Michael Saylor Sells Bitcoin?📉Crypto Market Update🚨

Added: 2026-06-02

[00:00:00]Sailor is selling Bitcoin. Doesn't matter. The sentiment is in. We'll break it down for you guys today. Let's just get started. I want to thank our sponsor today and of course that is Uphold. If you are holding crypto right now and not earning rewards, you're essentially leaving money on the table. And the reality is in today's market, you need to be able to move instantly. That's why Uphold's flexible staking is such a gamecher. You can earn weekly rewards automatically on assets you already hold without a lockup. That's most important.

[00:00:31]You can sell anytime. It's the perfect setup for anyone who wants to grow their holdings without losing their exit strategy. Download the Uphold app today and try it for yourself. Let's go in and take a look at uh this tweet right here is Bull Theory kind of breaking down what's going on with Michael Sailor Strategy of course selling for the first time since December 2022. 32 Bitcoin.

[00:00:54]This is only worth two and a half million. Many people would say, "All right, it's just two and a half million." But I think the point is that it is all built around sentiment in the market. We started to see Bitcoin adjust because of this specifically. And I think the real question is, will he sell more Bitcoin as we start to move forward? Remember the stretch the stretch dividend rate maintains still at 11 and a half%. They're getting ready to do a June distribution coming up soon.

[00:01:20]This is still playing out and I think at that point you've got to take a look at where the current market is and whether or not they would dip into the Bitcoin coffers and sell again to be able to pay out on some of these dividends. Strategy uh sells and raises 128 million. Uh this of course coming through the share issuance. So they're pretty much uh in a position right now where they're diluting even further. So, I don't know.

[00:01:46]Are you in a position right now where you like the strategy coming in from strategy and micro strategy or do you not? Let me know in the comments down below. Would you buy master right now or would you buy Bitcoin as it starts to dip? Is that the price you like or do you like the under 70k which is kind of where we see the market heading? If you look at stretch right now, you can of course see it de coming I won't say dep pegging but it is coming off its average around a buck uh holding in at around 9855 right now. This dipped of course down I'm sure on the news. The real question is is will this start to move further in other scenarios where we've seen in the past where it's dipped all the way down to around 93. So, is that an opportunity to go in and grab stretch at a bit of a discount and then get ready for these distributions they start to come out? Let me know what you guys think. Other things that are playing into this uh because this I think is another factor that kind of puts some pressure on the market and I like this analysis. Very few people connecting the dots. Someone sold 1.2 bill in iBit and they paid 29 million in execution fees.

[00:02:57]So, what else is being sold out there right now in these markets? Are there some whales, not to be named, that are doing this? And of course, Sailor came in right behind, just did a small sale.

[00:03:09]But still, the point is is very interesting timing uh going into this market in a heavy week on June 1st. I want to go to a clip real quick because this gets into whether or not strategy is losing the plot on this project. Take a look. Just days after billionaire entrepreneur Mark Cuban told a podcast last week that he has sold most of his Bitcoin holdings because it has quote lost the plot, a new securities and exchange commission filing out yesterday shows that in the first quarter, billionaire hedge fund manager Paul Tudtor Jones sold his entire stake in Bitcoin Treasury firm Strategy. Tell us what you saw and what's going on here.

[00:03:45]But yeah, part of part of the message to our shareholders and the community is we are a $62 billion we're a company that holds $62 billion in Bitcoin. We had at that point in time $8 billion of debt.

[00:04:00]We had about 810 billion or $15 billion in preferred. We have a lot of tools to use and we'll do the right things at the right time to increase Bitcoin per share for our shareholders.

[00:04:12]>> So what should people be waiting for here? There's a long-term philosophy that we should be aggregating Bitcoin as a company and I think it's good for most people, right? There may be a week-toeek or a dayto-day decision that we should sell Bitcoin because it's accretive to our shareholders for the long term.

[00:04:29]>> All right. So, that was Fong Lee who's the president uh over at Strategy. And one of the things that we talked with him about the last time we were on the show, I think, is how do long-term investors play this out? because many people would look at strategy and stretch especially maybe more long-term.

[00:04:47]Uh some would say no, I'm going to take you know the 11 and a half percent on the annual appreciation here. That that would be what I'm looking for. But I think the opportunity here is can he convince investors to stay in the game for long term. That's the real play that's going into the market right now.

[00:05:02]Mike Novagrass had some things to say about this because there's some interesting parody here to also what is happening with the likelihood of clarity. Take a look.

[00:05:12]>> All of that other stuff that he's doing is hurting the crypto piece of the legislation. Two weeks ago, I I was at 90% passed. I'm back down to 60%. Right.

[00:05:22]The stuff that's happening around this administration with the $ 1.7 billion slush fund just makes it harder and harder for Democrats to say, "Yeah, we should support this guy." Part of my role in process has been going going down consistently to DC and I'm going again next week to try to get Democrats to say, "You know what, guys? Forget about that. If Trump wants to be that administration wants to be corrupt, they could be corrupt. There's nothing you can do to stop it because you're not stopping it. passing a crypto bill, which is good for America and good for our industry and actually gets this issue off your plate, is still better for you. So, plug your nose and do it.

[00:05:59]They keep getting there. They get to the finish line. They're ready to go and then something else comes out and it's like, okay, if we could just take a pause uh out of this administration, all those things are just like needles.

[00:06:13]>> All right, so he is getting at the real point here, and that is how do the markets respond to this? And of course, some of the biggest issues right now are the Democrats and how they're going to end up voting on clarity as we even if we get it to the Senate floor. That's the real question right now. More pressure on the market though. Bitcoin trades under 71K for the first time since April 13th. So, the likelihood of seeing Bitcoin dip below 70 is much higher now. Many people were looking at June as being one of the key months here that would take a look at where the markets take a step back, possibly even the traditional markets and then start to see some movement after midterms. And again, all of this is still pairing into whether or not we get clarity. I'll talk about that in a minute. Before we go to that though, I want to go into why investors are now rage quitting. Take a look.

[00:07:04]>> You know, on the one hand, I think Mark is right. Crypto's been disappointing because crypto should move with you know equity markets and it should be rallying with software. Software has really started to rally big and crypto hasn't moved. Um so I think there are what what I call quote rage quitting people selling here as if something is wrong. I mean one I think that's what always happens at the end of crypto winner. You know if someone asked me is the thesis for Bitcoin or Ethereum broken? You know, it's absolutely not because one, the more work we do, and we're hearing it from founders like Palunteer, Bitcoin and Ethereum are really the future of money because mass and compute or comput and energy, however Elon puts it, the future isn't changed, but the spotlight today is of course on semis, memory, starting on software, but as as people focus downstream into the future, that's really I think when the bid comes for Bitcoin and Ethereum.

[00:08:01]So that is the question mark is when does the bid come and is this lining up for a perfect entry point on these assets at a much lower price than where this market could be going. Remember Tom Lee is now holding 4.5% of the total Ethereum supply which has been his goal is to get to five. It's likelihood that this is going to happen for Bitmine. And I think the real factor here is is he right? Are we going to see Bitcoin and Ethereum lead these markets out? and what other assets would kind of go along with it. I think that's a real question that many people are looking at. You could compare this to what's been happening in the stock market. The stock market, of course, hits its all-time most expensive valuation in history, surpassing the dot bubble. Now, many people will argue this is that has a lot of similarities to the.com bubble. I live there. I was working in in Silicon Valley at that time. What I will tell you is I don't think so. I think now we're dealing with real earnings. Back then it was blue sky all the way that was mostly on Wall Street. A lot of these funds that were running back in the 90s and the early 2000s, they had zero revenue. There was no income. There was no balance sheets. And that was the problem that it really painted. It's a different market now because I I do think there are opportunities here for many of these. Now the real question is is will some of this speculative market such as what's going on in AI make it through? That is the question I think everybody is asking right now. Where does it go? Speaking of that, you've got Claude, of course, developing their IPO, Anthropic, and of course, this will be one of the biggest ever. The real question is is how do they compete with something like SpaceX for at least the sentiment, word of mouth, how new investors might jump in, but of course, IPO coming in very strong at 1.8 billion uh or 1.8 trillion on their IPO. This will be a huge one. And I think speaking of huge IPO seasons, you have to consider everyone that could potentially be going out at this time. Take a look.

[00:10:03]IPO answer that we have upcoming, right?

[00:10:05]Uh we know SpaceX is uh is upcoming in June. Um as far as I can read today, Open AI is is pondering um an IPO just after the summer break right around September, August September. Um so that is probably also another concern for the you know business cycle into 2027. Will too much liquidity get sucked up by all of these big big IPOs? Uh and honestly if you look at it in a historical context um a huge IPO season um is a decent sentiment indicator that we're approaching some some sort of final year of a cycle or something like that. Um, so my best guess right now, uh, also watching the IPO season is that 2026 is the final year of the cycle, but we'll have to see.

[00:10:52]>> All right. So, you have some people calling for 26 being the final year. You have you have Tom Lee looking at 27 being a blowoff top for this market. You look at SpaceX's IPO and the potential right now for a $2 trillion IPO is skyrocketing. The likelihood this could actually go above two trillion. So the real question cuz if you look at the next one at 2.2 trillion it's holding a 67% probability that in itself I think starts to really change things up a little bit and the reason is liquidity in the market. What we we what will we see when it comes to other categories whether this is precious metals other areas within the the traditional finance markets or even risk assets and I think that's the real question that will play out in the coming months going into midterms. One of the biggest things that will of course focus on that is how macro is all going to be lining up.

[00:11:44]Macro not lining up necessarily perfect because Iran has suspended talks with US over these most recent strikes with Israel on Lebanon. This of course gets into a whole issue guys on how does this end? When does the US and Trump have a true offramp? And I think that's the challenge that we're faced with right now. President Trump says he's in no hurry to make a deal with Iran if we don't get what we want. Here's my thinking is that you've got um someone like the IRCG who hasn't necessarily held to any of their agreements in the past. Why not just make an agreement, not worry about it, say you've won, get the offramp, move along and deal with that? I think the issue that Trump is dealing with now is we're 93 days in on this war and the straight of Hormuz is still strangling uh energy worldwide and that's a big problem when you look at it. Look at this. Exon Mobile, their senior VP says global oil inventories now are approaching record lows and that prices will spike sharply within weeks.

[00:12:51]And that's where we are right now. And if Trump is in no hurry to get this going, what does that do to the US market? I think that puts a lot of pressure on the Republicans. It starts to really change the landscape in DC and it will most likely give a red carpet to the Democrats taking over the Senate uh coming midterms. Speaking of regulatory outline, you've got the Clarity Act absolutely plummeting right now on a 48% chance up from around 61%. Just yesterday here on Monday, we've plummeted down to 48%.

[00:13:26]The likelihood of clarity is quickly waning, guys. And this is a huge issue if they can't turn it around. Doesn't mean they won't because there will be all of a sudden some sort of deal on the backside. But I think with everything that's happening on a global side, what's happening with the Trump administration as you heard Mike Novagratz talk about, the amount of corrupt at least perception is starting to affect the markets in a very negative way. Let me go to this uh from R Pal because he he breaks down whether or not we get retail coming back into this market because remember entry points are the potential where you could see markets at the right place at the right time. Take a look. Retail is driven by the fastest possible returns. If you go with the thesis that most retail investors, the Robin Hood crowd and the Coinbase crowd, they're generally in their 20s and 30s. They generally can't afford a house. They're generally working two or three jobs and they're looking for a way out.

[00:14:30]And so they will speculate. They're also a gaming generation. So losing your life is not the end of the world cuz you lose it in games and you start again, right?

[00:14:39]They grew up on gaming. So it's a risk-taking culture and it's a logical risk-taking culture when there's no way of getting out of the trap unless you take risk. So if the returns start coming back to crypto and we know that over time cryptos outperformed I posted a chart on X recently about the gold crypto ratio. I mean I mean since 2020 I think crypto uh Bitcoin's outperformed gold by 87 and a half%.

[00:15:07]So as soon as crypto starts moving it has that super massive black hole effect because it outperforms everything and it just sucks in capital. So they will be back. They didn't leave crypto forever.

[00:15:18]They just lost their stake at the casino and if they've got a stake they went elsewhere to the different casino and they'll come back to whatever casino pays the best odds. Well, I do agree with that. Whatever casino plays the best odds, what you have right now between retail and institutional and even high net worth is you're taking a look at where the market sets up. And I think if we do see a blowoff top, is there an alternative where we start to see a shift going into some of these risk assets things that people will look at is some of the fundamentals. One of the things they might consider is this right here. Swift confirming over 50 major banks will implement crypto rails for crossber payments. that includes pretty much everyone out there. That's the question mark I think that a lot of investors are looking at today. Is this a legitimate asset class? Will it be one of the majors that starts to maybe recover first? Cuz it's definitely not in that phase right now. That's the question mark everybody's looking to answer. We're going to be covering this and more because there's a lot happening this week.

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