Dropbox insider plans sale of 1,500 common shares

Dropbox insider Timothy Regan has filed a Form 144 indicating a planned sale of 1,500 shares of Dropbox common stock.

Rhea-AI Filing Summary

Dropbox insider Timothy Regan has filed a Form 144 indicating a planned sale of 1,500 shares of Dropbox common stock. The shares are to be sold through Morgan Stanley Smith Barney LLC on NASDAQ, with an aggregate market value of $40,260.00 based on the price used in the notice. These shares were acquired as restricted stock units from the issuer on 05/15/2025, with 1,500 securities acquired on that date.

The filing also lists recent activity under a Rule 10b5-1 sales plan for Timothy Regan, showing multiple prior sales of 1,500 Dropbox common shares on various dates from October through December 2025, each generating gross proceeds in the low- to mid-$40,000 range.

FAQ

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What does this Form 144 filing for DBX disclose?

It discloses that Timothy Regan plans to sell 1,500 shares of Dropbox (DBX) common stock under Rule 144 on NASDAQ through Morgan Stanley Smith Barney LLC, with an indicated aggregate market value of $40,260.00.

How many Dropbox (DBX) shares are covered by the planned sale?

The notice covers a planned sale of 1,500 shares of Dropbox common stock, with an indicated aggregate market value of $40,260.00.

How and when were the DBX shares in this Form 144 acquired?

The 1,500 Dropbox common shares were acquired on 05/15/2025 as restricted stock units from the issuer, with the amount of securities acquired and the date of payment both listed as 1,500 and 05/15/2025, respectively.

Which broker will handle the planned DBX share sale?

The planned sale of Dropbox shares will be handled by Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, 8th Floor, New York, NY 10004, on the NASDAQ exchange.

What prior Dropbox (DBX) sales are reported in the past 3 months?

The filing lists several prior sales under a 10b5-1 Sales Plan for Timothy Regan, each involving 1,500 shares of Dropbox common stock sold on 10/30/2025, 11/14/2025, 11/28/2025, 12/15/2025, and 12/30/2025, with individual gross proceeds amounts such as $42,600.00, $44,460.00, and $45,373.95.

How many Dropbox (DBX) shares are outstanding as referenced in this notice?

The notice states that the number of Dropbox common shares outstanding is 182,734,460. This figure is provided as a baseline and is separate from the 1,500 shares covered by the planned sale.

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Accepted by SEC EDGAR 01/15/2026 - 04:25 PM EST Learn about SEC filing dates

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	0001734440
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	DROPBOX INC
SEC File Number	001-38434
Address of Issuer	1800 Owens Street San Francisco CALIFORNIA 94158
Phone	4159307766
Name of Person for Whose Account the Securities are To Be Sold	TIMOTHY REGAN
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	Officer

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	1500	40260.00	182734460	01/15/2026	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	05/15/2025	Restricted Stock Units	Issuer			1500	05/15/2025	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 Plan for TIMOTHY REGAN 1800 Owens Street San Francisco CA 94158	Common	12/30/2025	1500	41865.00
10b5-1 Sales Plan for TIMOTHY REGAN 1800 Owens Street San Francisco CA 94158	Common	12/15/2025	1500	42525.00
10b5-1 Sales Plan for TIMOTHY REGAN 1800 Owens Street San Francisco CA 94158	Common	11/28/2025	1500	44460.00
10b5-1 Sales Plan for TIMOTHY REGAN 1800 Owens Street San Francisco CA 94158	Common	11/14/2025	1500	45373.95
10b5-1 Sales Plan for TIMOTHY REGAN 1800 Owens Street San Francisco CA 94158	Common	10/30/2025	1500	42600.00

144: Remarks and Signature

Remarks
Date of Notice	01/15/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	06/10/2025
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	/s/ Timothy Regan
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)