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Michael Saylor video library

24 of Michael Saylor's most influential interviews, lectures and keynotes, from MicroStrategy's first bitcoin purchase in 2020 to the debates of 2026. Oldest first, grouped by era.

These are external videos, not made by us, and we are not affiliated with Michael Saylor or any channel listed. Saylor chairs a company whose securities he often discusses; nothing here is financial advice. People see him very differently, so read the views on each side on his profile card. Clicking play loads the video from youtube-nocookie.com, run by YouTube/Google; see our privacy promise.

2020: The conversion

The year MicroStrategy started buying bitcoin, and the interviews where Saylor first explained why.

  1. Weeks after MicroStrategy's first purchases, Saylor tells Anthony Pompliano how he built the company and why he moved more than $400 million of its balance sheet into bitcoin.

    85 min · 242K views on Oct 17, 2026

  2. An early long-form interview with Peter McCormack on bitcoin as digital gold, the dematerialization of assets, volatility, and why he sees bitcoin dominating other crypto assets.

    104 min · 32K views on Oct 17, 2026

  3. Raoul Pal interviews Saylor on MicroStrategy's bitcoin purchases, how his view of crypto changed over the years, and bitcoin's ability to move “100 million dollars across 100 years.”

    122 min · 1.6M views on Oct 17, 2026

  4. The first episode of Robert Breedlove's multi-part Saylor Series, building a first-principles case from anthropology, energy and technology for why bitcoin matters historically.

    136 min · 551K views on Oct 17, 2026

  5. Saylor explains how he defines inflation, risk premiums and hurdle rates, why he put bitcoin on MicroStrategy's balance sheet, and why he issued convertible debt to buy more.

    150 min · 215K views on Oct 17, 2026

2021–2022: The thesis at length

Marathon interviews and lectures that made his arguments widely known.

  1. The full stream of MicroStrategy's first Bitcoin for Corporations event, where the company shared its bitcoin treasury playbook with other companies.

    229 min · 72K views on Oct 17, 2026 · Third-party livestream of the whole event; Saylor appears throughout.

  2. A main-stage fireside chat with Max Keiser at the Bitcoin 2021 conference.

    32 min · 126K views on Oct 17, 2026

  3. Saylor walks Tom Bilyeu through first-principles thinking, currency devaluation, why he argues cash is losing value, and why he prefers bitcoin to other assets.

    98 min · 2.1M views on Oct 17, 2026 · The title is the channel's own.

  4. McCormack and Saylor discuss how MicroStrategy's bitcoin strategy evolved, technological disintermediation, and bitcoin as a foundational technology for society.

    153 min · 191K views on Oct 17, 2026

  5. A seminar with Saifedean Ammous on buying and holding bitcoin, why Saylor calls bitcoin digital property and altcoins digital securities, and El Salvador's legal-tender law.

    176 min · 601K views on Oct 17, 2026

  6. A nearly four-hour conversation on inflation, government and power, bitcoin as “digital energy,” its layers, volatility, Satoshi Nakamoto and advice for young people. His most-viewed video in this list.

    237 min · 11.4M views on Oct 17, 2026

  7. Saylor argues that bitcoin's energy use is worth it, explains why he thinks forecasts of its future energy use go wrong, and makes his case on mining and ESG.

    174 min · 499K views on Oct 17, 2026

  8. His keynote at The Atlas Society's 2022 gala, posted on the organizer's own channel. The video description dates the speech Oct 6, 2022.

    21 min · 186K views on Oct 18, 2026

  9. Recorded Nov 11, 2022, days after FTX failed: the lessons of the collapse, whether “crypto” holds bitcoin back, and what regulation may follow.

    49 min · 108K views on Oct 17, 2026

2023–2025: The keynotes

Slide-driven conference talks.

  1. His first keynote with slides, comparing bitcoin with gold, bonds, equities and real estate and arguing it is the best long-term protection against inflation.

    33 min · 216K views on Oct 17, 2026

  2. His full thesis for corporate attendees at MicroStrategy World 2024: bitcoin as the best treasury asset and alternative investment, and the base of a growing ecosystem.

    63 min · 457K views on Oct 17, 2026

  3. Saylor's personal list of 21 rules for bitcoin. In his words: “I'm not so presumptuous to think that I know The 21 Rules, but I have my 21 rules.”

    40 min · 648K views on Oct 17, 2026

  4. Saylor contrasts the limits of traditional financial and physical assets with bitcoin, presented as a 100,000-year asset, and gives strategy examples for individuals, companies and nations.

    37 min · 692K views on Oct 17, 2026

  5. Antonella Marty questions Saylor on science, technology, prosperity, innovation and bitcoin in a full-length session.

    101 min · 381K views on Oct 17, 2026

  6. Delivered May 29, 2025 at the Bitcoin Conference: 21 ways individuals, families and small businesses can build wealth with bitcoin.

    37 min · 884K views on Oct 17, 2026

  7. Jordan Peterson and Saylor discuss money, morality and civilization; Saylor argues fiat currency is corrosive and presents bitcoin as pure digital energy.

    87 min · 852K views on Oct 17, 2026

2026: Digital credit and the critics

Strategy's preferred-stock era, and Saylor answering the people who doubt it.

  1. Danny Knowles presses Saylor on treasury companies, mNAV and corporate adoption. Saylor rejects the criticism and lays out his view of bitcoin moving from digital capital to digital credit.

    125 min · 189K views on Oct 17, 2026

  2. Saylor presents STRC, Strategy's variable-rate preferred stock, and argues that bitcoin-backed “digital credit” can take share from bonds and other legacy capital markets.

    47 min · 168K views on Oct 17, 2026

  3. Recorded at BTC Prague after Strategy sold 32 BTC: Saylor answers critics and short sellers and says “never sell your bitcoin” is advice for individual holders, not a rule for the company.

    53 min · 117K views on Oct 17, 2026

Every video confirmed live on YouTube, with title, channel and publish date checked, on Oct 17, 2026 (later additions on the date shown on their card). Summaries are based on each video's own description, title and chapters. · Michael Saylor's card · All videos