DocuSign (DOCU) CFO logs RSU, PSU vesting and ESPP share purchase
Filing Impact
Filing Sentiment
Form Type
4
Rhea-AI Filing Summary
DOCUSIGN, INC. Chief Financial Officer Jeffrey Blake Grayson reported a set of routine equity compensation transactions. On June 15, 2026, he exercised or converted multiple restricted stock unit (RSU) and performance stock unit (PSU) awards into common stock, including blocks of 23,141, 5,186, 5,119, 2,347, and 1,659 shares.
On the same date, 15,251 common shares were withheld by DocuSign to cover tax obligations triggered by RSU and PSU vesting, a non-market disposition that did not involve an open-market sale. One line in the filing shows 156,429 common shares held directly after this tax withholding entry.
The filing also notes a prior acquisition of 255 common shares on April 3, 2026 through DocuSign’s 2018 Employee Stock Purchase Plan at $41.11 per share, purchased at 85% of the stock’s closing price under the plan’s terms.
Positive
- None.
Negative
- None.
Insider Trade Summary
37,452 shares exercised/converted
Mixed
8 txns
Insider
GRAYSON BLAKE JEFFREY
Role
Chief Financial Officer
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Restricted Stock Units | 23,141 | $0.00 | -- |
| Exercise | Restricted Stock Units | 5,119 | $0.00 | -- |
| Exercise | Restricted Stock Units | 5,186 | $0.00 | -- |
| Exercise | Performance Stock Units | 1,659 | $0.00 | -- |
| Exercise | Performance Stock Units | 2,347 | $0.00 | -- |
| Exercise | Common Stock | 37,452 | $0.00 | -- |
| Tax Withholding | Common Stock | 15,251 | $0.00 | -- |
| Grant/Award | Common Stock | 255 | $41.11 | $10K |
Holdings After Transaction:
Restricted Stock Units — 92,565 shares (Direct, null);
Performance Stock Units — 7,208 shares (Direct, null);
Common Stock — 171,503 shares (Direct, null)
Footnotes (1)
- Shares acquired pursuant to the Docusign, Inc. 2018 Employee Stock Purchase Plan ("ESPP"), for the ESPP purchase period of October 6, 2025, through April 3, 2026. In accordance with the ESPP, these shares were purchased at a price equal to 85% of the closing price of the issuer's common stock on April 3, 2026. Represents shares withheld by the Issuer to satisfy a tax obligation realized by the Reporting Person upon the vesting and settlement of restricted stock units ("RSUs") and performance-vested restricted stock unit ("PSUs"). Includes 177 shares acquired by the Reporting Person on October 3, 2025, pursuant to the Docusign, Inc. ESPP. Each RSU represents a contingent right to receive one share of the Issuer's common stock. The RSUs will vest in sixteen equal quarterly installments over four years, with a vesting commencement date of June 10, 2023, in each case subject to the Reporting Person being a service provider through each such date. The RSUs are subject to accelerated vesting in the event of a termination of employment of the Reporting Person including under certain circumstances following a change in control of the Issuer. The RSUs do not expire; they either vest or are canceled prior to vesting date. The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of May 10, 2024, in each case subject to the reporting person being a service provider through such date. The RSUs will vest quarterly over a four year period commencing May 10, 2025, with 40% vesting during year 1, 35% vesting during year 2, 15% vesting during year 3, and 10% vesting during year 4, in each case subject to the Reporting Person being a service provider through each such date. Each PSU represents a contingent right to receive one share of the Issuer's common stock. The PSUs will vest depending on the Company's subscription revenue for the twelve-month period ended January 31, 2025 (the "FY25 Performance Period"). The maximum number of subscription revenue-based PSUs that may vest is capped at 200% of the target number of subscription revenue-based PSUs. To the extent achieved, 1/3 of any achieved subscription revenue-based PSUs will vest following the one-year anniversary of the vesting commencement date and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions. The PSUs will vest depending on the Company's free cash flow for the FY25 Performance Period. The maximum number of free cash flow-based PSUs that may vest is capped at 200% of the target number of free cash flow-based PSUs. To the extent achieved, 1/3 of any achieved free cash flow-based PSUs will vest following the one-year anniversary of the vesting commencement date and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.
Key Figures
Tax withholding shares: 15,251 shares
Largest RSU block vested: 23,141 shares
Option/derivative exercise total: 37,452 shares
+3 more
6 metrics
Tax withholding shares
15,251 shares
Common stock withheld to satisfy tax obligations on RSU and PSU vesting on June 15, 2026
Largest RSU block vested
23,141 shares
Restricted Stock Units converting into common stock on June 15, 2026
Option/derivative exercise total
37,452 shares
Total shares from derivative exercise/conversion transactions summarized as exerciseShares
Direct holdings after tax entry
156,429 shares
Common stock directly owned as shown following the tax-withholding disposition entry
ESPP purchase shares
255 shares
Common stock acquired under the 2018 Employee Stock Purchase Plan on April 3, 2026
ESPP purchase price
$41.11 per share
Price for ESPP shares, equal to 85% of April 3, 2026 closing price
Key Terms
Employee Stock Purchase Plan, Restricted Stock Units, Performance Stock Units, subscription revenue, +2 more
6 terms
Employee Stock Purchase Plan financial
"Shares acquired pursuant to the Docusign, Inc. 2018 Employee Stock Purchase Plan ("ESPP")"
An employee stock purchase plan is a company program that lets workers buy shares through small payroll deductions, often at a discount to the market price and after a set offering period. Think of it like a workplace savings plan that turns into ownership: it encourages employees to share in the company’s success and can create predictable buying or selling of stock that investors watch because it affects supply, demand and employee incentives.
Restricted Stock Units financial
"The RSUs will vest in sixteen equal quarterly installments over four years"
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.
Performance Stock Units financial
"Each PSU represents a contingent right to receive one share of the Issuer's common stock."
Performance stock units are a type of company award that grants employees shares of stock only if certain performance goals are met. They motivate employees to work toward specific company achievements, aligning their interests with those of shareholders. For investors, they can influence a company's future stock supply and reflect management’s confidence in reaching key targets.
subscription revenue financial
"The PSUs will vest depending on the Company's subscription revenue for the twelve-month period ended January 31, 2025"
Payments a company receives on a regular schedule from customers who pay to access a product or service over time, like a magazine or gym membership fee. Investors care because these recurring payments create more predictable sales and cash flow, make future revenue easier to forecast, and indicate customer loyalty; changes in subscription growth or churn can quickly affect a company’s valuation and financial health.
free cash flow financial
"The PSUs will vest depending on the Company's free cash flow for the FY25 Performance Period."
Free cash flow is the amount of money a company has left over after paying all its expenses and investing in its business, like buying equipment or updating facilities. It shows how much cash is available to reward shareholders, pay down debt, or save for future growth. This helps investors understand if a company is financially healthy and able to grow.
change in control financial
"subject to accelerated vesting in the event of a termination of employment ... following a change in control of the Issuer."
A "change in control" occurs when the ownership or management of a company shifts significantly, such as through a merger, acquisition, or sale of a large part of its assets. This change can impact how the company is run and may influence its future direction. For investors, it matters because it can affect the company's stability, strategy, and value, often signaling potential changes in investment risk or opportunity.
FAQ
What insider transactions did DOCUSIGN (DOCU) report for its CFO on June 15, 2026?
DOCUSIGN’s CFO reported multiple equity compensation events on June 15, 2026. Several RSU and PSU awards converted into common stock, and shares were withheld by the company to cover related tax obligations, reflecting routine vesting activity rather than open-market buying or selling.
What RSU and PSU conversions are disclosed for DOCUSIGN (DOCU) CFO Jeffrey Blake Grayson?
The CFO converted multiple RSU and PSU awards into DOCUSIGN common stock. The filing lists notable blocks of 23,141, 5,186, 5,119, 2,347, and 1,659 underlying shares converting, reflecting scheduled vesting of long-term equity compensation awards.
What did the April 3, 2026 ESPP transaction disclose for DOCUSIGN (DOCU) CFO?
The CFO acquired 255 DOCUSIGN shares through the Employee Stock Purchase Plan. These shares were bought at $41.11 per share, equal to 85% of the stock’s April 3, 2026 closing price, consistent with the ESPP’s discounted purchase terms.
Do the reported DOCUSIGN (DOCU) insider transactions indicate open-market selling by the CFO?
The Form 4 does not report any open-market sales by the CFO. The only disposition is 15,251 shares withheld by the company for taxes on vesting equity awards, which is a non-market mechanism rather than a discretionary stock sale.