Michael Saylor is everywhere, and now he’s on the cover of Forbes in an issue released Jan. 30. The 59-year-old CEO of MicroStrategy was pictured grinning under the bold title, “The Bitcoin Alchemist,” an iconic and very fitting name. Michael came into the market just five years ago and quite literally devoured Bitcoin. Since then, he has accumulated 471,107 BTC worth around $50 billion, turning his company into the ultimate Bitcoin whale and himself into a $9.4 billion man. On New Year’s Eve, Michael hosted 500 elite guests at Villa Vecchia, his 18,000-square-foot mansion in Miami, Florida. Picture this the way Forbes described it in their issue: tangerine suits, golden bodysuits, and hors d’oeuvres stamped with Bitcoin’s iconic “B” logo. Michael Saylor’s Forbes cover Dancers swirled glowing orbs in Bitcoin’s signature orange hue. Outside, the 154-foot Usher yacht rocked against the Miami skyline, ferrying in institutional investors, crypto influencers, and executives. And get this, the main event wasn’t even the new year, it was Bitcoin breaking $100,000 for the first time ever. David Bailey, the CEO of BTC Inc. and publisher of Bitcoin Magazine, walked the scene, wearing a cap stamped with “Satoshi Nakamoto.” He was the one who brought Donald Trump to July’s Bitcoin conference, where Trump declared he’d turn America into “the crypto capital of the planet.” But oh no, this night belonged to Michael. The whole party felt less like a party and more like a coronation for the untitled King of Crypto, something he might have to fight El Salvador’s Nayib Bukele for. Though hey listen, this article is about Michael, not Nayib. And Michael strolled through the party in his black blazer, blue jeans, and a T-shirt branded with the Bitcoin logo. Selfie requests and handshakes piled up. Here, Bitcoin was a religion, and Michael was its high priest. The comeback of the century Michael’s relationship with money has always been a bit so-so. Anyway, he built MicroStrategy in 1989 as a data-mining company right out of MIT. By 2000, this genius was worth $13 billion, but the tech bubble popped, and so did his empire. The SEC accused him of accounting fraud, and MicroStrategy’s stock dropped like a rock—from $313 per share to under $1. His $13 billion net worth was gone overnight. “It was the darkest part of my life. When people lose money because they believe in you, that’s pretty much the worst,” he said. For the next twenty years, MicroStrategy limped along with unimpressive sales and a market cap around $1 billion. Then came 2020 when the COVID-19 pandemic triggered massive global fiat printing, and Michael said he started seeing the dollar as “trash.” He didn’t see safety in dollars or bonds, but he saw safety in Bitcoin’s 21 million token limit. With $530 million in cash reserves and after months of contemplation, he made the call, said MicroStrategy would go all-in on Bitcoin. Over three years, MicroStrategy scooped up more Bitcoin than anyone else in the world, apart from Satoshi Nakamoto himself. After the SEC approved Bitcoin ETFs from giants like BlackRock, Bitcoin’s price doubled, then smashed $100,000 in December after Trump won the election and gave the industry what he promised us. That spike pushed MicroStrategy straight into the Nasdaq 100. The company’s stock surged over 700% last year. Michael’s net worth went from $1.9 billion in 2024 to $9.4 billion in January 2025. Pretty crazy, huh? MicroStrategy is now worth $84 billion, despite having only $48 billion in Bitcoin on its balance sheet. Wall Street doesn’t really get it, but Michael does. “We put a crypto reactor in the middle of the company and spin it,” he said. “That volatility fuels everything.” How Michael Saylor weaponized volatility and became Wall Street’s King Now here’s the magic trick: Michael knew Wall Street thrives on volatility, the very thing traditional investors fear. In 2021, he began issuing billions in convertible bonds, offering investors the option to convert debt into shares of MicroStrategy. The implied volatility of MicroStrategy’s options skyrocketed as Bitcoin prices bounced wildly. Traders loved it. “People thought I was crazy,” Michael told Forbes. “How can such a small company have that liquidity? Because we created volatility on purpose.” MicroStrategy has issued six convertible notes since 2021, totaling $7.3 billion, with interest rates between 0% and 2.25%. Investors ate them up. Allianz and State Street grabbed huge chunks. The bonds delivered returns over 250%, making them one of the top-performing debt plays in the market. Even the $3 billion issued last November—with a 0% coupon—gained 89% in just a few months. With its stock price up 2,666% since 2020, MicroStrategy’s market frenzy rivals even Tesla and Amazon. Its shares jumped from 97 million to 246 million through secondary offerings and debt issuance. In January, shareholders approved increasing the authorized shares to 10.3 billion. His strategy is simple: raise debt, buy Bitcoin, drive prices up, issue more shares, and repeat. And just when Wall Street thought he was done, Michael introduced a new financial metric: Bitcoin Yield. It measures the growth of Bitcoin holdings relative to the company’s fully diluted shares. MicroStrategy reported a 74.3% BTC Yield for 2024. Wall Street couldn’t ignore the signal, even if it seemed arbitrary. So now those guys are knocking on Michael’s door, they want in on the action too. Michael’s financial engineering is now a template for others. Bitwise counts 90 public companies—Tesla and Block included—adding Bitcoin to their treasuries. In March 2025, Bitwise will launch a Bitcoin Standard ETF tracking 35 companies holding over 1,000 BTC each. MicroStrategy dominates the list. “Size is everything,” said Jeff Park from Bitwise. “MicroStrategy is the most liquid source for trading Bitcoin-related risks.” What happens if Bitcoin crashes? Here’s the question: What happens if Bitcoin drops like it did in 2018 or 2022? The answer is, according to Michael, MicroStrategy has time. Bitcoin would need to fall over 80% and stay there for two years before this hero would be in trouble. “Actually, there’s very little debt on MicroStrategy’s balance sheet,” said Jeff Park. The debt is unsecured, so there’s no forced liquidation of Bitcoin assets even if things go south. Michael isn’t worried. Trump’s crypto-friendly administration is back, and the US national debt keeps surging. “Cash is trash,” he said to Forbes, sticking to his mantra. Trump’s spending policies will for sure hurt the dollar, which will only strengthen Bitcoin’s appeal. Michael said, “The irony of my career is I invented 20 things, and I tried to make them successful, and I really didn’t change the world with any of them. Satoshi created one thing, gave it to the world and disappeared, and now we just carry the torch. That, ironically, has made me more successful than me trying to commercialize every one of my own ideas. It is a lesson in humility.” Cryptopolitan Academy: How to Write a Web3 Resume That Lands Interviews - FREE Cheat Sheet
