Jeanine Montgomery - 08 Jun 2026 Form 4 Insider Report for Strategy Inc (MSTR)

Reporting relationship: VP & CAO
Issuer ticker: MSTR
Reported as of: 08 Jun 2026
Net transaction value: -$43,839
SEC form: 4
Accepted by SEC: 09 Jun 2026, 18:22:28 UTC
Prior SEC filing: 25 Mar 2026
Source filing: View source filing
Reporting owner signature: /s/ Allein Sabel, Attorney-in-Fact

Key filing fact

Jeanine Montgomery filed Form 4 for Strategy Inc (MSTR) on 09 Jun 2026.

Key facts

This page summarizes Jeanine Montgomery's Form 4 filing for Strategy Inc (MSTR).
5 reported transactions and 1 derivative row are listed below.
Accepted by SEC: 09 Jun 2026, 18:22.

Change

Previous filing in this sequence was filed on 25 Mar 2026.
Current net transaction value: -$43,839.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0001444548 Primary reporting owner

Montgomery Jeanine

Relationship: VP & CAO
Address: C/O STRATEGY INC, 1850 TOWERS CRESCENT PLAZA, TYSONS CORNER
Signature: /s/ Allein Sabel, Attorney-in-Fact
Signature date: 09 Jun 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

MSTR transaction

Class A Common Stock

Options Exercise

Transaction value
Shares: +1,140
Change %: +11%
Price
Shares after: 11,563
Date: 08 Jun 2026
Ownership: Direct
Footnotes: F1

MSTR transaction

Class A Common Stock

Sale

Transaction value: $22,826
Shares: -185
Change %: -1.6%
Price: $123.38
Shares after: 11,378
Date: 09 Jun 2026
Ownership: Direct
Footnotes: F2, F3

MSTR transaction

Class A Common Stock

Sale

Transaction value: $20,514
Shares: -165
Change %: -1.5%
Price: $124.33
Shares after: 11,213
Date: 09 Jun 2026
Ownership: Direct
Footnotes: F2, F4

MSTR transaction

Class A Common Stock

Sale

Transaction value: $500
Shares: -4
Change %: -0.04%
Price: $124.88
Shares after: 11,209
Date: 09 Jun 2026
Ownership: Direct
Footnotes: F2, F5

MSTR holding

Series A Perpetual Stretch Preferred Stock

No transaction description listed

Transaction value
Shares
Change %
Price
Shares after: 5,000
Date: 08 Jun 2026
Ownership: Direct

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

MSTR transaction Derivative

Restricted Stock Units

Options Exercise

Transaction value
Shares: -1,140
Change %: -50%
Price: $0.000000^*
Shares after: 1,140
Date: 08 Jun 2026
Ownership: Direct
Underlying class: Class A Common Stock
Underlying amount: 1,140
Exercise price
Footnotes: F1, F6

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Rule 10b5-1 trading plan

These transactions were reported as open-market trades under a Rule 10b5-1 plan. The plan lets an insider set trading instructions in advance, which can reduce the risk of trading while in possession of material nonpublic information.

Original filing language: transaction made pursuant to a contract, instruction, or written plan intended to satisfy Rule 10b5-1(c).

Explanation of responses 6 footnotes

Footnote F1

Each restricted stock unit represents a contingent right to receive one share of class A common stock of Strategy Inc ("Strategy").

Footnote F2

The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on May 3, 2024 to satisfy the Reporting Person's tax withholding obligation upon the vesting of restricted stock units on June 5, 2026 and their settlement on June 8, 2026.

Footnote F3

The reported price is a weighted average price. These shares were sold in multiple transactions at prices ranging from $122.84 to $123.82, inclusive. The reporting person undertakes to provide to Strategy, any security holder of Strategy, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within the range set forth in this footnote.

Footnote F4

The reported price is a weighted average price. These shares were sold in multiple transactions at prices ranging from $123.84 to $124.83, inclusive. The reporting person undertakes to provide to Strategy, any security holder of Strategy, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within the range set forth in this footnote.

Footnote F5

The reported price is a weighted average price. These shares were sold in multiple transactions at prices ranging from $124.85 to $124.94, inclusive. The reporting person undertakes to provide to Strategy, any security holder of Strategy, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within the range set forth in this footnote.

Footnote F6

The remaining 1,140 restricted stock units will vest on June 5, 2027.