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Jesse Myers
3
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3
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Aug 12, 2026
Saylor’s Big Bitcoin Sale, Investigating $ANSEM
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Gareth JenkinsonHOST
Can you give us a, a, a brief sort of TLDR of that, and why you think, uh, Michael Saylor has made the sale, what the implications are for Bitcoin going forward, if there are any, and, uh, why he's gone and done this?

Jesse MyersGUEST
Yeah, I think, uh, it's, it's bemusing to, to watch the, um, the misinterpretation of what's been happening with Strategy recently.

Jesse MyersGUEST
Um, and I think that's because the, the headlines are, are great clickbait fodder.

Jesse MyersGUEST
You know, the, the biggest Strategy, biggest Bitcoin bull, Michael Saylor, suddenly starts selling Bitcoin.

Jesse MyersGUEST
You know, uh, ha- has he lost faith in Bitcoin? That, yeah, that's gonna get clicks.

Jesse MyersGUEST
Um, but what's actually happening is that they have figured out, uh, as part of their ongoing evolution of, of, um, rolling out their preferred equities, um, most notably Stretch, uh, they have now figured out that if they are willing to sell a little bit of Bitcoin, the market, the credit market w- will give them a ton more capital so that they can buy even more Bitcoin.

Jesse MyersGUEST
[laughs] So Saylor went on a, a podcast a few weeks ago, um, I think during the, the Bitcoin Prague conference, a- and he, he's quite plainly said this.

Gareth JenkinsonHOST
Like, if he's selling this much, and he has $2.5 billion of cash in the back to pay back dividends, and that's got like a 15 months r- uh, you know, um, roadmap, how, how much time, uh, is enough time that creditors feel comfortable to continue giving, giving money to receive that interest?
OpenAI’s Jalapeno AI Chip, SpaceX’s $25B Debt Raise, and is STRC Breaking?
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Colin HarperHOST
Why do you think this sell-off is happening? And what has strategy done to address this?

Jesse MyersGUEST
I think it's, you know, I was just looking at the Bitcoin chart and comparing that to Stretch and Sata and seeing when were these sell-off events happening? And it's been over the last two weeks.

Jesse MyersGUEST
um during market trading hours bitcoin has been selling off at certain points and those you know uh periods of sell-off for bitcoin have been the periods of sell-off for stretch also um that that suggests that there might be some larger players who are squeezing uh the bitcoin price lower and punishing leverage longs and and just trying to cause panic um that has been a profitable trade in the past for deep pocketed, realistically Wall Street hedge funds that play in these waters because they can cause panic and irrationality and they can trigger leverage liquidations in Bitcoin and now in stretch.

Jesse MyersGUEST
For a long time there, the narrative was increasingly, this thing is now trading at $100.
C
20:21Charlie SpearsHOST
Do you have any commentary or thoughts on, like... on how the yields price, do you think that'll sufficiently incentivize people to buy more stretch, bring the price back up to 100? What are your thoughts on this system of
Are We at the Bitcoin Bottom? | Andrew Webley & Jesse Myers
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Tim KotzmanHOST
What do you think the reason is that other companies have not, I know this is speculation, but what would be some hypothetical reasons that Bitcoin treasury companies would not put on leverage or as much leverage as they could at this point? I mean, you see Strive and the numbers change every hour, but at one point I think Matt posted that they were at 62% leverage and that was a few days after the virtual fireside chats that we had with Fong and Matt at the UK conference.

Jesse MyersGUEST
Yeah, it was pretty cool that the sort of latest development in acceptable amplification was the news was broken at the Bitcoin Treasuries Unconference UK.

Jesse MyersGUEST
And then a few days later in the news, the amplification is now much higher for Strive.

Jesse MyersGUEST
I think that I think there's a couple of things happening here where, you know, for plenty of Bitcoin treasury companies, they don't really consider themselves pure play like financial engineering Bitcoin treasury companies.
8 MINS LATER

Andrew WebleyGUEST
So, yeah, digital credit, I think we'll look back at it in a couple of years time and it will be as significant as a lot of other incredibly significant things that have come before us.