DocuSign chief legal officer has 18K shares vest
DocuSign’s Chief Legal Officer reports RSU and PSU vesting into common stock, with some shares withheld for taxes.
Rhea-AI Filing Summary
DOCUSIGN, INC. (DOCU) disclosed that Chief Legal Officer James P. Shaughnessy reported multiple equity award vesting events on September 15, 2026. Restricted Stock Units and Performance Stock Units converted into 18,277 shares of common stock, and 8,501 shares of common stock were withheld by the company to satisfy tax obligations from these vestings. The RSUs vest in various quarterly schedules through 2029, while the PSUs vest based on DOCUSIGN’s FY25 subscription revenue and free cash flow performance, each with a maximum payout of 200% of target, subject to continued service.
Positive
- None.
Negative
- None.
Insider Trade Summary
18,277 shares exercised/converted
Exercise
9 txns
Insider
Shaughnessy James P
Role
Chief Legal Officer
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Restricted Stock Units F2, F3, F4 | 2,932 | $0.00 | $0.00 |
| Exercise | Restricted Stock Units F2, F5, F4 | 2,187 | $0.00 | $0.00 |
| Exercise | Restricted Stock Units F2, F6, F4 | 3,370 | $0.00 | $0.00 |
| Exercise | Restricted Stock Units F2, F7, F4 | 3,024 | $0.00 | $0.00 |
| Exercise | Restricted Stock Units F2, F8, F4 | 4,129 | $0.00 | $0.00 |
| Exercise | Performance Stock Units F9, F10 | 1,091 | $0.00 | $0.00 |
| Exercise | Performance Stock Units F9, F11 | 1,544 | $0.00 | $0.00 |
| Exercise | Common Stock | 18,277 | $0.00 | $0.00 |
| Tax Withholding | Common Stock F1 | 8,501 | $0.00 | $0.00 |
Holdings After Transaction:
Restricted Stock Units — 93,297 contracts (Direct);
Performance Stock Units — 3,653 contracts (Direct);
Common Stock — 62,591 shares (Direct)
Footnotes (11)
- F1. 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") or performance-vested restricted stock units ("PSUs").
- F2. Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
- F3. The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of July 10, 2022, in each case subject to the Reporting Person being a service provider through each such date. The restricted stock units 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.
- F4. The RSUs do not expire; they either vest or are canceled prior to vesting date.
- F5. The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of May 10, 2023, in each case subject to the reporting person being a service provider through such date.
- F6. 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.
- F7. 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.
- F8. The RSUs will vest in equal quarterly installments over three years, with a vesting commencement date of May 10, 2026, in each case subject to the Reporting Person being a service provider through such date.
- F9. Each performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock.
- F10. 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.
- F11. 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.
Key Figures
Common stock acquired from RSU and PSU vesting: 18,277 shares
Shares withheld for taxes: 8,501 shares
RSU tranche 1 underlying shares: 2,932 shares
+5 more
8 metrics
Common stock acquired from RSU and PSU vesting
18,277 shares
Shares of DocuSign common stock delivered upon RSU and PSU settlement on September 15, 2026
Shares withheld for taxes
8,501 shares
Common shares withheld to satisfy tax obligations from RSU/PSU vesting
RSU tranche 1 underlying shares
2,932 shares
RSUs vesting quarterly over four years from July 10, 2022
RSU tranche 2 underlying shares
2,187 shares
RSUs vesting quarterly over four years from May 10, 2023
RSU tranche 3 underlying shares
3,370 shares
RSUs vesting quarterly over four years from May 10, 2024
RSU tranche 4 underlying shares
3,024 shares
RSUs vesting with 40/35/15/10% annual pattern from May 10, 2025
RSU tranche 5 underlying shares
4,129 shares
RSUs vesting quarterly over three years from May 10, 2026
PSU vesting cap versus target
200%
Maximum number of PSUs that may vest for each of subscription revenue and free cash flow metrics
Key Terms
Restricted Stock Units, Performance Stock Units, subscription revenue, free cash flow, +2 more
6 terms
Restricted Stock Units financial
"Each restricted stock unit ("RSU") represents a contingent right to receive one share"
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 performance stock unit ("PSU") represents a contingent right to receive one share"
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"
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 regulatory
"subject to accelerated vesting in the event of a termination of employment ... following a change in control"
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.
FY25 Performance Period financial
"for the twelve-month period ended January 31, 2025 (the "FY25 Performance Period")"
FAQ
AI-generated questions and answers. How Rhea-AI works. Not financial advice.
What equity transactions did DOCU’s Chief Legal Officer report on September 15, 2026?
James P. Shaughnessy reported vesting and settlement of RSUs and PSUs that converted into 18,277 shares of DocuSign common stock, along with a related withholding of 8,501 shares to cover tax obligations arising from these vestings.
What are the vesting conditions for DOCU’s Performance Stock Units reported here?
The Performance Stock Units vest based on the company’s subscription revenue and free cash flow for the FY25 Performance Period, with each metric’s PSUs capped at 200% of the target number, and any achieved PSUs vest over time subject to continued service.
What are the key RSU vesting schedules for DOCUSIGN’s Chief Legal Officer?
The RSUs vest in equal quarterly installments over four years from commencement dates of July 10, 2022, May 10, 2023, and May 10, 2024, plus a four-year schedule from May 10, 2025 with 40%, 35%, 15%, and 10% vesting by year, and a three-year schedule from May 10, 2026.
Was a Rule 10b5-1 trading plan reported for this DOCU Form 4/A?
No. The filing’s Rule 10b5-1 checkbox is not checked, and the footnotes do not state that the reported transactions were made pursuant to a Rule 10b5-1 trading plan.
AI-generated analysis. How Rhea-AI works. Not financial advice.
