Saylor is on the struggle bus and heading to a SHTF moment?

2,174 Views | 17 Replies | Last: 9 days ago by Muy
Dungeon Crawler Carl
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Bitcoin is fine. However Saylor's Strategy Inc (MSTR) could be in trouble.......The sharks are beginning to circle his boat which is taking on water.

It's complicated financial engineering but the easiest way to explain it, MSTR offers a dividend payout on the BTC they hold as the underlying asset. BTC has been on a struggle bus lately. The dividend payments are causing what appears to be the beginning of a doom loop.

If he sells BTC to raise capital to pay dividends, it drives the BTC price down. If he sells additional share of preferred stock that pays the dividend, he dilutes the shares of the company further (reducing demand).


George Gammon has a quick break down on it.
https://www.youtube.com/live/hyjLYhi1W6U?si=VsxmIkzLNr0xOAbJ





Not something that is going to happen overnight but interesting to watch nonetheless simply due to how polarizing Saylor is as a Wall Street figure.
Dungeon Crawler Carl
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Sims
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AG
I bet Saylor wishes that BTC was the beautiful deep pool of liquidity that USD is.
Kenneth_2003
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AG
HUH?

1) Who or what is a Saylor?
2) Is this just people with investments in crypto hype that may or may not lose a bunch of fiat currency because they bought special electrons?
YouBet
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AG
Kenneth_2003 said:

HUH?

1) Who or what is a Saylor?
2) Is this just people with investments in crypto hype that may or may not lose a bunch of fiat currency because they bought special electrons?

He's a dude that created an investment fund based on BTC.
Kenneth_2003
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AG
Got it...
So a plan to get rich with fiat based on fancy electrons might not be working. Some will make plenty of fiat. More will be left with less than touching a doorknob on a dry winter day as their fancy electrons do whatever they weren't supposed to do.

Ok.
javajaws
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AG
Why does he have to continue paying out a dividend? What's the requirement there? Seems a stupid thing if the BTC price goes down.

Also, seems pretty stupid to do that at such a scale that if you have to sell your own BTC holdings to pay out that dividend that you negatively impact the price of BTC itself in the process because of the volume...death spiral.
"Those who would give up essential Liberty, to purchase a little temporary Safety, deserve neither Liberty nor Safety." - Ben Franklin
nortex97
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AG
Biggest BTC pumper on the planet to my knowledge. I think it's going to go lower but still hold a little, yet he is not a credible voice on the topic at all imho.

Folks who say something is about to go parabolic indefinitely, whether it is SLV, GDX, BTC, NVDA, SPCX or anything else I just discount. That's just not how markets work.
Dirt 05
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AG
When you are running a scheme like this you have to offer something (obviously too god to be true) like a guaranteed 11% dividend to attract new fools/investors. So long as you are taking in more new fool money than you are paying out it in dividends it looks great. It always collapses. Usually the collapse is triggered when one of the large early investors decides they no longer want shares or the crypto "currency" because they want to buy something and the house of cards collapse.

Dungeon Crawler Carl
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Kenneth_2003 said:

Got it...
So a plan to get rich with fiat based on fancy electrons might not be working. Some will make plenty of fiat. More will be left with less than touching a doorknob on a dry winter day as their fancy electrons do whatever they weren't supposed to do.

Ok.


Technically he's giving people the opportunity to get rich on a derivative of the fancy electrons. Which seems like an even bigger scam.
Dungeon Crawler Carl
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nortex97 said:

Biggest BTC pumper on the planet to my knowledge. I think it's going to go lower but still hold a little, yet he is not a credible voice on the topic at all imho.



MicroStrategy owns approximately 845,256 bitcoins as of June 8, 2026.

There is a reason he's a BTC pumper.......
nortex97
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AG
I guess I can see why he's pissy, then.

Not a prediction/investment advice, but I could see it bottoming under 50K before reversing.
flown-the-coop
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AG
nortex97 said:

Biggest BTC pumper on the planet to my knowledge. I think it's going to go lower but still hold a little, yet he is not a credible voice on the topic at all imho.

Folks who say something is about to go parabolic indefinitely, whether it is SLV, GDX, BTC, NVDA, SPCX or anything else I just discount. That's just not how markets work.


Paging the ghost of Administrative Errors…
BigRobSA
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nortex97 said:

Biggest BTC pumper on the planet to my knowledge.

What's his TA handle?
javajaws
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AG
Dungeon Crawler Carl said:

nortex97 said:

Biggest BTC pumper on the planet to my knowledge. I think it's going to go lower but still hold a little, yet he is not a credible voice on the topic at all imho.



MicroStrategy owns approximately 845,256 bitcoins as of June 8, 2026.

There is a reason he's a BTC pumper.......

To have that much equity in BTC at the same time as running a derivative based on that same BTC...seems a colossally bad idea. Even without the dividend, if he needed to liquidate his BTC he would screw with STRC as well given the probable downward price pressure that would cause with any volume selling of significance.
"Those who would give up essential Liberty, to purchase a little temporary Safety, deserve neither Liberty nor Safety." - Ben Franklin
Heineken-Ashi
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The guy who said in March 2000 that people who don't buy his stock will die, right before committing fraud and seeing his stock lose 99% of its value?

Ya, I want to follow that guy!
Dungeon Crawler Carl
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Heineken-Ashi said:

The guy who said in March 2000 that people who don't buy his stock will die, right before committing fraud and seeing his stock lose 99% of its value?

Ya, I want to follow that guy!

This guy gets it.

I just want to see him fail because he's such a colossal ****** bag.....
Muy
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AG
One of my large accounts when I was at Salesforce all of a sudden decided they wanted to get off of Microstrategy. Turned out that - because Saylor put so much of their capital into BTC - when it went way down, they started telling clients they were out of compliance and owed them $millions.

Dude tried turning his software company into a crypto company, and it burned him and his customers.

Edit for timing clarification. This oppty opened up in mid 2022, we sold Tableau in Jan 2023.
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