Were William T. Yoon’s Dropbox (DBX) share sales under a Rule 10b5-1 plan?

Yes. A footnote states these Dropbox (DBX) sales were made pursuant to a Rule 10b5-1 trading plan adopted by William T. Yoon on December 10, 2025, indicating the transactions were pre-arranged rather than timed discretionarily.

Dropbox (DBX) legal chief sells 7,230 shares under 10b5-1 plan

Q: How many Dropbox (DBX) shares did William T. Yoon sell and at what prices?

William T. Yoon sold a total of 7,230 Dropbox (DBX) Class A shares on May 18, 2026. The reported weighted average sale prices were $27.80 for 4,029 shares and $27.2826 for 3,201 shares in open-market transactions.

Q: Why were 16,124 Dropbox (DBX) shares withheld from William T. Yoon?

Dropbox (DBX) withheld 16,124 shares on May 15, 2026 to satisfy tax withholding and remittance obligations. This occurred in connection with the vesting and net settlement of restricted stock units previously reported for William T. Yoon.

Q: What are the details of William T. Yoon’s Dropbox (DBX) restricted stock units?

Certain securities reported are restricted stock units , each representing the right to receive one Dropbox (DBX) Class A share. They vest according to an applicable schedule extending through February 15, 2030 , and any unvested units are cancelled if service ends.

Filing Impact

(Very High)

Filing Sentiment

(Negative)

Form Type

Rhea-AI Filing Summary

Dropbox, Inc. Chief Legal Officer William T. Yoon reported recent share activity in Class A common stock. On May 18, 2026, he completed open-market sales totaling 7,230 shares at prices of $27.80 and $27.2826 per share under a Rule 10b5-1 trading plan.

Earlier, on May 15, 2026, 16,124 shares were withheld by Dropbox to satisfy tax obligations tied to the vesting and net settlement of previously reported restricted stock units. After these transactions, he directly holds 366,963 shares of Class A common stock, and certain holdings remain in restricted stock units vesting through February 15, 2030.

Insider Trade Summary 10b5-1

Net Seller: 7,230 shares ($199,338)

Net Sell 3 txns

Insider Yoon William T

Role Chief Legal Officer

Sold 7,230 shs ($199K)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock	3,201	$27.2826	$87K
Sale	Class A Common Stock	4,029	$27.80	$112K
Tax Withholding	Class A Common Stock	16,124	$26.20	$422K

Holdings After Transaction: Class A Common Stock — 370,992 shares (Direct, null)

Footnotes (1)

Represents shares that have been withheld by the Issuer to satisfy tax withholding and remittance obligations in connection with the vesting and net settlement of restricted stock units previously reported. Certain of these securities are restricted stock units. Each restricted stock unit represents the Reporting Person's right to receive one share of Class A Common Stock, subject to the applicable vesting schedule through February 15, 2030. In the event the Reporting Person ceases to be a Service Provider, the unvested restricted stock units will be cancelled by the Issuer. These shares were sold pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on December 10, 2025. This transaction was executed in multiple trades at prices ranging from $26.55 to $27.54. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected. This transaction was executed in multiple trades at prices ranging from $27.55 to $28.02. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.

Key Figures

Shares sold tranche 1: 4,029 shares at $27.80 Shares sold tranche 2: 3,201 shares at $27.2826 Total shares sold: 7,230 shares +3 more

6 metrics

Shares sold tranche 1 4,029 shares at $27.80 Open-market sale on May 18, 2026

Shares sold tranche 2 3,201 shares at $27.2826 Open-market sale on May 18, 2026

Total shares sold 7,230 shares Net open-market sales reported

Tax withholding shares 16,124 shares at $26.20 Withheld for RSU tax obligations on May 15, 2026

Direct holdings after transactions 366,963 shares Class A common stock held directly after latest sale

RSU vesting end date February 15, 2030 Restricted stock units vesting schedule end

Key Terms

restricted stock units, Rule 10b5-1 trading plan, tax withholding, net settlement, +1 more

5 terms

restricted stock units financial

"Certain of these securities are restricted stock units. Each restricted stock unit represents the Reporting Person's right to receive one share..."

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

Rule 10b5-1 trading plan regulatory

"These shares were sold pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on December 10, 2025."

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

tax withholding financial

"Represents shares that have been withheld by the Issuer to satisfy tax withholding and remittance obligations in connection with the vesting..."

Tax withholding is the practice of taking a portion of a payment—such as wages, dividends, or sale proceeds—before it reaches the recipient and sending that portion to the tax authority as an advance on the recipient’s eventual tax bill. For investors it matters because withholding reduces immediate cash received and affects after‑tax returns, estimated tax payments, and whether you may owe more or receive a refund when taxes are finally calculated, like having a small automatic savings set aside for your tax bill.

net settlement financial

"to satisfy tax withholding and remittance obligations in connection with the vesting and net settlement of restricted stock units previously reported."

weighted average sale price financial

"The price reported above reflects the weighted average sale price."

Form 4 Insider Transactions: What Each Field Means →

05/19/2026 - 05:20 PM

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^*

Yoon William T

(Last)

(First)

(Middle)

1800 OWENS STREET

SUITE 200

(Street)

SAN FRANCISCO

CALIFORNIA

94158

(City)

(State)

(Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
DROPBOX, INC. [ DBX ]

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

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/15/2026

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

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

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

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	05/15/2026		F⁽¹⁾		16,124	D	$26.2	374,193⁽²⁾	D
Class A Common Stock	05/18/2026		S⁽³⁾		3,201	D	$27.2826⁽⁴⁾	370,992⁽²⁾	D
Class A Common Stock	05/18/2026		S⁽³⁾		4,029	D	$27.8⁽⁵⁾	366,963⁽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)

Explanation of Responses:

1. Represents shares that have been withheld by the Issuer to satisfy tax withholding and remittance obligations in connection with the vesting and net settlement of restricted stock units previously reported.

2. Certain of these securities are restricted stock units. Each restricted stock unit represents the Reporting Person's right to receive one share of Class A Common Stock, subject to the applicable vesting schedule through February 15, 2030. In the event the Reporting Person ceases to be a Service Provider, the unvested restricted stock units will be cancelled by the Issuer.

3. These shares were sold pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on December 10, 2025.

4. This transaction was executed in multiple trades at prices ranging from $26.55 to $27.54. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.

5. This transaction was executed in multiple trades at prices ranging from $27.55 to $28.02. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.

Remarks:

	/s/ Cara Angelmar, Attorney-in-Fact	05/19/2026
	** 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.
* Form 4: SEC 1474 (03-26)

Source: View Original Filing on SEC EDGAR

FAQ

What insider transaction did Dropbox (DBX) disclose for William T. Yoon?

Dropbox (DBX) disclosed that Chief Legal Officer William T. Yoon reported open-market sales of Class A common stock and a tax-related share withholding. These transactions involved relatively small share amounts compared with his remaining direct holdings.

How many Dropbox (DBX) shares did William T. Yoon sell and at what prices?

William T. Yoon sold a total of 7,230 Dropbox (DBX) Class A shares on May 18, 2026. The reported weighted average sale prices were $27.80 for 4,029 shares and $27.2826 for 3,201 shares in open-market transactions.

Why were 16,124 Dropbox (DBX) shares withheld from William T. Yoon?

Dropbox (DBX) withheld 16,124 shares on May 15, 2026 to satisfy tax withholding and remittance obligations. This occurred in connection with the vesting and net settlement of restricted stock units previously reported for William T. Yoon.

How many Dropbox (DBX) shares does William T. Yoon hold after these transactions?

Following the reported transactions, William T. Yoon directly holds 366,963 Dropbox (DBX) Class A common shares. In addition, certain holdings consist of restricted stock units scheduled to vest through February 15, 2030, subject to continued service.

What are the details of William T. Yoon’s Dropbox (DBX) restricted stock units?

Certain securities reported are restricted stock units, each representing the right to receive one Dropbox (DBX) Class A share. They vest according to an applicable schedule extending through February 15, 2030, and any unvested units are cancelled if service ends.