DocuSign (DOCU) insider Blake Grayson plans $900,000 sale of 15,000 shares

Rhea-AI Filing Summary

DocuSign insider Blake J. Grayson has filed to sell 15,000 shares of common stock, held through Morgan Stanley Smith Barney LLC Executive Financial Services. The planned sale has an indicated aggregate market value of $900,000.00. The securities relate to restricted stock and performance shares originally acquired on May 10, 2025.

The filing also notes that during the past three months, on July 1, 2026, Grayson sold 15,000 shares of DocuSign common stock for total proceeds of $683,238.00.

Key Figures

Shares proposed for sale: 15,000 shares Aggregate market value of planned sale: $900,000.00 Recent shares sold: 15,000 shares +1 more

4 metrics

Shares proposed for sale 15,000 shares Common stock to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services

Aggregate market value of planned sale $900,000.00 Estimated value of 15,000 DocuSign common shares proposed for sale

Recent shares sold 15,000 shares Common stock sold on July 1, 2026 during the past 3 months

Proceeds from recent sale $683,238.00 Total proceeds from 15,000 DocuSign shares sold on July 1, 2026

Key Terms

Restricted Stock, Performance Shares, aggregate market value

3 terms

Restricted Stock financial

"Restricted Stock and Performance Shares | Issuer"

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.

Performance Shares financial

"Restricted Stock and Performance Shares | Issuer"

Performance shares are a type of company stock given to executives or employees that only become theirs if the company meets specific goals, like hitting certain profits or growth targets. They motivate leaders to work toward the company’s success, because their additional shares depend on achieving these results.

aggregate market value financial

"15000 | 900000.00 | 190944608 | 08/07/2026"

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.

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

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Available on EDGAR 08/07/2026 - 04:48 PM Accepted by SEC EDGAR 08/07/2026 - 04:48 PM Learn about SEC filing dates

FAQ

What insider transaction did DOCU report in this Form 144 filing?

The filing shows Blake J. Grayson plans to sell 15,000 shares of DocuSign common stock, related to restricted stock and performance shares originally acquired on May 10, 2025.

What is the estimated value of the DOCU shares proposed for sale?

The proposed sale covers 15,000 shares of DocuSign common stock with an indicated aggregate market value of $900,000.00, based on the figures reported in the filing.

How were DOCU shares held for Blake J. Grayson before the planned sale?

The 15,000 DocuSign shares are held through Morgan Stanley Smith Barney LLC Executive Financial Services at 1 New York Plaza, 8th Floor, New York, NY 10004, according to the filing details.

What recent DOCU share sales has Blake J. Grayson already completed?

The filing reports that on July 1, 2026, Blake J. Grayson sold 15,000 shares of DocuSign common stock, receiving total proceeds of $683,238.00 over the prior three months.

What type of DOCU securities are associated with the planned 15,000-share sale?

The securities tied to the planned 15,000-share DocuSign sale are described as Restricted Stock and Performance Shares, originally dated May 10, 2025, and issued by DocuSign as the issuer.

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	15000	900000.00	190944608	08/07/2026	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	05/10/2025	Restricted Stock and Performance Shares	Issuer			15000	05/10/2025	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	07/01/2026	15000	683238.00

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)