Dropbox officer plans sale of 97,558 shares

Rhea-AI Filing Summary

DROPBOX, INC. (DBX) was named as the issuer in a notice that officer Ross Tennenbaum intends to sell 97,558 shares of common stock under Rule 144 through Morgan Stanley Smith Barney LLC. The shares, with an aggregate market value of $3,374,531.22, relate to restricted stock units that vested between February 17, 2026 and August 15, 2026.

Key Figures

Shares to be sold: 97,558 shares Aggregate market value of shares to be sold: $3,374,531.22 Shares outstanding: 150,561,680 shares +2 more

5 metrics

Shares to be sold 97,558 shares Common stock covered by the Rule 144 notice for Ross Tennenbaum

Aggregate market value of shares to be sold $3,374,531.22 Value associated with the 97,558 DBX shares listed in the notice

Shares outstanding 150,561,680 shares Dropbox, Inc. common shares listed as outstanding in the Rule 144 information

RSU vesting period February 17, 2026 – August 15, 2026 Period during which RSUs vested that generated the shares to be sold

Date of notice September 10, 2026 Date on which the Rule 144 notice of proposed sale was signed and dated

Key Terms

Rule 144, restricted stock units, aggregate market value

3 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

restricted stock units financial

"The securities to be sold were acquired upon the vesting of restricted stock units"

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.

aggregate market value financial

"Common | Morgan Stanley Smith Barney LLC ... | 97558 | 3374531.22 |"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

FAQ

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

What does the Form 144 filing for DBX disclose about planned share sales?

The filing states that officer Ross Tennenbaum intends to sell 97,558 shares of Dropbox, Inc. common stock under Rule 144 through Morgan Stanley Smith Barney LLC, with the shares derived from vested restricted stock units.

How many Dropbox (DBX) shares are covered by Ross Tennenbaum’s planned Rule 144 sale?

The notice covers 97,558 shares of Dropbox, Inc. common stock to be sold. These shares were acquired upon the vesting of restricted stock units during the period from February 17, 2026 through August 15, 2026.

What is the aggregate market value of the DBX shares in this Form 144?

The Form 144 reports an aggregate market value of $3,374,531.22 for the 97,558 shares of Dropbox, Inc. common stock that are intended to be sold under Rule 144.

What does the filing say about Dropbox (DBX) shares outstanding?

The notice lists 150,561,680 shares of Dropbox, Inc. common stock as outstanding in connection with the Rule 144 information provided for the planned sale of 97,558 shares.

When were the DBX shares in the Form 144 acquired and when is the sale notice dated?

The securities to be sold were acquired upon RSU vesting during February 17, 2026 through August 15, 2026. The notice of proposed sale is dated September 10, 2026.

Which broker is involved in the planned sale of DBX shares under this Form 144?

The planned sale of Dropbox, Inc. common stock is listed through Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, New York, in the Rule 144 notice.

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

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Available on EDGAR 09/10/2026 - 04:42 PM Accepted by SEC EDGAR 09/10/2026 - 04:41 PM 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	0001807571
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	50 Hawthorne Street San Francisco CALIFORNIA 94105
Phone	4159307766
Name of Person for Whose Account the Securities are To Be Sold	ROSS TENNENBAUM
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	97558	3374531.22	150561680	09/10/2026	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	02/17/2026	Restricted Stock Units	Issuer			97558	02/17/2026	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

Nothing to Report

144: Remarks and Signature

Remarks	The securities to be sold were acquired upon the vesting of restricted stock units during the period of 02/17/2026 through 08/15/2026.
Date of Notice	09/10/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	06/11/2026
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/ Ross Tennenbaum
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)