[144] Dropbox, Inc. SEC Filing

Rhea-AI Filing Summary

Dropbox, Inc. (DBX) filing a Form 144 notifies the market of a proposed sale of 10,098 shares of common stock through Morgan Stanley Smith Barney, with an aggregate market value of $280,926.36 and an approximate sale date of 08/18/2025. The filing lists total shares outstanding of 193,414,444, and shows the securities were acquired as Restricted Stock Units on 08/15/2025 with payment noted as N/A. The notice also discloses prior 10b5-1 sales of 10,098 shares on 06/13/2025 generating $283,739.66 in gross proceeds. The filer represents, by signature, that no undisclosed material adverse information is known.

Insights

Securities Analyst

TL;DR: Insider sale of 10,098 shares (~$281k) is disclosed; size appears small relative to total shares outstanding and is likely routine.

The filing documents a proposed sale through Morgan Stanley of 10,098 Dropbox shares valued at $280,926.36 with an approximate sale date of 08/18/2025. The same quantity was sold previously under a 10b5-1 plan on 06/13/2025 for $283,739.66. Given the issuer's outstanding share count of 193,414,444, the transactions represent roughly 0.005% of outstanding stock, suggesting limited direct market impact. The entry that the shares were acquired as Restricted Stock Units clarifies insider compensation origin, and the 10b5-1 reference indicates trading pursuant to a prearranged plan, reducing questions about opportunistic timing.

Corporate Governance Expert

TL;DR: Disclosure follows Rule 144 and references a 10b5-1 execution; governance implications appear routine and properly documented.

The notice includes the required attestations that no material nonpublic information is known and identifies broker details (Morgan Stanley Smith Barney). The combination of a recent RSU acquisition date and a 10b5-1 sale history is consistent with executives monetizing vested compensation under an established plan. From a governance standpoint, the filing provides the expected transparency; there is no indication in the document of unusual timing, exemptions, or undisclosed arrangements that would raise compliance concerns.

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.

Relationship to Issuer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	10098	280926.36	193414444	08/18/2025	NASDAQ

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	08/15/2025	Restricted Stock Units	Issuer			10098	08/15/2025	N/A

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
10b5-1 Sales for ASHRAF ALKARMI 1800 Owens Street San Francisco CA 94158	Common	06/13/2025	10098	283739.66

144: Remarks and Signature

Remarks

Date of Notice

Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1

ATTENTION:

The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.

Signature

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What shares does the Form 144 for DBX cover?

The notice covers 10,098 shares of Dropbox common stock.

What is the aggregate market value and planned sale date?

Aggregate market value is $280,926.36 with an approximate sale date of 08/18/2025.

Who is the broker handling the proposed sale?

The broker listed is Morgan Stanley Smith Barney LLC, Executive Financial Services, New York, NY.

How were the shares acquired according to the filing?

The filing states the shares were acquired as Restricted Stock Units on 08/15/2025.

Were there recent related sales by the same person?

Yes—10b5-1 sales of 10,098 shares on 06/13/2025 produced $283,739.66 in gross proceeds.