to “Don’t Trust, Verify” and do your own research on public figures, cryptocurrencies, stocks, and everything else.
After scouring the internet for information that could verify his track record, and better paint an image of who exactly this guy was, I ended up stumbling across a 20-year old archived article called “The Billion-Dollar Losers Club: Think your stock losses were huge? Imagine being one of these guys” written by Fortune Magazine.
By using Thompson Financial and Bloomberg data, they came up with a list of who got hit the hardest during the tech bubble. Ranked at the first place was none other than Michael Saylor who lost $13.53 billion, which was the largest and fastest financial loss ever (at the time).
His investment failures came from years of negligent accounting practices, fraud, and overall terrible leadership.
It’s clear his companies valuation is solely based on his ability to attract hype by engaging in popular “trends”, which we saw with their eagerness to be at the center of the dot-com bubble, and now with the Bitcoin bubble.
SEC accuses Michael Saylor of Fraud.
Michael Saylor’s entire company was built on deception. The dotcom hype helped carry his stock from $30 to over $3000 in just a few years, but that all reversed (-99.9% crash) when the company was forced to restate its accounting data, which had all of the profits they’ve ever claimed to have made, erased.
On December 14th, 2000, the Securities and Exchange Commission (SEC) opened an investigation into Michael Saylor and accused him of being a fraud.
Like most SEC cases, they usually end with a settlement, and so did this one. Without admitting or denying the allegations, Saylor agreed to pay $8.3 million to shareholders and a $350,000 penalty to the S.E.C.
The SEC also revealed that instead of making profits (as Saylor had claimed) they were actually losing money. MicroStrategy was basically being fueled by new investors, which they only acquired through the excessive hype, delusions, and speculations of the dot-com bubble participants.
Sounds a lot like a Ponzi Scheme…
Michael Saylor Doesn’t Actually Like Bitcoin
Michael Saylor is playing the Bitcoin community like a fiddle.
His past tweets show him adamantly bashing Bitcoin, and even claiming it would suffer the same fate as online gambling. Many will argue that he simply changed his mind, and has opened up to it.
I don’t think anyone goes from calling it worthless, and saying its days are numbered, to calling for it to hit $1 million, and to take over the world. He didn’t change his mind on the intrinsic value of Bitcoin, which he knows is very low, he simply saw how extreme the delusion and greed was, and knew he could easily take advantage of it.
If you go to his page now, he has hundreds of tweets comparing it random things like digital energy, digital real estate, and digital hot dogs, or basically anything that sounds mysterious, and will catch on with the cult.
As I mentioned earlier, Saylor knows the importance of latching onto something trendy. He knew exactly what caused the insane growth his company saw during the dot-com bubble, and Bitcoin gave him an idea.
His goal has always been to use Bitcoin’s hype to attract investors into buying Bitcoin, and his companies stock, which will then let himself and his insiders sell at extremely overvalued prices, and get rich. Few understand this.
MicroStrategy’s Bitcoin Exit Strategy
In June, MicroStrategy announced it intended to buy $400 million worth of Bitcoin. That was clearly made to push up the prices, and distract people from what truly mattered later on in their announcement.
Saylor said that they would be paying directors in Bitcoin, and also forming a new subsidiary called MacroStrategy LLC, which will hold their existing 92,079 bitcoin that they had acquired so far.
Saylor is smart. He wanted to prove his confidence in Bitcoin early on, even though it’s all merely theater, so he said he has “no plans to sell his Bitcoin for the next 100 years”. If Saylor did sell, he would have to file with SEC, and would then be met with lots of criticism. (Remember when Musk sold?)
So instead of going through the path of transparency, he sets up a mysterious and seemingly pointless LLC. But it’s actually not so pointless — With an LLC, It has one key benefit that Michael Saylor really wants. He will not be legally required to file his Bitcoin sales with SEC since it’s a private subsidiary.
I think without a doubt Michael Saylor is secretly dumping his companies Bitcoin holdings behind the scenes. This was from just last week:
This is a typical move that Institutions love to do. They urge the tiny retail guys to buy in up high, while they sell. They need exit liquidity to get their orders through. You should always be cautious of this.
MicroStrategy Insiders Dumping Their Shares
Despite all of the already concerning things we’ve discussed above about Michael Saylor, and his company, there is still more.
SEC filings show that MicroStrategy’s largest executives have been secretly dumping millions worth of shares. The executives clearly aren’t too optimistic about the companies future, hence why they’re dumping at the highest rate in over a decade.
Protos found that in total, MicroStrategy execs dumped just under $270 million worth of company stock in the past 10 years. Those same insiders only sold roughly $8.3 million in shares between October 2012 and October 2020.
Nearly 65% of all reported executive sales occurred in the past year.
The suspicious thing about the insider sales is they come at such a pivotal time. All happening while Michael Saylor mysteriously opened an LLC, and Bitcoin faces extremely low volume and demand, terrible metrics, and is likely to face a much larger correction in the coming months.
With Microstrategy’s price being almost directly correlated by the price of Bitcoin, I suspect that Saylor and his executives are also predicting a large-scale bear market, and hence selling off their holdings. They would never admit this to the public, as Bitcoin is the only thing they have.
Michael Saylor’s Coke and Meth Addiction
After facing extreme losses from his clown show in the 2000s, Michael Saylor disappeared from the public eye and enjoyed his time partying on yachts and doing hard drugs such as Methamphetamine and Cocaine
In this court document, it’s revealed that Saylor faced 5 serious felony charges. For the CEO of a company, this is definitely not a good look.
Even listening to Saylor speak, you can quickly recognize his erratic and delusional behavior. While I’m certainly not bashing people with drug addictions, I think it’s clear Michael Saylor’s deception, narcissism, greed, and drug addictions are what truly define him, not this “ultra-genius visionary philanthropist” bullshit many paint him to be.
Michael Saylor is a wolf in sheep’s clothing. Over the years, his constant sketchy behavior, and fraudulent practices have painted a completely different persona than what he claims to be.
This story aims to show viewers who Michael Saylor truly is, so you can make up your own mind before blindly following his lead into the Bitcoin trap. I think transparency is absolutely imperative in this space, and Saylor’s actions must have consequences.
Thank you for reading! Have a great day everyone!
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