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Crypto Newsletter: Why Michael Saylor Bet Big on Bitcoin at Its Peak đ°
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Hey, Crypto Fam! đ
Imagine this: The year is 2020. Bitcoin is flirting with all-time highs, skeptics are yelling, âItâs a bubble!â and the smart money is supposedly staying cautious.
But then, out of nowhere, Michael SaylorâCEO of MicroStrategyâdrops a $250 million bomb and buys Bitcoin like itâs on a Black Friday sale. đđ„
"Wait, what?!" everyone thought. Why would anyone buy at the peak when the risk of a crash looms?
Today, weâre diving into the mind of Michael Saylor, the man who made one of the boldest moves in crypto history. Buckle upâthis story is wild. đ
The Problem: Cash is Trash đ”đ„
Hereâs the backdrop: In 2020, the world was in financial chaos. Governments were printing money faster than kids can spend V-Bucks in Fortnite.
Saylor noticed this and had a lightbulb moment. đĄ
With inflation on the rise and fiat currencies losing value, holding cash reserves felt like watching them evaporate in slow motion. "Weâre sitting on a melting ice cube," Saylor famously said. đ§âïž
The Solution: Bitcoin, the Digital Gold đ

Saylor didnât see Bitcoin as just another volatile asset. He saw it as digital gold, a scarce, decentralized, and durable store of value.
With only 21 million BTC ever to exist, Saylor believed Bitcoin was the ultimate hedge against inflation.
âGold is great, but Bitcoin is better,â he said. And letâs be honestâBitcoin doesnât need vaults, it doesnât tarnish, and it doesnât care about geopolitical drama. đĄïž
The Plan: Go Big or Go Home đȘ
Instead of dipping his toes in, Saylor went all-in. He invested $250 million of MicroStrategyâs cash reserves into Bitcoin, even as it hovered near all-time highs. Why?
Long-Term Vision: Saylor wasnât looking at Bitcoinâs next-week price. He was looking 10 years down the line, betting that Bitcoinâs value would outpace inflation and traditional investments.
Conviction Over FOMO: While others feared buying at the peak, Saylor trusted Bitcoinâs fundamentals. For him, it wasnât about timing the marketâit was about time in the market. âł
A Bigger Picture: Saylor believed this move would protect MicroStrategyâs balance sheet while setting a new standard for how corporations approach their cash reserves.
What Happened Next? đ
Spoiler alert: Saylor didnât stop at $250 million. Over the next few years, MicroStrategy bought more Bitcoinâto the tune of 152,800 BTC as of 2024.
His gamble paid off, making MicroStrategy a beacon for corporate Bitcoin adoption.
Yes, Bitcoin has had its ups and downs, but Saylorâs steadfast belief has made him a hero in the crypto world.
His moves have inspired countless companies and individuals to consider Bitcoin not just as an asset, but as a financial strategy.
The Lesson for Us Mere Mortals đ§
Michael Saylorâs play wasnât about timing the perfect entry. It was about understanding the bigger picture: protecting value in a world where fiat currencies are constantly devalued. His message is clearâbet on conviction, not short-term hype.