Mike MilliganFounder and CEO, 1.oak Financial · Founder and CEO, 1.oak Financial

Michael Saylor vs. Diversification: What Investors Can Learn From MicroStrategy

20 Aug 2026 · 1 min

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In this video, host Mike Milligan profiles Michael Saylor, highlighting his extensive résumé before his involvement with Bitcoin. Saylor holds dual MIT degrees in aerospace engineering and the history of science, founded the business‑intelligence firm MicroStrategy (now rebranded as Strategy, ticker MST) in 1989, co‑founded alarm.com, authored the book The Mobile Wave, secured more than 48 patents, and created the nonprofit Saylor Academy, which has delivered free education to over three million learners. The segment then marks the pivotal moment in August 2020 when Strategy became the first publicly traded operating company to make a major, public commitment to Bitcoin, setting the stage for a discussion on how this bold move challenges conventional diversification principles and what investors can glean from Saylor’s approach.

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Today's feature is on Michael, Michael Saylor. His personal site is literally www.michael.com. He has dual degrees from MIT as an aerospace engineer and history of science. He founded MicroStrategy, a publicly traded company in 1989, now rebranded just as Strategy with ticker MST. publicly traded business intelligence firm. He also founded alarm.com. He is the named inventor on more than 48 patents. He wrote a book called The Mobile Wave. He founded a nonprofit called Saylor Academy that has provided free education to over 3 million students. That is a real resume before Bitcoin ever entered the picture. And this is the pivot. In August 2020, Strategy became the first publicly traded operating company