Charles Stack

Husband, Dad, Grandad, Reader, Camper, Serial Entrepreneur, VC, bitcoiner.
#Bitcoin

[Charles Stack @cstack]

Read everything. Keep an open-mind. Innovation is an emulsion of disparate concepts (vinegar + oil + mustard, well stirred). Fail and move on.

[Awa K. Penn @TawohAwa]

🚨BREAKING: Claude can now completely rewire your brain so you can learn anything at lightning speed.

Here are 7 prompts to learn anything 10x faster:

[CyrilXBT @cyrilXBT]

CLAUDE CODE CAN NOW PULL LIVE DATA FROM 17,000+ STOCKS, CRYPTO PRICES, AND FINANCIAL STATEMENTS IN SECONDS.

One command. 60 seconds. Done.

Here is the exact setup:

Step 1: Open Claude Code and paste this:

claude mcp add --transport http financial-datasets https://t.co/cupUKrWK0C

Step 2: Authenticate
Type `/mcp` inside Claude Code and complete the OAuth flow in your browser.

Verify the connection anytime:

claude mcp list

Step 3: Start prompting
- "What is Apple's current P/E ratio and market cap?"
- "Show me Tesla's income statement for the last 4 quarters."
- "How has Bitcoin's price changed over the past year?"

That is it.

Claude Code now has direct access to real financial data across 17,000+ stocks, earnings reports, balance sheets, income statements, cash flow data, and crypto prices.

The analysts paying $24,000 a year for a Bloomberg Terminal are not going to be happy this exists.

Before this you needed a Bloomberg Terminal or a complex financial data API or hours of manual research across multiple sources.

Now you need one command and 60 seconds.

The quants, analysts, and portfolio managers who figure out how to combine Claude Code's reasoning with live financial data access will have a research edge that compounds every single day.

Bookmark this before you open your next brokerage account.

Docs if you run into errors: https://t.co/CgF6B3dS5V

Follow @cyrilXBT for every Claude Code integration that changes how you work with data.

[Charles Stack @cstack]

Looks like $$MSTR is selling $STRC at 99.99, not 100 as in past cycles. Fidelity shows: Ask x Size $99.99 x 380,300 shares. Can't think who else might selling at that volume.

[Josh Man @JoshMandell6]

The IRS treats spot Bitcoin as property, so the wash sale rule doesn’t apply. This means you could sell high-cost basis Bitcoin to realize a loss, then immediately buy it back on the open market without penalty, effectively lowering your cost basis and maintaining or even boosting the tax benefit of return of capital (ROC) dividend payments. But I love the idea of ripping the wings off MSTR shorts, too.

[MarylandHODL (aka The Transition) @MarylandHODL21]

Give Saylor Some Credit: The Next Evolution of the Bitcoin Treasury Strategy

It’s easy to dismiss @saylor’s “never sell” mantra as a trap. Critics argue he’s painted himself into a corner, dependent on a cycle of buying Bitcoin and issuing preferreds that eventually demands increasingly creative capital raises at the expense of equity holders. But that critique misses the bigger picture. Saylor isn’t stuck…he’s evolving the playbook.

The Current Flywheel and Its Limits

Strategy’s approach has worked like a monetary flywheel: buy Bitcoin through ATMs or preferred offerings, boost the Bitcoin per-share value of common stock, strengthen collateral coverage, and in turn reinforce Bitcoin’s price. It’s a powerful, self-reinforcing loop.

The problem is sustainability. Servicing preferreds eventually requires issuing more common equity - diluting shareholders and creating the optics of a Ponzi-like need for constant inflows. But here’s what critics overlook: Saylor has repeatedly shown a willingness to adapt. Each pivot (ATM issuance, bank debt, convertible bonds, and now preferreds) was not blind stubbornness but active refinement. He’s been innovative, responsive, and adaptive, each time solving the limits of the prior model while strengthening Strategy’s Bitcoin position.

The next logical step follows that same pattern: retire the ATM as the primary funding source for dividends and replace it with a professional trading desk designed to monetize highly appreciated Bitcoin.

The Necessary Pivot: A Ladder Approach

Think of it like climbing a ladder (with endless side rails and only 10 rungs): to keep rising, you eventually need to move a lower rung upward. For Strategy, that means selling a small, strategic portion of Bitcoin at the right times. It’s not abandoning “never sell” …..it’s maturing into a true institutional Bitcoin operation.

The model is straightforward: sell into strength, fund dividends, and leverage capital inflows to grow Strategy’s stack. Done right, it becomes an elegant arbitrage between Bitcoin’s long-term CAGR and his preferred/tradfi based yields.

A Lesson from the 1980s

This is where the Solomon Brothers parallel matters. In the 1980s, Solomon dominated the bond market by mastering liquidity. They didn’t just participate - they set the rules, forcing others to trade on their terms. By running the most sophisticated desk, they became the gravitational center of bonds.

That’s the opportunity here: Strategy could become the Solomon Brothers of Bitcoin. By professionalizing both sides of the trade, they wouldn’t just hold Bitcoin - they’d define the liquidity strategy everyone else follows.

Letting the Market Catch Up

Saylor knows timing is everything. Announcing a willingness to sell only works if the infrastructure is already in place - staffed with veteran traders using proven strategies will provide instant credibility. That’s what allows the market to see evolution, not retreat.

Game theory suggests he’ll move only when the market itself feels the strain: slowing mNAV, ATM limits, and lackluster price action. At that moment, the pivot won’t be seen as a crack in the strategy - it will be welcomed as the solution.

More importantly, this shift removes the Ponzi-like optics that critics seize on. Instead of relying on constant ATM issuance, capital begins flowing naturally into both the preferreds and the common. The flywheel regains traction, market confidence strengthens, and mNAV expands in a way that feels sustainable rather than forced.

Conclusion: He’s Not Out of Moves

Saylor deserves credit for creating the board everyone else is now playing on. If history is any guide, he isn’t boxed in -he’s preparing the next move. And it may be the most powerful yet: turning Strategy from the first corporate Bitcoin treasury into the Solomon Brothers of Bitcoin, the institution that controls the liquidity game.

@darkside2030 @JoshMandell6 @Puncher522

[Glenn Hodl @glennhodl]

Strip out the $18.38 for 1/10 of an $MSTR share and $STRK currently gives you $8 a year for life for just $59.42.

13.46% yield.

And people get excited over 11.5% for $STRC that is in no way guaranteed to stay at that rate.

$STRK is severely misunderstood.

[Charles Stack @cstack]

@hillery_dan “STRK will trade like MSTR with a perpetual cash dividend and a claim over Strategy’s assets that is superior to MSTR.” Well said!!

[Dan Hillery @hillery_dan]

https://t.co/4W1cvJHUwQ

[Charles Stack @cstack]

@amazon @JeffBezos ends @wapo Books section. The sadness exceeds the irony. https://t.co/vax0dwWax7

[Charles Stack @cstack]

UPenn faculty condemn Trump administration’s demand for ‘lists of Jews’
https://t.co/6hJtdfMbaX

[Charles Stack @cstack]

@ElonMusk_LordX Mona lisa

[Charles Stack @cstack]

It looks like the @Browns did not even practice this week. Really ugly.

[Charles Stack @cstack]

@elonmuskmel7 44

[Charles Stack @cstack]

Me and 3 million other Americans cancelled Disney+ in support of Jimmy Kimmel and Free Speech.
https://t.co/nKqKoR2hrQ

[Charles Stack @cstack]

I cancelled #Disney in protest over suspending Jimmy #Kimmel.

Defend Free Speech or lose it!

[Ron Daddio @JazzTrio1010]

BREAKING NEWS: Nick Chubb has pledged $5 million from his latest sponsorship deals to fund homeless shelters across Cleveland. His initiative will open 100 housing units and 200 shelter beds for those in need. Speaking emotionally, Chubb said: “Cleveland gave me everything — love, energy, belief. Now it’s my turn to give back. I can’t stand by knowing families are sleeping outside in this city.

[Meghan Donovan @megdonovan44]

Shoutout to whoever left this at my Dad’s gravesite!
That being said… he loved the fans as much as he loved the Browns! Feel free to pay him a visit at Lakeview Cemetery. Section 66. Be sure to scan the QR code on the headstone and leave a message!

[Johan Bergman @JohanMBergman]

When brokers are going to offer tokenized stocks and their going to offer pieces of a stock, they could offer 1/100th of $STRC which becomes the stablecoin with a 9% yield on it.
@tether and @USDC combined mcap is 227 billion dollars...

[Charles Stack @cstack]

@LibertyBTC You are missing nothing. 9% capital gain PLUS 10% APR dividend on August 31.

[Charles Stack @cstack]

$MSTR $STRC priced at $90.00 with the final offering size being 28,011,111 shares up from the 5,000,000 shares initially filed. Raising $2.52 billion USD to buy Bitcoin #BTC. Per Fidelity email.