Dropbox CTO sells 5,666 shares under trading plan

Dropbox Chief Technology Officer Ali Dasdan reported recent stock transactions in Dropbox Class A Common Stock.

Rhea-AI Filing Summary

Dropbox Chief Technology Officer Ali Dasdan reported recent stock transactions in Dropbox Class A Common Stock. On May 18, 2026, he sold a total of 5,666 shares in open-market trades at weighted average prices around the high-$27 range under a Rule 10b5-1 trading plan. On May 15, 2026, 19,254 shares were withheld by Dropbox to cover tax obligations tied to vesting restricted stock units, which is not an open-market sale. Following these transactions, he directly holds 514,611 shares of Dropbox Class A Common Stock.

Insider Trade Summary 10b5-1

Net Seller: 5,666 shares

Net Sell 3 txns

Insider Dasdan Ali

Role Chief Technology Officer

Sold 5,666 shs ($156K)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock	2,700	$27.2778	$74K
Sale	Class A Common Stock	2,966	$27.8174	$83K
Exercise Price or Tax Liability	Class A Common Stock	19,254	$26.20	$504K

Holdings After Transaction: Class A Common Stock — 514,611 shares (Direct)

Footnotes (5)

1. F1. 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. F2. 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 November 15, 2030. In the event the Reporting Person ceases to be a Service Provider, the unvested restricted stock awards and restricted stock units will be cancelled by the Issuer.
3. F3. These shares were sold pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on May 12, 2025.
4. F4. 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. F5. 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

Open-market sales: 5,666 shares Sale price tranche 1: $27.2778 per share Sale price tranche 2: $27.8174 per share +3 more

6 metrics

Open-market sales 5,666 shares Class A Common Stock sold on May 18, 2026

Sale price tranche 1 $27.2778 per share 2,700 shares sold, weighted average price

Sale price tranche 2 $27.8174 per share 2,966 shares sold, weighted average price

Tax withholding shares 19,254 shares Withheld at $26.20 per share on May 15, 2026

Shares held after transactions 514,611 shares Direct Class A holdings following latest transaction

Net share change from buys/sells -5,666 shares Net of reported open-market buy/sell activity

Key Terms

Rule 10b5-1 trading plan, restricted stock units, tax withholding and remittance obligations, weighted average sale price, +1 more

5 terms

Rule 10b5-1 trading plan regulatory

"These shares were sold pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on May 12, 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.

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 of Class A Common Stock"

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.

tax withholding and remittance obligations financial

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

weighted average sale price financial

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

Service Provider regulatory

"In the event the Reporting Person ceases to be a Service Provider, the unvested restricted stock awards and restricted stock units will be cancelled"

FAQ

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

What insider stock transactions did Dropbox (DBX) CTO Ali Dasdan report?

Ali Dasdan reported selling 5,666 Dropbox shares and a tax-related share withholding. He executed two open-market sales on May 18, 2026, and had 19,254 shares withheld on May 15, 2026, to satisfy tax obligations on vesting restricted stock units.

How many Dropbox (DBX) shares did the CTO sell and at what prices?

The CTO sold 5,666 shares of Dropbox Class A Common Stock. He sold 2,700 shares at a weighted average price of $27.2778 and 2,966 shares at a weighted average price of $27.8174, executed in multiple trades within stated price ranges.

Were Ali Dasdan’s Dropbox (DBX) stock sales pre-planned under Rule 10b5-1?

Yes, the reported sales were made under a Rule 10b5-1 trading plan. A footnote states the shares were sold pursuant to a trading plan adopted by the reporting person on May 12, 2025, indicating the transactions were pre-arranged rather than timed opportunistically.

What was the purpose of the 19,254 Dropbox (DBX) shares withheld from the CTO?

The 19,254 shares were withheld to cover tax obligations on vesting restricted stock units. Dropbox retained these shares to satisfy tax withholding and remittance requirements tied to previously reported restricted stock unit vesting, rather than selling them on the open market.

How many Dropbox (DBX) shares does the CTO hold after these transactions?

After the reported transactions, Ali Dasdan holds 514,611 Dropbox shares directly. This post-transaction holding reflects the impact of both the open-market sales and the tax-withholding share disposition related to restricted stock unit vesting.

What are the vesting terms of the Dropbox (DBX) restricted stock units mentioned?

Certain reported securities are restricted stock units vesting through November 15, 2030. Each restricted stock unit represents the right to receive one Class A share, and any unvested awards are cancelled if the reporting person ceases to be a service provider.

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

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Accepted by SEC EDGAR 05/19/2026 - 05:16 PM Learn about SEC filing dates

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).

X

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^*

Dasdan Ali

(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 Technology 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)
			Code	V	Amount	(A) or (D)	Price
Class A Common Stock	05/15/2026		F(1)		19,254	D	$26.2	520,277(2)	D
Class A Common Stock	05/18/2026		S(3)		2,700	D	$27.2778(4)	517,577(2)	D
Class A Common Stock	05/18/2026		S(3)		2,966	D	$27.8174(5)	514,611(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)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

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 November 15, 2030. In the event the Reporting Person ceases to be a Service Provider, the unvested restricted stock awards and 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 May 12, 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)