Box CFO Exercises 34,000 Stock Options, Retains Large $53M Position

Box CFO Dylan C. Smith reported significant insider transactions on June 17 and 20, 2025.

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Rhea-AI Filing Summary

Box CFO Dylan C. Smith reported significant insider transactions on June 17 and 20, 2025. The transactions included:

Exercise of 34,000 employee stock options at $17.52 per share on June 17, which were set to expire on June 18, 2025
Acquisition of 34,000 Class A Common Stock shares through option exercise at $0 cost
Disposition of 9,818 shares at $35.02 per share on June 20 for tax withholding purposes

Following these transactions, Smith holds 1,531,732 shares directly, some in the form of restricted stock units (RSUs). The tax-related share withholding was conducted by Box to satisfy income tax obligations and does not represent a direct sale by Smith. The exercised options had been fully vested since March 20, 2019.

Insider Trade Summary

34,000 shares exercised/converted

Exercise 3 txns

Insider Smith Dylan C

Role Chief Financial Officer

Type	Security	Shares	Price	Value
Exercise Price or Tax Liability	Class A Common Stock	9,818	$35.02	$344K
Exercise	Employee Stock Option (right to buy)	34,000	$0.00	$0.00
Exercise	Class A Common Stock	34,000	$0.00	$0.00

Holdings After Transaction: Employee Stock Option (right to buy) — 0 contracts (Direct); Class A Common Stock — 1,531,732 shares (Direct)

Footnotes (4)

F1. Reporting Person exercised Employee Stock Options set to expire on June 18, 2025 and held the shares following the exercise.
F2. Certain of these shares are represented by restricted stock units ("RSUs"). Each RSU represents the Reporting Person's right to receive one share of Common Stock of the Issuer subject to the applicable vesting schedule and the Reporting Person's continuous service through each such date.
F3. Represents shares that have been withheld by the Issuer to satisfy its income tax and withholding and remittance obligations in connection with the net settlement of RSUs and does not represent a sale by the Reporting Person.
F4. All of this option grant's shares became fully exercisable as of March 20, 2019.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many BOX shares did CFO Dylan Smith exercise through stock options on June 17, 2025?

CFO Dylan Smith exercised 34,000 shares of BOX Class A Common Stock through employee stock options at an exercise price of $17.52 per share on June 17, 2025.

What was the total value of BOX shares withheld for tax purposes in CFO Smith's June 2025 transaction?

On June 20, 2025, BOX withheld 9,818 shares at a price of $35.02 per share (approximately $343,826) to satisfy income tax withholding obligations related to the RSU settlement.

How many BOX shares does CFO Dylan Smith own after the June 2025 transactions?

Following the reported transactions, CFO Dylan Smith beneficially owns 1,531,732 shares of BOX Class A Common Stock held directly. Some of these shares are represented by restricted stock units (RSUs) that are subject to vesting conditions.

What was the expiration date of the BOX stock options exercised by CFO Smith?

The employee stock options exercised by CFO Smith were set to expire on June 18, 2025, just one day after the exercise date of June 17, 2025.

When did the BOX stock options become fully exercisable for CFO Smith?

According to the filing, all shares in this option grant became fully exercisable as of March 20, 2019.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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Accepted by SEC EDGAR 06/20/2025 - 06:05 PM EDT

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Smith Dylan C

(Last)

(First)

(Middle)

900 JEFFERSON AVE.

(Street)

REDWOOD CITY

94063

(City)

(State)

(Zip)

2. Issuer Name and Ticker or Trading Symbol
BOX INC [ BOX ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director	10% Owner
X	Officer (give title below)	Other (specify below)
	Chief Financial Officer

3. Date of Earliest Transaction (Month/Day/Year)
06/17/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Class A Common Stock	06/17/2025		M		34,000⁽¹⁾	A	$0	1,541,550⁽²⁾	D
Class A Common Stock	06/20/2025		F		9,818⁽³⁾	D	$35.02	1,531,732⁽²⁾	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
Employee Stock Option (right to buy)	$17.52	06/17/2025		M			34,000	⁽⁴⁾	06/18/2025	Class A Common Stock	34,000	$0	0	D

Explanation of Responses:

1. Reporting Person exercised Employee Stock Options set to expire on June 18, 2025 and held the shares following the exercise.

2. Certain of these shares are represented by restricted stock units ("RSUs"). Each RSU represents the Reporting Person's right to receive one share of Common Stock of the Issuer subject to the applicable vesting schedule and the Reporting Person's continuous service through each such date.

3. Represents shares that have been withheld by the Issuer to satisfy its income tax and withholding and remittance obligations in connection with the net settlement of RSUs and does not represent a sale by the Reporting Person.

4. All of this option grant's shares became fully exercisable as of March 20, 2019.

	/s/ David Leeb, Attorney-in-Fact	06/20/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

Source: View Original Filing on SEC EDGAR