how much microstrategy stock does michael saylor own

Michael Saylor’s ownership of MicroStrategy

This article addresses the question how much microstrategy stock does michael saylor own and provides a detailed, dated summary of his reported shareholdings, voting control, ownership vehicles, major transactions, and where to verify up-to-date figures. It is written for readers who want clear, sourceable facts (SEC filings, company proxy statements, and representative media coverage) and practical pointers for confirming current numbers.

Overview

MicroStrategy (ticker: MSTR) is an enterprise software and business intelligence company that in recent years has been notable for its bitcoin strategy. Michael J. Saylor is the company founder and long-time executive who currently serves as Executive Chairman. The question how much microstrategy stock does michael saylor own is complicated by MicroStrategy’s dual-class share structure: economic ownership (dollars of equity) is distinct from voting control, which is concentrated in Class B shares. Saylor’s largest insider position is generally reported as a mix of Class A and Class B shares, many of which are held or managed through single-member entities.

Share classes and voting structure

MicroStrategy has a dual-class capital structure: Class A shares (publicly tradable common stock) and Class B shares (outstanding class with enhanced voting rights). Class B shares typically carry multiple votes per share relative to Class A. This structure means that someone can hold a minority of the economic interest yet retain a majority of voting power if they hold enough Class B shares.

Because of that structure, when answering how much microstrategy stock does michael saylor own it is important to ask two separate questions:

• How many total shares (Class A + Class B) does he beneficially own?
• What percentage of the company’s voting power does he control through Class B holdings and affiliate holdings?

SEC filings (Form 4, 13D/13G, and company proxy statements) show that Michael Saylor’s voting control substantially exceeds what his pure Class A share count would indicate. Many of Saylor’s Class B shares are owned through single-member entities such as Alcantara LLC and other affiliated vehicles; those holdings are routinely disclosed as beneficial ownership in SEC documents.

Current holdings (figures by date)

Reported holdings of Michael Saylor change over time because filings reflect transactions, option exercises, share conversions, gifts, and sales. Below are representative, dated examples drawn from public reporting and SEC-related aggregators. Always check filing effective dates if you need the most current number.

• As of 2024-10-25, Fintel reported a 13G/A filing listing 19,998,580 shares (approximately 9.90% of outstanding shares) attributed to Michael Saylor’s reported beneficial holdings. (Source: Fintel, filing effective 2024-10-25.)

• As of April 19, 2024, CNBC reported that Michael Saylor sold roughly 370,000 Class A shares under a pre-existing 10b5-1 trading plan announced earlier in 2024; media coverage around that date described significant proceeds tied to those sales. (Source: CNBC, Apr 19, 2024.)

• Company proxy statements and ownership summaries in recent DEF 14A filings have listed Michael Saylor as the largest insider controller of voting power, with Class B holdings constituting the bulk of his control; depending on the reporting date, disclosures and aggregated data services have shown Class B vote totals in the high tens of millions. (Source types: Company proxy statements/DEF 14A, Form 4 filings.)

• Representative ownership trackers and news reports in 2024–2025 have given multiple snapshots; numbers vary across dates and the type of ownership reported (beneficial ownership vs legal title). For example, some filings list total beneficial holdings in the tens of millions of shares when Class B equivalents are converted into vote counts for public reporting. (Source examples: Fintool, Yahoo Finance, company filings.)

Note: the exact answer to how much microstrategy stock does michael saylor own depends on which filing date and which type of ownership you reference (Class A only, Class B only, combined beneficial ownership, or voting power). For authoritative numbers, review the most recent SEC filings (Form 4, 13D/13G, and the company’s DEF 14A proxy statement).

Historical ownership and major transactions

Michael Saylor has been a dominant figure at MicroStrategy since its founding and IPO in 1998. His relationship with the company’s capital has included the following kinds of events over time:

• Founder-era holdings and long-term retention of significant Class B voting shares since the company’s early years. These legacy holdings form the basis for his continued control.

• Option grants and exercises: over the years, MicroStrategy’s filings have disclosed option grants to executives (including Saylor). For instance, SEC filings and company disclosures in prior proxy cycles documented option awards that have later been exercised or reported in Form 4 filings.

• 10b5-1 sales and early-2024 transactions: media outlets reported that Saylor initiated or executed sales under an established 10b5-1 plan in early 2024. CNBC (Apr 19, 2024) reported that Saylor sold roughly 370,000 Class A shares under such a plan. Blockworks reported details of planned sales announced in January 2024 that called for up to 315,000 shares under certain plans. These sales were executed against already-issued Class A shares and therefore affected Saylor’s Class A holdings reported at those times. (Sources: CNBC Apr 19, 2024; Blockworks Jan 2024.)

• Proxy-era reporting: company proxy statements and Form 4s periodically reflect changes in beneficial holdings as options vest, shares are granted, or shares are sold. Large option exercises and sales are visible in the SEC record and are commonly reported by financial press on the dates filings are made.

Because Saylor has used trading plans, option exercises, and entity structures, the historical pattern is one of long-term concentrated voting control with periodic monetizations of Class A shares. Readers interested in transaction-level detail should consult Form 4 filings and the company’s DEF 14A.

Ownership vehicles and beneficial ownership

Much of Michael Saylor’s reported holdings are held through single-member entities and closely held vehicles. Alcantara LLC is frequently cited in SEC filings as one such vehicle tied to his beneficial ownership. When a filing lists Alcantara LLC or similar entities, the SEC disclosure is indicating that Saylor has beneficial ownership through affiliated legal entities.

Key points about vehicles and reporting:

• Beneficial ownership vs legal title: SEC forms distinguish between legal title (where shares are officially registered) and beneficial ownership (who controls or benefits from the shares). Many insiders report beneficial ownership over shares held in entities they control.

• Aggregation of related holdings: when computing voting power, companies typically aggregate holdings attributed to a beneficial owner across entities they control; proxy statements include tables showing aggregated beneficial ownership and voting power percentages.

• Conversions and disclaimer language: some filings include disclaimers, such as conversions between Class B and Class A shares, or statements about the extent to which an entity’s holdings are subject to investment discretion. These details affect how ownership percentages are presented in public summaries.

If you are verifying how much microstrategy stock does michael saylor own for a specific date, check the Form 4s and the DEF 14A proxy that correspond to that date; those documents typically list both the legal holder and any affiliated beneficial owner.

Voting power and control

Because MicroStrategy’s Class B shares carry enhanced voting power, Michael Saylor’s control of the company is primarily voting-based rather than solely economic. Public filings and company proxies often show that Saylor’s Class B stake represents the majority of voting power for corporate governance matters.

Implications of voting concentration:

• Control of board composition and strategic direction: concentrated voting power can allow the controlling insider to influence board elections and strategic decisions, including major initiatives such as the company’s bitcoin strategy in recent years.

• Divergence of voting and economic interest: while Saylor may hold a certain percentage of the company’s economic ownership, his voting power as a Class B holder may be substantially higher than that economic percentage.

SEC filings and company proxies quantify these effects by reporting both share counts and voting power percentages. When assessing how much microstrategy stock does michael saylor own, many readers are specifically interested in voting power because it more directly explains control over corporate decisions.

Valuation impact on net worth and company market cap

Media outlets frequently translate reported share counts into dollar values by multiplying reported holdings by the contemporaneous stock price. This is why figures for Saylor’s stake often appear in press estimates of his net worth.

A few important cautions:

• Market price volatility: a dollar estimate for how much microstrategy stock does michael saylor own (in USD) will change with MSTR’s market price. Press snapshots therefore reflect the market price on the date of reporting.

• Liquidity and convertibility: converting a large insider stake into cash is not as simple as multiplying share count by market price; liquidity constraints, trading plans, lockups, and market impact affect realizable value.

Representative press notes: 2024–2025 coverage frequently reported multi-hundred-million to multi-billion-dollar notional values attached to Saylor’s stake using contemporaneous share prices. For precise dollar valuations, consult the date-tagged press report or calculate using the reported share count and the historical price on that date.

Regulatory filings and where to verify holdings

Primary public sources for verifying how much microstrategy stock does michael saylor own include:

• SEC filings: Form 4 (insider transactions), Form 3 (initial officer/director holdings), Form 13D/13G (beneficial ownership reports), and DEF 14A (proxy statements) are authoritative. Always check the filing dates and the “effective” date on the filing itself.

• Company investor relations: the company’s investor relations materials and recent proxy statements contain aggregated ownership tables and descriptions of share class structure.

• Ownership trackers and data services: providers such as Fintel, Fintool, and major financial news aggregators compile SEC filings into dashboards. These services can be convenient but remember to validate against the primary SEC filing when precision is required.

As of specific reporting dates, headlines and ownership summaries have used filings on the dates noted earlier (for example, a 13G/A effective 2024-10-25 reported via Fintel). For transaction-level detail, search the relevant Form 4 filings around the dates of reported option exercises or sales.

Controversies, legal and tax matters related to ownership

Public reporting sometimes connects large insider holdings to legal or tax stories, though ownership numbers themselves are separate factual disclosures. In recent years, reporting has covered topics such as executive compensation, option grants, and occasional regulatory reviews of disclosures. Readers should treat legal or tax controversies as distinct topics that may influence public perception but do not change the mechanics of disclosed share counts unless SEC filings reflect related transactions.

If a press report links Saylor’s ownership to any settlement, consent order, or regulatory action, consult the primary regulatory document or company disclosure dated at the time. As of the reporting dates used in this article, no single ownership figure was invalidated by such legal actions; rather, legal/tax stories have been parallel coverage items.

Implications for shareholders and markets

Concentrated insider ownership and enhanced voting structures have several implications for shareholders and markets:

• Strategic continuity: large insider voting control can provide continuity of strategy (for example, MicroStrategy’s focus on certain asset strategies) because management decisions are less susceptible to rapid turnover.

• Governance considerations: institutional and retail investors often evaluate concentrated voting power for governance risk and alignment—high insider voting control may align management incentives with long-term strategy but also concentrates decision-making.

• Market signaling: significant insider sales or option exercises reported in Form 4 filings are often read by markets as signals about insider liquidity needs or sentiment, although filings alone do not determine motivation.

When asking how much microstrategy stock does michael saylor own, many investors are trying to assess these governance and strategic implications in addition to raw share counts.

Timeline (chronological summary)

Below is a short, dated list of representative ownership events related to Michael Saylor. This is a concise reference; detailed transaction traces are available in SEC Form 4s and proxy filings.

• 1998 — MicroStrategy IPO; Saylor, as founder, retains significant founder-era Class B holdings (company IPO provenance).

• 2014 — Company disclosures include certain option grants to executives (examples cited in proxy filings for that year); these contributed to long-term insider equity structures.

• January 2024 — Media reports (Blockworks, Jan 2024) noted planned sales under a 10b5-1 plan that referenced up to 315,000 shares in some filings and trading plan descriptions. (Source: Blockworks, Jan 2024.)

• Early 2024 — Form 4 filings and aggregated reporting showed option exercises and sales under structured trading plans; CNBC reported on Apr 19, 2024 that Saylor sold roughly 370,000 Class A shares under a 10b5-1 plan. (Source: CNBC, Apr 19, 2024.)

• 2024-10-25 — Fintel published a 13G/A summary reporting 19,998,580 shares (9.90%) effective that date. (Source: Fintel, filing effective 2024-10-25.)

This timeline is illustrative, not exhaustive. Always check specific SEC filings for transaction-level timestamps and details.

See also

• MicroStrategy (company overview and investor relations)
• Dual-class share structures (how Class A and Class B differ)
• SEC Form 4, Form 13D/13G, and DEF 14A proxy statements
• 10b5-1 trading plans and insider sale disclosures
• Major shareholders and beneficial ownership reporting

References

The figures and dates referenced in this article were drawn from the following types of public sources and representative reports (listed here as source names and reporting dates where applicable). For precise verification, consult the primary SEC filings named in each report.

• Fintel ownership summary and filing listings — representative filing effective 2024-10-25 (reported share count: 19,998,580; ~9.90%).
• CNBC reporting — "Michael Saylor sells Class A shares under 10b5-1 plan," Apr 19, 2024 (reported ~370,000 Class A shares sold in early 2024).
• Blockworks reporting — Jan 2024 coverage of planned sales under 10b5-1 (noted references to up to 315,000 shares in planning documents).
• Company proxy statements and DEF 14A filings — various reporting cycles (used for voting power and aggregated beneficial ownership tables).
• Fintool, Yahoo Finance and other ownership-data aggregators — used as secondary references for historical snapshots and press rounding.

Sources above are meant to be cited by name and date; for the authoritative legal record, refer to the relevant SEC filings (Form 4, Form 3, Form 13D/13G, DEF 14A) associated with the dates listed by those reports.

External links and verification resources

To verify how much microstrategy stock does michael saylor own, consult the following types of resources (search the resource by name and the relevant filing date):

• SEC EDGAR filings (search for Michael J. Saylor and MicroStrategy filings: Form 4, Form 13D/13G, and DEF 14A).
• MicroStrategy / Strategy investor relations materials and proxy statements.
• Ownership tracking and filing-aggregation services such as Fintel and Fintool for quick snapshots (validate snapshots against the primary SEC filing cited by the tracker).

Practical checklist: how to confirm current holdings yourself

1. Identify the date for which you want to know how much microstrategy stock does michael saylor own.
2. Search SEC EDGAR for Form 4 filings by Michael J. Saylor around that date to find reported transactions.
3. Check Form 13D/13G filings for changes to beneficial ownership aggregated across affiliated entities.
4. Read the company’s most recent DEF 14A proxy statement for a consolidated beneficial ownership table and voting power percentages.
5. If using an ownership tracker (Fintel, Fintool), confirm the tracker’s source filing and the filing effective date.

Notes on interpretation and limitations

• Reported numbers are only as current as the filing dates; filings often report changes within days of transactions but may reflect different effective dates.
• Beneficial ownership disclosure rules require insiders to report transactions and holdings; however, interpretation of aggregated ownership (especially across affiliated entities) requires reading the filing details.
• This article does not provide investment advice or predictions about future transactions by Michael Saylor or MicroStrategy.

Further reading and next steps

If you want to follow insider filings and company governance in real time, consider subscribing to SEC-filing alerts or using an ownership-tracking service. For hands-on activity related to trading or custody, explore Bitget’s exchange platform and Bitget Wallet as one provider that supports market access and wallet management. Always validate ownership questions such as how much microstrategy stock does michael saylor own against the primary SEC filings for the relevant date.