Blake Jeffrey Grayson
CIK: 0001796825
Transaction Breakdown
High conviction signal
Position reduction
Derivative conversions
Compensation grants
Gifts, tax withholding, conversions, dispositions to the issuer and other codes
Companies & Roles (1)
DOCUSIGN, INC.
Discretionary Trading P&L
Holdings
Transaction History (62 total)
- Sep 15, 2026DOCU
DOCUSIGN, INC.
Tax Payment(F)Direct17.7K shares- - Sep 15, 2026DOCU
DOCUSIGN, INC.
Exercise(M)Direct44.2K shares- - Sep 8, 2026DOCU
DOCUSIGN, INC.
Sale(S)Direct11.6K shares at avg. $65.25$754K - Sep 8, 2026DOCU
DOCUSIGN, INC.
Sale(S)Direct3.5K shares at avg. $66.64$230K - Sep 4, 2026DOCU
DOCUSIGN, INC.
Sale(S)Direct30K shares at avg. $70.00$2.1M - Aug 7, 2026DOCU
DOCUSIGN, INC.
Sale(S)Direct15K shares at avg. $60.00$900K - Jul 9, 2026DOCU
DOCUSIGN, INC.
Award(A)DirectPerformance Stock Units
44.6K shares- - Jul 9, 2026DOCU
DOCUSIGN, INC.
Award(A)DirectPerformance Stock Units
44.6K shares- - Jul 9, 2026DOCU
DOCUSIGN, INC.
Award(A)DirectRestricted Stock Units
89.2K shares- - Jul 1, 2026DOCU
DOCUSIGN, INC.
Sale(S)Direct14.4K shares at avg. $45.53$656K - Jul 1, 2026DOCU
DOCUSIGN, INC.
Sale(S)Direct600 shares at avg. $45.99$28K - Jun 15, 2026DOCU
DOCUSIGN, INC.
Exercise(M)Direct37.5K shares- - Jun 15, 2026DOCU
DOCUSIGN, INC.
Tax Payment(F)Direct15.3K shares- - Apr 3, 2026DOCU
DOCUSIGN, INC.
Award(A)Direct255 shares at avg. $41.11$10K - Mar 15, 2026DOCU
DOCUSIGN, INC.
Tax Payment(F)Direct15.4K shares- - Mar 15, 2026DOCU
DOCUSIGN, INC.
Exercise(M)Direct37.4K shares- - Jan 9, 2026DOCU
DOCUSIGN, INC.
Sale(S)Direct6.5K shares at avg. $70.00$455K - Dec 17, 2025DOCU
DOCUSIGN, INC.
Sale(S)Direct6K shares at avg. $68.61$411K - Dec 17, 2025DOCU
DOCUSIGN, INC.
Sale(S)Direct3.5K shares at avg. $67.86$239K - Dec 15, 2025DOCU
DOCUSIGN, INC.
Exercise(M)Direct37.5K shares- - Dec 15, 2025DOCU
DOCUSIGN, INC.
Tax Payment(F)Direct15.4K shares- - Oct 1, 2025DOCU
DOCUSIGN, INC.
Sale(S)Direct4.7K shares at avg. $71.38$339K - Oct 1, 2025DOCU
DOCUSIGN, INC.
Sale(S)Direct1.8K shares at avg. $70.73$124K - Sep 17, 2025DOCU
DOCUSIGN, INC.
Sale(S)Direct3.9K shares at avg. $83.33$321K - Sep 17, 2025DOCU
DOCUSIGN, INC.
Sale(S)Direct5.7K shares at avg. $82.95$469K
| Type | Shares | Price | Ownership | |||
|---|---|---|---|---|---|---|
| Sep 15, 2026 | DOCU DOCUSIGN, INC. | Tax Payment(F) | 17,730 | - | $0 | Direct |
| Sep 15, 2026 | DOCU DOCUSIGN, INC. | Exercise(M) | 44,234 | - | $0 | Direct |
| Sep 8, 2026 | DOCU DOCUSIGN, INC. | Sale(S) | 11,550 | $65.25 | $753,638 | Direct |
| Sep 8, 2026 | DOCU DOCUSIGN, INC. | Sale(S) | 3,450 | $66.64 | $229,908 | Direct |
| Sep 4, 2026 | DOCU DOCUSIGN, INC. | Sale(S) | 30,000 | $70.00 | $2,100,000 | Direct |
| Aug 7, 2026 | DOCU DOCUSIGN, INC. | Sale(S) | 15,000 | $60.00 | $900,000 | Direct |
| Jul 9, 2026 | DOCU DOCUSIGN, INC. | Award(A) Performance Stock Units | 44,600 | - | - | Direct |
| Jul 9, 2026 | DOCU DOCUSIGN, INC. | Award(A) Performance Stock Units | 44,600 | - | - | Direct |
| Jul 9, 2026 | DOCU DOCUSIGN, INC. | Award(A) Restricted Stock Units | 89,200 | - | - | Direct |
| Jul 1, 2026 | DOCU DOCUSIGN, INC. | Sale(S) | 14,400 | $45.53 | $655,632 | Direct |
| Jul 1, 2026 | DOCU DOCUSIGN, INC. | Sale(S) | 600 | $45.99 | $27,594 | Direct |
| Jun 15, 2026 | DOCU DOCUSIGN, INC. | Exercise(M) | 37,452 | - | $0 | Direct |
| Jun 15, 2026 | DOCU DOCUSIGN, INC. | Tax Payment(F) | 15,251 | - | $0 | Direct |
| Apr 3, 2026 | DOCU DOCUSIGN, INC. | Award(A) | 255 | $41.11 | $10,483 | Direct |
| Mar 15, 2026 | DOCU DOCUSIGN, INC. | Tax Payment(F) | 15,365 | - | $0 | Direct |
| Mar 15, 2026 | DOCU DOCUSIGN, INC. | Exercise(M) | 37,448 | - | $0 | Direct |
| Jan 9, 2026 | DOCU DOCUSIGN, INC. | Sale(S) | 6,500 | $70.00 | $455,000 | Direct |
| Dec 17, 2025 | DOCU DOCUSIGN, INC. | Sale(S) | 5,990 | $68.61 | $410,974 | Direct |
| Dec 17, 2025 | DOCU DOCUSIGN, INC. | Sale(S) | 3,525 | $67.86 | $239,207 | Direct |
| Dec 15, 2025 | DOCU DOCUSIGN, INC. | Exercise(M) | 37,453 | - | - | Direct |
| Dec 15, 2025 | DOCU DOCUSIGN, INC. | Tax Payment(F) | 15,385 | - | - | Direct |
| Oct 1, 2025 | DOCU DOCUSIGN, INC. | Sale(S) | 4,749 | $71.38 | $338,984 | Direct |
| Oct 1, 2025 | DOCU DOCUSIGN, INC. | Sale(S) | 1,751 | $70.73 | $123,848 | Direct |
| Sep 17, 2025 | DOCU DOCUSIGN, INC. | Sale(S) | 3,851 | $83.33 | $320,904 | Direct |
| Sep 17, 2025 | DOCU DOCUSIGN, INC. | Sale(S) | 5,658 | $82.95 | $469,331 | Direct |
1-25 of 62 transactions
About GRAYSON BLAKE JEFFREY
GRAYSON BLAKE JEFFREY (SEC CIK 0001796825) files insider reports with the SEC as Chief Financial Officer of DOCUSIGN, INC. (DOCU).
Signal8 holds 27 ownership filings by GRAYSON BLAKE JEFFREY, all Form 4s, filed between Sep 17, 2024 and Sep 16, 2026. Those filings report 62 transactions, from Sep 15, 2024 to Sep 15, 2026. Signal8's Form 4 history starts in Sep 2024.
The business address on GRAYSON BLAKE JEFFREY's filings is in SAN FRANCISCO, CA.
Recent filings by GRAYSON BLAKE JEFFREY
- Sep 15, 2026: Tax withholding of DOCU shares (Form 4, code F).
- Sep 15, 2026: Option exercise of DOCU shares (Form 4, code M).
- Sep 8, 2026: Open-market sales of DOCU shares (2 lines, Form 4, code S).
- Sep 4, 2026: Open-market sale of DOCU shares (Form 4, code S).
- Aug 7, 2026: Open-market sale of DOCU shares (Form 4, code S).
Other insiders filing for DOCUSIGN, INC. (DOCU)
- Trollope Rowan M, Director
- Hansen Paula, Chief Revenue Officer
- Shaughnessy James P, Chief Legal Officer
- Thygesen Allan C., President and CEO
- Wilderotter Mary Agnes, Director
- Chatwani Robert, President General Mgr, Growth