Weekly Roundup 06/26/26 (Quantum EOs, STRC's selloff, more MSTR) artwork

Weekly Roundup 06/26/26 (Quantum EOs, STRC's selloff, more MSTR)

On The Brink with Castle Island

June 26, 2026

Matt and Nic are back for another week of news and deals. In this episode:  Our recording snafu STRC's depeg explained Saylor's path forward Why Strategy's issue is the converts  Polymarket's questionable marketing Trump's Quantum EOs
Speakers: Nic Carter, Matt Walsh
**SPEAKER_1** (0:01)
Matt Walsh and Nic Carter are partners at Castle Island Ventures. All of these expressed by them or the guests on this podcast are solely their opinions and do not reflect the opinions of Castle Island Ventures. Guests and hosts may maintain positions in the assets discussed in this podcast. You should not treat any opinion expressed by anyone on this podcast as a specific inducement to make a particular investment or follow a particular strategy, but only as an expression of their personal opinion. This podcast is for informational purposes only.

**SPEAKER_2** (0:22)
Brought down by Bad Mortgage Investments, Lehman, which has 25,000 employees, will be liquidated.

**SPEAKER_3** (0:28)
The federal government loans American International Group, AIG, $85 billion.

**SPEAKER_5** (0:35)
The federal government is stepping in to stabilize Fannie Mae and Freddie Mac, the two mortgage giants that have been threatened by the housing crisis.

**Nic Carter** (0:42)
The Bank of England has pumped $75 billion more into Britain's ailing economy with a new round of quantitative easing.

**SPEAKER_1** (0:47)
You print a couple trillion dollars and all of a sudden people start to worry. So out of this worry, we have something called the Bitcoin.

**Matt Walsh** (0:53)
Welcome to On The Brink, I'm Matt Walsh.

**Nic Carter** (0:56)
And I'm Nic Carter.

**Matt Walsh** (0:58)
I think of the first time I had a huge hiccup in the podcast like this, and I've apologized profusely, but we recorded about a half an hour of this podcast. And then I realized I wasn't recording.

**Nic Carter** (1:09)
Let it be known that I was actually very good spirited and very forgiving about it.

**Matt Walsh** (1:14)
You were. You handled that very well. I don't think I would have handled that with as much poise as you did because that was painful.

**Nic Carter** (1:21)
So we recorded a full half hour and then Matt realized he didn't turn his thing on, which I think, has that ever happened in this podcast before?

**Matt Walsh** (1:30)
No, we've been doing this since 2018 I don't think that's ever happened to us.

**Nic Carter** (1:34)
Six years. So eight years? Jesus. That's like a-

**Matt Walsh** (1:39)
Time flies.

**Nic Carter** (1:41)
We did lose a podcast episode because I was at a conference and forgot to upload it. So there's one lost tape out there.

**Matt Walsh** (1:48)
There is a lost tape. And then we skipped a week once.

**Nic Carter** (1:51)
We skipped. Yeah, we skipped like two or three, I think. But we have never forgotten to turn on the equipment.

**Matt Walsh** (1:58)
Yep. That's me.

**Nic Carter** (1:59)
Kind of a cool milestone for us. So it really was, you know that song, The Greatest Song In The World by Tenacious D?

**Matt Walsh** (2:07)
Yes.

**Nic Carter** (2:08)
Or it's called Tribute, right?

**Matt Walsh** (2:10)
This is, yeah, this is not the greatest song in the world. This is just a tribute.

**Nic Carter** (2:13)
Yeah. So what was it? He like dreamt of the greatest song in the world or something.

**Matt Walsh** (2:17)
Right.

**Nic Carter** (2:17)
Was that it? So this episode is a tribute to the greatest episode ever recorded, which was just now.

**Matt Walsh** (2:25)
It's in my defense, we got a lot going on here.
I was trying to coordinate signing a term sheet. We got a couple of follow-ons going on. We have day jobs over here.

**Nic Carter** (2:34)
We do, and we're uncompensated for this. I do remember thinking to myself, this was a particularly good episode.

**Matt Walsh** (2:42)
I know because we started talking about my skunk problem. We did six minutes on the skunk.
For those of you who didn't hear, which is all of you, I have a skunk in my backyard now.

**Nic Carter** (2:54)
Yeah, I guess we'll just play it back. Has the skunk sprayed you or your children yet?

**Matt Walsh** (3:03)
Skunk has not sprayed me or my children. I've got the turkeys. That's been well documented, but now we have a skunk borrowing holes in my backyard. I thought it was a mole, but it's a full-blown skunk.

**Nic Carter** (3:14)
It's a totally different scale of rodent. Skunks are very cute, I would argue.

**Matt Walsh** (3:20)
Yeah, they're good-looking.

**Nic Carter** (3:21)
They're handsome little forest critters, but they just have this really dark side to them, unfortunately. You can't enjoy their presence at all.

**Matt Walsh** (3:30)
Yeah, and then we did a whole riff about what do skunks do in the winter. I don't know if we can play that back.

**Nic Carter** (3:37)
Yeah, we don't need to, actually. We had a long discussion of what various creatures do in the wintertime in Massachusetts, and the TLDR is we don't know how they make it through the winter.

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