Garrett Johnston

Christian, Husband, Father x2. Risk Advisor at the intersection of institutional capital & digital assets. Opinions are my own.

[Garrett Johnston @garrettoj]

Grateful to join this discussion with @PrestonPysh to talk about the intersection of Bitcoin and Insurance.

His content over the years has been an important part of my own Bitcoin learning journey.

We are so, so early still…

[The Investor's Podcast @TIP_Network]

This week, @garrettoj & @prestonpysh talk about how Bitcoin transforms risk, regulation, and investment frameworks in the insurance industry.

Watch here: https://t.co/W1kG5Mexko

[Garrett Johnston @garrettoj]

This is fantastic execution by the @Strive team.

They are hitting all of the important buckets that S&P ratings gave @Strategy to help build towards Investment Grade rating in the future.
- zero debt
- increased cash reserves proportionally with $SATA issuance to maintain 18mo coverage buffer.
- compressing Vol (which is going to compress further in June as the daily dividends kick in).
- increased BTC stack by 15%

… and accelerating the flywheel while BTC is trading flat - negative.

Can’t wait to see how this flywheel performs when BTC legs up again.

Congrats @ColeMacro @PunterJeff @Werkman @BenPhiat and the entire Strive team.

[Matt Cole @ColeMacro]

Strive acquired an additional 2,500 $BTC for ~$185.2M at an average cost of ~$74,092 per bitcoin.

STRIVE SNAPSHOT
Bitcoin holdings: 19,000
QTD BTC Yield: 23.0%
YTD BTC Yield: 36.7%
Amplification ratio: 57.0%

Cash was increased to maintain 18-month dividend reserve.

$ASST $SATA

[Garrett Johnston @garrettoj]

@ColeMacro @Johndnolan4884 Impressive week guys - congrats!

[Garrett Johnston @garrettoj]

@saylor @phongle and the @MicroStrategy team systematically knocking down every domino in the path of Investment Grade rating.

2029 notes have an outsized conversion price of $672.40. Once those are fully extinguished (within next 30 days is my guess), they’ll attack the next highest conversion price of $433.80 (2030-B notes). Nearly all of their other debt has a conversion price below or within striking distance of their current share price and will equitize.

When you put their moves through the lense of achieving IG status - everything makes sense. Each earnings call is a strategic roadmap to this goal … the equity pools and demand on the other side of an IG rating are orders of magnitude larger.

[Michael Saylor @saylor]

Strategy to repurchase $1.5 billion principal amount of 2029 convertible notes. $MSTR $STRC https://t.co/enRuc7PBkY

[Michael Saylor @saylor]

Strategy to repurchase $1.5 billion principal amount of 2029 convertible notes. $MSTR $STRC https://t.co/enRuc7PBkY

[Garrett Johnston @garrettoj]

Management team execution is separating the leaders from everyone else in the BTC Treasury space.

Huge congratulations @ColeMacro @PunterJeff @Werkman @BenPhiat and the entire @Strive team and n this innovation milestone.

Proof of work - well done!

[Strive @Strive]

Strive: The Daily Dividend Company

Investor Update - May 2026

$ASST $SATA

[Garrett Johnston @garrettoj]

There is a big difference between people who have done their homework, and those who haven’t when it comes to digital credit.

Jeff has done his homework.

[Jeff Walton @PunterJeff]

Sat down with @coffeebreak_YT today on Bitcoin and Digital Credit.

His edit will drop soon. Posting the full raw hour for anyone who wants the unfiltered version.

Enjoy

[Jeff Walton @PunterJeff]

Sat down with @coffeebreak_YT today on Bitcoin and Digital Credit.

His edit will drop soon. Posting the full raw hour for anyone who wants the unfiltered version.

Enjoy

[Garrett Johnston @garrettoj]

@ColeMacro @BitcoinPierre Congrats Strive team. Huge milestone!

[Bitcoin Archive @BitcoinArchive]

JUST IN: Fed Chair Nominee Kevin Warsh approved by Senate Banking Committee and will be 1st pro-Bitcoin Fed Chair.

[Garrett Johnston @garrettoj]

@paoloardoino @btc @btc [email protected]

[Garrett Johnston @garrettoj]

@jonwillbanks @ColeMacro @PunterJeff @Avik @Werkman Jon - let’s connect. Let’s talk digital credit and the Arterra biz. I work closely with Strive and Strategy. Also a multi-dog owner… bitcoin maxi… father…etc. Hit my DM and we’ll connect.

[Zynx @ZynxBTC]

Just to add some colour to this...

From the SEC filing it appears Strive sold $20 million worth of $SATA (200k shares). As well as 3,063,600 of $ASST shares via the ATM.

This makes them the first company to fully execute the Saylor playbook successfully.

Pretty big imo.

[Conner Brown @BitcoinConner]

Today Bitcoin was recognized as a strategic tool on the world stage, confirmed by the U.S.’s most senior commander responsible for our posture against China.

This is the result of years of policy work and educational initiatives. I’m beyond proud of the BPI team and the years of effort that it took to get us to this point.

[Garrett Johnston @garrettoj]

This is a great illustration that puts the scale of even the largest Bitcoin Miners into perspective: They are the small fish in the pond… but have the advantage of Infrastrucure in place prior this wave… Marsh handles over 2/3rds of the hyperscalers. https://t.co/l8lMLR1Y1b

[Garrett Johnston @garrettoj]

One of the most critical aspects of acceleration of Bitcoin into the legacy financial system is how it intersects the regulatory and compliance layers. If you are building in Bitcoin and want to know how to integrate into TradFi. DM for details. https://t.co/hqFkBnbGxD

[Garrett Johnston @garrettoj]

@paoloardoino This is so important. Great product and glad this infrastructure is being built.

[Garrett Johnston @garrettoj]

Risk outlook for digital assets in 2026 | Marsh https://t.co/DXy7niLipn

[Garrett Johnston @garrettoj]

Excellent thought leadership from my colleague Mick Moloney on the difference between theoretical promises of AI vs real world execution and integration into large corporate ecosystems. https://t.co/46o1ZyvwI6

[Bitcoin Magazine @BitcoinMagazine]

Coinbase #Bitcoin commercial shows how houses get cheaper when priced in BTC over time 👀

"In 2012, you'd need 30,000 BTC to buy this house...today it could be yours for 5 BTC."

You will now be able to buy a home with a bitcoin-backed mortgage 🙌 🇺🇸

[TFTC @TFTC21]

Five years ago, telling your mortgage lender you owned Bitcoin was a red flag. Today, Fannie Mae is backing home loans where Bitcoin IS the down payment.

That's not a crypto startup. That's the U.S. government's mortgage backbone treating Bitcoin as collateral with the same protections as a conventional 30-year home loan.

Here's what changed: 41% of American families fail to buy a home because they can't scrape together the cash for a down payment. Not because they're broke. Because their wealth is locked in assets they'd have to sell, triggering capital gains, paperwork, and a tax bill that eats the down payment itself.

Bitcoiners know this trap better than anyone. You're sitting on life-changing wealth and the system punishes you for trying to use it.

This product eliminates that wall. Pledge BTC or USDC as collateral, receive a loan for the down payment, keep your Bitcoin, pay no capital gains. Rate is 0.5 to 1.5 points above standard depending on borrower profile.

The key detail: no margin calls. No collateral top-ups. If Bitcoin drops in value, the mortgage terms remain unchanged and no additional collateral is required. Market movements alone never trigger liquidation. The only liquidation risk is a 60-day payment delinquency, same as any conventional mortgage.

This is how billionaires have operated for decades. Borrow against assets, never sell. Private banks built empires on this model for the ultra-wealthy. The difference now: it's available to anyone holding Bitcoin on an exchange.

The real story isn't the product. It's what Fannie Mae's involvement signals. A government-sponsored enterprise formally underwriting Bitcoin-collateralized debt means the U.S. housing system no longer views Bitcoin as speculation. It views it as wealth. That's a classification shift that took 15 years to happen and will be impossible to reverse.