He Lost $6 Billion in One Day. Now His Company Owns 848,000 Bitcoins.

In March 2000, Michael Saylor lost about six billion dollars on paper in a single day. Twenty years later, he turned his software company, MicroStrategy, into the biggest corporate bitcoin bet in history. Today Strategy owns 848,000 bitcoins, paid for with cash, debt, new shares and preferred stocks called Strike, Strife, Stride and Stretch. In 2026, for the first time since 2022, it sold bitcoin. The story of Michael Saylor and Strategy, drawn badly and told accurately. CHAPTERS 0:00 848,000 bitcoins and a Sunday habit 0:31 The boy who couldn't fly 1:43 Face first at 60 miles an hour 2:47 Bitcoin's days are numbered 3:45 Borrow, buy, repeat 5:41 Strike, Strife, Stride, Stretch 6:54 The trick stops working 9:04 He would do it again Holdings and prices are as of early October 2026 (Strategy 8-K of 5 October 2026). The 2000 SEC case and the 2024 District of Columbia tax case were settled without an admission of wrongdoing. Nothing in this video is financial advice. Dialogue is dramatised. Facts and quotes are sourced below. Voices are AI-generated stock voices. They are not the voices of the people portrayed and do not imitate them. SOURCES https://www.sec.gov/Archives/edgar/data/00... https://www.theblock.co/news/business/2026... https://en.wikipedia.org/wiki/Michael_J._S... https://en.wikipedia.org/wiki/Fairborn,_Ohio https://moneyinc.com/michael-saylor/ https://en.wikipedia.org/wiki/MicroStrategy https://www.slate.com/articles/news_and_po... https://www.newsweek.com/confessions-crash... https://www.sec.gov/litigation/litreleases... https://decrypt.co/42388/how-microstrategy... https://dailycoin.com/top-10-crazy-things-... https://benzinga.com/markets/cryptocurrenc... https://news.bloomberglaw.com/crypto/micro... https://www.sec.gov/Archives/edgar/data/10... https://www.sec.gov/Archives/edgar/data/10... https://www.strategy.com/press/microstrate... https://www.theblock.co/linked/88699/micro... https://fortune.com/2022/12/29/bitcoin-eva... https://www.sec.gov/Archives/edgar/data/10... https://www.strategy.com/press/microstrate... https://www.theblock.co/post/328046/micros... https://benzinga.com/markets/equities/24/1... https://www.bloomberg.com/news/articles/20... https://cointelegraph.com/markets/michael-... https://finance.yahoo.com/markets/crypto/a... https://oag.dc.gov/release/attorney-genera... https://www.theblock.co/amp/post/298166/mi... https://www.axios.com/local/washington-dc/... https://www.sec.gov/Archives/edgar/data/10... https://www.strategy.com/press/microstrate... https://www.benzinga.com/markets/cryptocur... https://fortune.com/2025/02/28/michael-say... https://www.theblock.co/post/347498/strate... https://finance.yahoo.com/news/strf-strk-c... https://bitcoinmagazine.com/news/strategy-... https://www.sec.gov/Archives/edgar/data/10... https://www.strategy.com/press/strategy-an... https://www.sec.gov/Archives/edgar/data/00... https://bitcointreasuries.net/news/how-str... MUSIC AND SOUND YouTube Audio Library