DocuSign officer plans $984K stock sale

DOCUSIGN officer Blake J. Grayson filed a Rule 144 notice to sell 15,000 shares of common stock and disclosed additional recent insider sales.

Rhea-AI Filing Summary

DOCUSIGN, INC. (DOCU) received a notice under Rule 144 that officer Blake J. Grayson intends to sell 15,000 shares of common stock through Morgan Stanley Smith Barney LLC, with an aggregate market value listed as $983,547. The notice states that DOCUSIGN had 186,902,452 shares of common stock outstanding. The securities to be sold were acquired upon the vesting of restricted stock during the period from June 10, 2024 through September 10, 2024.

The filing also reports that Blake J. Grayson sold DOCUSIGN common stock during the prior three months, including 30,000 shares for $2,100,000 on September 4, 2026, 15,000 shares for $900,000 on August 7, 2026, and 15,000 shares for $683,238 on July 1, 2026.

Key Figures

Planned shares to be sold: 15,000 shares Aggregate market value of planned sale: $983,547 Shares outstanding: 186,902,452 shares +3 more

6 metrics

Planned shares to be sold 15,000 shares DOCUSIGN common stock to be sold under Rule 144

Aggregate market value of planned sale $983,547 Value of 15,000 DOCUSIGN shares listed in the notice

Shares outstanding 186,902,452 shares DOCUSIGN common stock outstanding as listed in issuer section

Shares sold on September 4, 2026 30,000 shares for $2,100,000 DOCUSIGN common stock sold by Blake J. Grayson

Shares sold on August 7, 2026 15,000 shares for $900,000 DOCUSIGN common stock sold by Blake J. Grayson

Shares sold on July 1, 2026 15,000 shares for $683,238 DOCUSIGN common stock sold by Blake J. Grayson

Key Terms

Rule 144, restricted stock, 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 financial

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

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

aggregate market value financial

"| 15000 | 983547.00 | 186902452 |"

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

What does DOCU’s latest Form 144 filing disclose?

It discloses that officer Blake J. Grayson intends to sell 15,000 shares of DOCUSIGN common stock under Rule 144, with an aggregate market value of $983,547, and that these shares were acquired through restricted stock vesting between June 10, 2024 and September 10, 2024.

How many DOCUSIGN (DOCU) shares is the insider planning to sell?

The insider notice states an intended sale of 15,000 shares of DOCUSIGN common stock through Morgan Stanley Smith Barney LLC, with an aggregate market value of $983,547 as listed in the filing.

What recent DOCUSIGN (DOCU) share sales by Blake J. Grayson are reported?

The filing reports sales of 30,000 shares for $2,100,000 on September 4, 2026, 15,000 shares for $900,000 on August 7, 2026, and 15,000 shares for $683,238 on July 1, 2026, all in DOCUSIGN common stock.

How many DOCUSIGN (DOCU) shares are outstanding according to the notice?

The notice lists 186,902,452 shares of DOCUSIGN common stock outstanding in the issuer information section.

How were the DOCUSIGN (DOCU) shares being sold obtained by the insider?

The filing states that the securities to be sold were acquired upon the vesting of restricted stock during the period from June 10, 2024 through September 10, 2024, issued by DOCUSIGN.

What trading market is referenced for DOCUSIGN (DOCU) in this Form 144?

The securities information section references NASDAQ as the trading market associated with the DOCUSIGN common stock covered by this notice.

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

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Available on EDGAR 09/08/2026 - 04:12 PM Accepted by SEC EDGAR 09/08/2026 - 04:12 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	0001796825
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	DOCUSIGN, INC.
SEC File Number	001-38465
Address of Issuer	221 Main Street, Suite 800 San Francisco CALIFORNIA 94105
Phone	(415) 489-4940
Name of Person for Whose Account the Securities are To Be Sold	BLAKE J GRAYSON
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	15000	983547.00	186902452	09/08/2026	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	06/10/2024	Restricted Stock	ISSUER			15000	06/10/2024	Not Applicable

* 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
BLAKE J GRAYSON 221 Main Street, Suite 800 San Francisco CA 94105	Common	09/04/2026	30000	2100000.00
BLAKE J GRAYSON 221 Main Street, Suite 800 San Francisco CA 94105	Common	08/07/2026	15000	900000.00
BLAKE J GRAYSON 221 Main Street, Suite 800 San Francisco CA 94105	Common	07/01/2026	15000	683238.00

144: Remarks and Signature

Remarks	The securities to be sold were acquired upon the vesting of restricted stock during the period of 6/10/2024 through 9/10/2024.
Date of Notice	09/08/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	03/31/2026
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/ Blake Jeffrey Grayson
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)