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Should Strategy proactively sell Bitcoin now to protect shareholders later? Kaleo makes the case for selling, and gets pushback Kaleo: "Issuing MSTR is good here. If they were able to just unload a few billion dollars worth of Bitcoin and say the price didn't move way too much, we...

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The Wolf Of All Streets

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46,076 görüntüleme • 6 gün önce •via X (Twitter)

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"The most realistic scenario of us being a forced seller of Bitcoin is in 2028 when $3.5 billion of prefers come due. And even then, we have other options" Strategy CEO Phong Le on what it would actually take for the company to be a forced seller of Bitcoin "We have about $3.5 billion of converts that come due in 2028 with a high strike price, over $400. If at that point Bitcoin has lost a significant amount of its value and our share price is depressed, we would sell the Bitcoin to satisfy the converts" "That's an edge case, because we could also just refinance those converts. We could equitize it. We're talking 2028, two years out" "I don't see any scenario until then that we become a forced seller of Bitcoin. And even then, we have other opportunities and options"
1:06

"The most realistic scenario of us being a forced seller of Bitcoin is in 2028 when $3.5 billion of prefers come due. And even then, we have other options" Strategy CEO Phong Le on what it would actually take for the company to be a forced seller of Bitcoin "We have about $3.5 billion of converts that come due in 2028 with a high strike price, over $400. If at that point Bitcoin has lost a significant amount of its value and our share price is depressed, we would sell the Bitcoin to satisfy the converts" "That's an edge case, because we could also just refinance those converts. We could equitize it. We're talking 2028, two years out" "I don't see any scenario until then that we become a forced seller of Bitcoin. And even then, we have other opportunities and options"

The Wolf Of All Streets

50,719 görüntüleme • 23 gün önce

If Bitcoin keeps going down, will MicroStrategy end up like FTX? Pio and Kaleo discuss the future of MicroStrategy. Pio: "Do you realistically think that $MSTR is going to have to sell 50,000 Bitcoin in the next two years?" Kaleo: "More, and I think it's their best option. They have made it their clear mission that they want to increase net Bitcoin, but what does that necessarily do to create value for $MSTR holders?" "I just think it's reckless right now, the way that $MSTR and the other assets are being advertised... MSTR is amplified Bitcoin... it's just a fancy word for saying it's leveraged." "You can also lose a lot more on the way down... they can't get rid of those dividends unless they buy $STRC back... the obligations accrue; they don't go away." "Look at what happened with FTX. Did anybody think that Bitcoin was going to go back down to 16k?... No. As Bitcoin price goes down, the MSTR compression of their multiple continues to go down."
4:40

If Bitcoin keeps going down, will MicroStrategy end up like FTX? Pio and Kaleo discuss the future of MicroStrategy. Pio: "Do you realistically think that $MSTR is going to have to sell 50,000 Bitcoin in the next two years?" Kaleo: "More, and I think it's their best option. They have made it their clear mission that they want to increase net Bitcoin, but what does that necessarily do to create value for $MSTR holders?" "I just think it's reckless right now, the way that $MSTR and the other assets are being advertised... MSTR is amplified Bitcoin... it's just a fancy word for saying it's leveraged." "You can also lose a lot more on the way down... they can't get rid of those dividends unless they buy $STRC back... the obligations accrue; they don't go away." "Look at what happened with FTX. Did anybody think that Bitcoin was going to go back down to 16k?... No. As Bitcoin price goes down, the MSTR compression of their multiple continues to go down."

Fibonacci 🥷

40,183 görüntüleme • 18 gün önce

Threadguy explains why the market won't let Bitcoin recover while Saylor's still in "If you put a gun to your head and asked what makes a real emphatic bottom for Bitcoin, it's Strategy deleveraging, forced selling of the Bitcoin, and Michael Saylor on trial for financial crimes. That's a bottom right there." "Strategy has $1.7 billion promised annually to the end of time. Out of 5,000 public companies in America, maybe 100 make $1.7 billion in profit a year, and Strategy owes that forever. They're only worth their balance sheet in Bitcoin and they can't sell the Bitcoin. The whole bit is earnings per share, but the only way they earn is by selling more Strategy, and that only works if Bitcoin goes up, which it can't while Saylor's still in. So the market is just saying say uncle."
2:17

Threadguy explains why the market won't let Bitcoin recover while Saylor's still in "If you put a gun to your head and asked what makes a real emphatic bottom for Bitcoin, it's Strategy deleveraging, forced selling of the Bitcoin, and Michael Saylor on trial for financial crimes. That's a bottom right there." "Strategy has $1.7 billion promised annually to the end of time. Out of 5,000 public companies in America, maybe 100 make $1.7 billion in profit a year, and Strategy owes that forever. They're only worth their balance sheet in Bitcoin and they can't sell the Bitcoin. The whole bit is earnings per share, but the only way they earn is by selling more Strategy, and that only works if Bitcoin goes up, which it can't while Saylor's still in. So the market is just saying say uncle."

Kai

52,699 görüntüleme • 11 gün önce

❌STRATEGY CEO REITERATES THEY WILL NOT HAVE TO SELL ANY BITCOIN "If Bitcoin were to go down 90% for 5 years sustainably, we would need to potentially sell our Bitcoin" The odds are in Saylor's favour 🚀
6:19

❌STRATEGY CEO REITERATES THEY WILL NOT HAVE TO SELL ANY BITCOIN "If Bitcoin were to go down 90% for 5 years sustainably, we would need to potentially sell our Bitcoin" The odds are in Saylor's favour 🚀

That Martini Guy ₿

11,048 görüntüleme • 4 ay önce

JUST IN: Michael Saylor says if Strategy sells bitcoin, they will buy multiples more BTC than they sold: "Even if we were to sell 1 bitcoin, we'd be buying 10-20 more bitcoin." 🚀
1:10

JUST IN: Michael Saylor says if Strategy sells bitcoin, they will buy multiples more BTC than they sold: "Even if we were to sell 1 bitcoin, we'd be buying 10-20 more bitcoin." 🚀

Bitcoin Magazine

360,058 görüntüleme • 1 ay önce

"It's just complete balance sheet mismanagement" Jeff Dorman on why Strategy is being forced to sell Bitcoin "The market was worried they weren't gonna be able to satisfy the dividend. So they raised about $2 billion and said now you don't have to worry for a year and a half because we have this $2 billion sitting on the balance sheet solely to pay dividends. Everyone breathes a sigh of relief" "Then a month later he takes 1.4 billion of that cash cushion and buys back some of his convertible debt at 92 cents on the dollar, completely the opposite of what he said the cash was for. He retired 2029 maturity debt, which doesn't come due for three more years" "Now that one and a half year cash cushion suddenly fell to four months. He comes out on Monday and says we're actually gonna sell some Bitcoin. It's teasing the market that that's the only choice he has now. That's why Bitcoin's imploding, that's why the stock is imploding"
1:51

"It's just complete balance sheet mismanagement" Jeff Dorman on why Strategy is being forced to sell Bitcoin "The market was worried they weren't gonna be able to satisfy the dividend. So they raised about $2 billion and said now you don't have to worry for a year and a half because we have this $2 billion sitting on the balance sheet solely to pay dividends. Everyone breathes a sigh of relief" "Then a month later he takes 1.4 billion of that cash cushion and buys back some of his convertible debt at 92 cents on the dollar, completely the opposite of what he said the cash was for. He retired 2029 maturity debt, which doesn't come due for three more years" "Now that one and a half year cash cushion suddenly fell to four months. He comes out on Monday and says we're actually gonna sell some Bitcoin. It's teasing the market that that's the only choice he has now. That's why Bitcoin's imploding, that's why the stock is imploding"

Laura Shin

228,019 görüntüleme • 1 ay önce

Michael Saylor went this year from "Never sell Bitcoin" to selling if mNAV drops below 1 just imagine how much fear in this market now when even CEO of Strategy says they WOULD SELL Bitcoin
0:25

Michael Saylor went this year from "Never sell Bitcoin" to selling if mNAV drops below 1 just imagine how much fear in this market now when even CEO of Strategy says they WOULD SELL Bitcoin

Leshka.eth ⛩

130,405 görüntüleme • 6 ay önce

Ansem: Zcash is Swiss banking in your pocket “Instead of having to look at different bank accounts and different places to store your wealth, Zcash allows you to have access to that at any point in time and take it with you anywhere” “If you have a billion dollars in Bitcoin and send somebody $100, anybody you sent that to now knows you have a billion dollars in Bitcoin” “If you have a billion dollars in Zcash and send somebody $100, they don’t know how much you have in your actual address” “That’s the core reason I think Zcash differentiates from Bitcoin” “In my opinion, Zcash is the second best store of value behind Bitcoin. Right now it trades at around a $7B market cap, so I think it has a lot of room to do well and a lot of room to grow” “In 2016, Bitcoin was around $200 and now it trades at $80,000. In 2016, Zcash was around the same price it is right now…”
2:41

Ansem: Zcash is Swiss banking in your pocket “Instead of having to look at different bank accounts and different places to store your wealth, Zcash allows you to have access to that at any point in time and take it with you anywhere” “If you have a billion dollars in Bitcoin and send somebody $100, anybody you sent that to now knows you have a billion dollars in Bitcoin” “If you have a billion dollars in Zcash and send somebody $100, they don’t know how much you have in your actual address” “That’s the core reason I think Zcash differentiates from Bitcoin” “In my opinion, Zcash is the second best store of value behind Bitcoin. Right now it trades at around a $7B market cap, so I think it has a lot of room to do well and a lot of room to grow” “In 2016, Bitcoin was around $200 and now it trades at $80,000. In 2016, Zcash was around the same price it is right now…”

Market Bubble

119,222 görüntüleme • 1 ay önce

Strategy CEO Phong Le lays down the three reasons behind the Bitcoin sale "We did it to inoculate the market. To test our processes. And to give ourselves the opportunity for future tax loss harvesting. It is really that simple" "We did not sell it because we needed to meet our cash dividend obligations. If we did we would have sold a lot more than $2.5 million" "We have $52 billion worth of Bitcoin on our balance sheet. At some point we have to put it to work. Selling less than 1% of 1% was a reasonable place to start"
1:46

Strategy CEO Phong Le lays down the three reasons behind the Bitcoin sale "We did it to inoculate the market. To test our processes. And to give ourselves the opportunity for future tax loss harvesting. It is really that simple" "We did not sell it because we needed to meet our cash dividend obligations. If we did we would have sold a lot more than $2.5 million" "We have $52 billion worth of Bitcoin on our balance sheet. At some point we have to put it to work. Selling less than 1% of 1% was a reasonable place to start"

The Wolf Of All Streets

35,066 görüntüleme • 24 gün önce

So, does it matter that Bitcoin seems to be moving away from its cypherpunk roots? Bitcoin ETFs and Bitcoin Treasuries have taken BTC mainstream. So I asked Saifedean Ammous this very question. His answer might surprise you... 👀👇 "If you have very strong feelings about how people should and shouldn't use Bitcoin, you're in for a rough time." "To be honest, a lot of people project too much onto Bitcoin. Ultimately, it's just a bunch of software and anybody can use it in any way they want. Initially, it's a small subset of people that use it and then they start projecting their values onto it. And then over time, they expect it to continue to abide by that," Ammous said. "If it's a successful technology, it's going to be used by everybody. It's going to be used by small businesses, large businesses, governments, individuals. It's money. Everybody uses money. There are 8.5 billion people on Earth, they all use money and they're all going to continue to use money. And Bitcoin is just the best money." Ultimately, the protocol itself is immune to the financial instruments that TradFi has concocted. If people want to lend against their BTC or create complex financial products, that does not actually impact the underlying network. "The way that the protocol works is that it's completely blind to what you're doing with your coins on the Bitcoin blockchain there is no paper Bitcoin there's no such thing as paper Bitcoin there's only 21 million Bitcoin and every node makes sure of that every 10 minutes and then if somebody who has some of these Bitcoin on their private key decides to sell obligations or financial liabilities referring to that Bitcoin under any condition, that's their choice. It's outside of Bitcoin and it's outside of the realm of other Bitcoin users being able to say this is right or wrong and this should happen or shouldn't happen. People are going to do whatever they want with the Bitcoin, including selling access to it or exposure to it in all kinds of different ways. And if you don't like it, you don't buy it, you can stack your own Bitcoin." You can find the full interview for Cointelegraph in the 🧵. If you enjoyed this content, please like 🧡, retweet 🔁 and follow me 👋!
1:57

So, does it matter that Bitcoin seems to be moving away from its cypherpunk roots? Bitcoin ETFs and Bitcoin Treasuries have taken BTC mainstream. So I asked Saifedean Ammous this very question. His answer might surprise you... 👀👇 "If you have very strong feelings about how people should and shouldn't use Bitcoin, you're in for a rough time." "To be honest, a lot of people project too much onto Bitcoin. Ultimately, it's just a bunch of software and anybody can use it in any way they want. Initially, it's a small subset of people that use it and then they start projecting their values onto it. And then over time, they expect it to continue to abide by that," Ammous said. "If it's a successful technology, it's going to be used by everybody. It's going to be used by small businesses, large businesses, governments, individuals. It's money. Everybody uses money. There are 8.5 billion people on Earth, they all use money and they're all going to continue to use money. And Bitcoin is just the best money." Ultimately, the protocol itself is immune to the financial instruments that TradFi has concocted. If people want to lend against their BTC or create complex financial products, that does not actually impact the underlying network. "The way that the protocol works is that it's completely blind to what you're doing with your coins on the Bitcoin blockchain there is no paper Bitcoin there's no such thing as paper Bitcoin there's only 21 million Bitcoin and every node makes sure of that every 10 minutes and then if somebody who has some of these Bitcoin on their private key decides to sell obligations or financial liabilities referring to that Bitcoin under any condition, that's their choice. It's outside of Bitcoin and it's outside of the realm of other Bitcoin users being able to say this is right or wrong and this should happen or shouldn't happen. People are going to do whatever they want with the Bitcoin, including selling access to it or exposure to it in all kinds of different ways. And if you don't like it, you don't buy it, you can stack your own Bitcoin." You can find the full interview for Cointelegraph in the 🧵. If you enjoyed this content, please like 🧡, retweet 🔁 and follow me 👋!

Gareth Jenkinson

34,417 görüntüleme • 7 ay önce

Vinny Lingham on exactly how the MSTR empire could crash step by step "The moment MSTR trades at a discount he cannot raise more cash. He is locked out. He cannot sell MSTR. He cannot sell STRC. Then he starts running out of cash. Call it nine months, eight months, seven months" "The market prices this in well in advance. The biggest buyer of Bitcoin is being removed. People selling Bitcoin are going to push the price down" "There is a void that forms in the market. The person who has been providing liquidity for years is no longer providing it. The price of Bitcoin goes into a deeper bear market. And then he has to sell Bitcoin to pay the interest on the preferreds"
1:32

Vinny Lingham on exactly how the MSTR empire could crash step by step "The moment MSTR trades at a discount he cannot raise more cash. He is locked out. He cannot sell MSTR. He cannot sell STRC. Then he starts running out of cash. Call it nine months, eight months, seven months" "The market prices this in well in advance. The biggest buyer of Bitcoin is being removed. People selling Bitcoin are going to push the price down" "There is a void that forms in the market. The person who has been providing liquidity for years is no longer providing it. The price of Bitcoin goes into a deeper bear market. And then he has to sell Bitcoin to pay the interest on the preferreds"

Laura Shin

98,022 görüntüleme • 11 gün önce

Strategy CEO: May sell Bitcoin for long-term shareholder value On May 28, 2026, during an interview with Fox Business, Strategy CEO Phong Le Phong Le stated that while the company's long-term philosophy is to aggregate Bitcoin, they may make week-to-week or day-to-day decisions to sell if it is accretive to shareholders in the long term. He mentioned that utilizing unrealized tax losses due to Bitcoin's volatility for tax planning is a reasonable motive for such sales. Phong Le expressed that despite potential sales at some point, the company will ultimately net increase its overall Bitcoin holdings and Bitcoin per share.
0:48

Strategy CEO: May sell Bitcoin for long-term shareholder value On May 28, 2026, during an interview with Fox Business, Strategy CEO Phong Le Phong Le stated that while the company's long-term philosophy is to aggregate Bitcoin, they may make week-to-week or day-to-day decisions to sell if it is accretive to shareholders in the long term. He mentioned that utilizing unrealized tax losses due to Bitcoin's volatility for tax planning is a reasonable motive for such sales. Phong Le expressed that despite potential sales at some point, the company will ultimately net increase its overall Bitcoin holdings and Bitcoin per share.

Wu Blockchain

17,350 görüntüleme • 1 ay önce

"He's changed the language to he'll never be a net seller. But how do you define that? Because if it's over the last five years, you can sell 800,000 Bitcoin and still be a net buyer" Glenn Cameron on Saylor's shift in language around selling Bitcoin "He made it crystal clear for many years that they would never sell Bitcoin. I've got a list of many, many quotes. He used to say things like sell your kidney to prevent selling your Bitcoin" "Of late he's changed the language to he'll never be a net seller. So he'll be a net buyer. It's a bit Orwellian when you change these things"
1:02

"He's changed the language to he'll never be a net seller. But how do you define that? Because if it's over the last five years, you can sell 800,000 Bitcoin and still be a net buyer" Glenn Cameron on Saylor's shift in language around selling Bitcoin "He made it crystal clear for many years that they would never sell Bitcoin. I've got a list of many, many quotes. He used to say things like sell your kidney to prevent selling your Bitcoin" "Of late he's changed the language to he'll never be a net seller. So he'll be a net buyer. It's a bit Orwellian when you change these things"

Laura Shin

13,411 görüntüleme • 28 gün önce

Easy says he's 100% out of Bitcoin because Strategy will keep selling it to pay their dividend "This is the most bearish thing. So last night I sold my Bitcoin. I was holding a good amount of coins, I'm completely out of Bitcoin" "100% out of Bitcoin, I hold no Bitcoin right now, zero dollars of Bitcoin. And yeah, I can miss the move. This is so incredibly, beyond bearish, I cannot emphasize how bearish this is" "They have 32 years of dividend coverage, which means they're comfortable continuing to just sell Bitcoin. That's 55 billion at current prices" "Bitcoin is a volatile asset that they're paying dividends with to fund $STRC, and STRC is trading at $90 right now when it's supposed to be pegged to $100. This whole shenanigan is very bad for Bitcoin, because now you have overhang"
1:36

Easy says he's 100% out of Bitcoin because Strategy will keep selling it to pay their dividend "This is the most bearish thing. So last night I sold my Bitcoin. I was holding a good amount of coins, I'm completely out of Bitcoin" "100% out of Bitcoin, I hold no Bitcoin right now, zero dollars of Bitcoin. And yeah, I can miss the move. This is so incredibly, beyond bearish, I cannot emphasize how bearish this is" "They have 32 years of dividend coverage, which means they're comfortable continuing to just sell Bitcoin. That's 55 billion at current prices" "Bitcoin is a volatile asset that they're paying dividends with to fund $STRC, and STRC is trading at $90 right now when it's supposed to be pegged to $100. This whole shenanigan is very bad for Bitcoin, because now you have overhang"

Casper

60,541 görüntüleme • 18 gün önce

Saylor explains why they may eventually sell a small portion of Bitcoin: - If Bitcoin can’t be sold, critics say it has no value - If it has no value, the balance sheet value = zero - Credit rating agencies must recognize BTC as a real asset - We only need to sell a tiny appreciated portion
2:28

Saylor explains why they may eventually sell a small portion of Bitcoin: - If Bitcoin can’t be sold, critics say it has no value - If it has no value, the balance sheet value = zero - Credit rating agencies must recognize BTC as a real asset - We only need to sell a tiny appreciated portion

Alex 👽

64,844 görüntüleme • 1 ay önce

Michael Saylor talked about not selling Bitcoin for years now he just signed off on selling up to $1.25 billion of Bitcoin to build a USD reserve and $MSTR sits on one of the biggest unrealized losses in history at $13 billion is $MSTR going bankrupt?
1:13

Michael Saylor talked about not selling Bitcoin for years now he just signed off on selling up to $1.25 billion of Bitcoin to build a USD reserve and $MSTR sits on one of the biggest unrealized losses in history at $13 billion is $MSTR going bankrupt?

Ashley

57,956 görüntüleme • 7 gün önce

. Michael Saylor explains why Strategy's real business isn't Bitcoin - it's selling credit to people who want the upside without the bumpy ride "We're like a reserve bank. We have a reserve asset - Bitcoin. We will sell credit. We are stripping the performance and the risk off of the bitcoin." "Bitcoin's got 40 vol and it's got high performance. But most of the world wants zero vol. What they want is a bank account that pays them 10 or 11%." "For every dollar of equity capital of Bitcoin that we have - digital capital - you can create 10 to $0.20 of credit. We've sold about $10 billion of credit. We'll create $20 billion of digital credit over the next year, then grow that 30 to 50% a year."
2:38

. Michael Saylor explains why Strategy's real business isn't Bitcoin - it's selling credit to people who want the upside without the bumpy ride "We're like a reserve bank. We have a reserve asset - Bitcoin. We will sell credit. We are stripping the performance and the risk off of the bitcoin." "Bitcoin's got 40 vol and it's got high performance. But most of the world wants zero vol. What they want is a bank account that pays them 10 or 11%." "For every dollar of equity capital of Bitcoin that we have - digital capital - you can create 10 to $0.20 of credit. We've sold about $10 billion of credit. We'll create $20 billion of digital credit over the next year, then grow that 30 to 50% a year."

MR SHIFT 🦁

34,034 görüntüleme • 15 gün önce

Ansem breaks down the Saylor situation "He sold 32 Bitcoin. For $2.5 million... but how much did it actually cost him?" "He lost $8 billion on a $2 million sale." "Saylor was like 'We're gonna sell Bitcoin just a little bit to ease people's concerns'... and people were like, 'what the fuck? Why are you selling?' 'Cause he never sells."
1:52

Ansem breaks down the Saylor situation "He sold 32 Bitcoin. For $2.5 million... but how much did it actually cost him?" "He lost $8 billion on a $2 million sale." "Saylor was like 'We're gonna sell Bitcoin just a little bit to ease people's concerns'... and people were like, 'what the fuck? Why are you selling?' 'Cause he never sells."

Market Bubble

55,391 görüntüleme • 1 ay önce