Michael Saylor's Year in Tweets: HODL, a $10B Money Machine, and the Week He Finally Sold Bitcoin

We pulled every tweet @saylor posted over the past twelve months — 902 of them, 561 originals once you strip out the retweets and replies. Then we read the lot. Three numbers tell you most of the story: 34 of those tweets announce Bitcoin purchases. 185 mention STRC or “digital credit” — that's one in three. And his most-liked text tweet of the year, posted February 5 at the bottom of the winter, is four letters long.

Read in order, the year splits into five clean acts. It opens with a company buying bitcoin at $117,000 a coin and closes with the same company selling bitcoin to pay preferred-stock dividends. Here's the arc, in his own words.

Act 1: Top of the world (Jul–Oct 2025)

The week our window opens, Strategy dropped $2.46 billion on bitcoin in one order. The Monday tweet reads like a quarterly report squeezed into 280 characters:

Strategy has acquired 21,021 BTC for ~$2.46 billion at ~$117,256 per bitcoin and has achieved BTC Yield of 25.0% YTD 2025. As of 7/29/2025, we hodl 628,791 $BTC…

That same week, STRC was born: a $2.5B IPO for a variable-rate preferred stock, upsized about five times over from the original plan. Bitcoin had six figures, the ATM printer hummed, and “Happy Uptober 🚀” pulled 38,000 likes. Nothing in the timeline suggests what's coming.

Act 2: The stress test (Nov 2025)

Then November happened. Bitcoin slid back toward $100K, and MSCI opened a review of whether companies like Strategy belong in equity indexes at all. If you want to know how Saylor communicates under actual pressure, this is the month to study. The official response was lawyerly:

Strategy is not a fund, not a trust, and not a holding company. We're a publicly traded operating company with a $500 million software business and a unique treasury strategy that uses Bitcoin as productive capital.

The unofficial one was better:

We bought bitcoin every day this week.

“They'll say we got lucky” — 38,000 likes. He wasn't debating the critics. He was tweeting past them, straight at the faithful.

Act 3: The one-word winter (Dec 2025 – Feb 2026)

As the drawdown dragged on — his own purchase tweets show the average buy price falling from ~$102K in November to ~$90K in December — the tweets got shorter and the engagement got bigger. February 5, 2026:

HODL

Two days earlier he'd posted the doctrine in full:

The Rules of Bitcoin 1. Buy Bitcoin 2. Don't Sell the Bitcoin

Volatility is Satoshi's gift to the faithful.

Keep rule #2 in mind. It comes back in Act 5.

Act 4: Victory lap at full throttle (Mar–May 2026)

By spring the buys print at ~$80K and the tone flips from siege to triumph. On April 4 he called the whole game:

Bitcoin has won. Global consensus is that $BTC is digital capital. The four-year cycle is dead. Price is now driven by capital flows. Bank and digital credit will determine Bitcoin's growth trajectory.

And with victory declared, the product pitch changed. Less bitcoin evangelism, more STRC salesmanship — May was peak credit-instrument Saylor:

$STRC is a passenger jet. $BTC is a fighter jet. $MSTR is a rocket ship.

All-time high volume. $1.53B of liquidity. Two cents of volatility. Closed at par. $STRC

Act 5: The reversal (Jun–Jul 2026)

Then the machine hit a wall. AI datacenter buildouts started absorbing capital at historic scale, bitcoin ETFs bled, and STRC slipped below its $100 stated amount — which quietly switches the money machine off, because selling new shares below par makes every fresh dollar more expensive. Saylor's framing:

Capital markets are funding the AI buildout at historic scale: ~$400B over 6 months. Bitcoin ETFs have seen ~$4B of outflows since May 14, pressuring $BTC. This is a capital rotation, not a Bitcoin impairment. Volatility creates opportunity.

What followed was the most interesting month of the year. Dividends moved to semi-monthly. A “Digital Credit Capital Framework” appeared. And then, on July 6, the tweet nobody expected from the Rule #2 guy:

Strategy has sold 3,588 $BTC for $216 million to fund dividends on our Digital Credit securities. As of 7/5/2026, we hodl ₿843,775 in our BTC Reserves and $2.55 billion in our USD Reserves.

Rule #2 met a roughly $1.26B-a-year dividend bill, and rule #2 blinked. Since then, the weekly cadence tracks a growing pile of dollars instead of bitcoin:

Strategy has increased its USD Reserve by $525 million, achieving 2.1 years of dividend coverage. As of 7/26/2026, we hodl ₿843,775 in our BTC Reserve and $3.75 billion in our USD Reserve.

As Strategy disclosed Monday: our corporate objective is for $STRC to trade over time at $99–$100.

A year that opened with “we bought every day” closes with “two years of dividend runway.” That's not hypocrisy exactly — it's what it looks like when you fund a bitcoin treasury with $10B of preferred stock and the market stops handing out free refills. The tweets didn't change because the philosophy changed. They changed because the balance sheet did.

Where this goes next

Watch three things: whether STRC gets back to the $99–$100 band (that reopens the ATM), whether more BTC sales follow the July one, and whether the USD reserve keeps growing at half a billion a week. All three show up in his feed before they show up anywhere else — which is exactly why we track it.