Aaron Webster
CIK: 0001862209
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)
PayPal Holdings, Inc.
Discretionary Trading P&L
Holdings
Transaction History (33 total)
- Oct 15, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct5.9K shares- - Oct 15, 2026PYPL
PayPal Holdings, Inc.
Tax Payment(F)Direct3.9K shares at avg. $56.10$218K - Oct 15, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct2.6K shares- - Sep 1, 2026PYPL
PayPal Holdings, Inc.
Tax Payment(F)Direct2.1K shares at avg. $52.66$110K - Sep 1, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct4.6K shares- - Jul 15, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct5.9K shares- - Jul 15, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct2.6K shares- - Jul 15, 2026PYPL
PayPal Holdings, Inc.
Tax Payment(F)Direct3.9K shares at avg. $47.37$184K - Jun 1, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct4.6K shares- - Jun 1, 2026PYPL
PayPal Holdings, Inc.
Tax Payment(F)Direct2.1K shares at avg. $44.75$94K - Apr 15, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct5.9K shares- - Apr 15, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct2.6K shares- - Apr 15, 2026PYPL
PayPal Holdings, Inc.
Tax Payment(F)Direct3.9K shares at avg. $47.97$186K - Mar 1, 2026PYPL
PayPal Holdings, Inc.
Award(A)DirectRestricted Stock Units -5
111.6K shares- - Mar 1, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct18.4K shares- - Mar 1, 2026PYPL
PayPal Holdings, Inc.
Tax Payment(F)Direct8.4K shares- - Jan 15, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct5.9K shares- - Jan 15, 2026PYPL
PayPal Holdings, Inc.
Exercise(M)Direct2.6K shares- - Jan 15, 2026PYPL
PayPal Holdings, Inc.
Tax Payment(F)Direct2.8K shares at avg. $57.66$160K - Nov 10, 2025PYPL
PayPal Holdings, Inc.
Sale(S)Direct7.2K shares at avg. $66.29$477K - Nov 10, 2025PYPL
PayPal Holdings, Inc.
Sale(S)Direct934 shares at avg. $66.29$62K - Nov 10, 2025PYPL
PayPal Holdings, Inc.
Sale(S)Direct1.2K shares at avg. $66.30$76K - Oct 15, 2025PYPL
PayPal Holdings, Inc.
Exercise(M)Direct5.9K shares- - Oct 15, 2025PYPL
PayPal Holdings, Inc.
Exercise(M)Direct2.6K shares- - Oct 15, 2025PYPL
PayPal Holdings, Inc.
Tax Payment(F)Direct3.9K shares at avg. $69.15$269K
| Type | Shares | Price | Ownership | |||
|---|---|---|---|---|---|---|
| Oct 15, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 5,900 | - | $0 | Direct |
| Oct 15, 2026 | PYPL PayPal Holdings, Inc. | Tax Payment(F) | 3,883 | $56.10 | $217,836 | Direct |
| Oct 15, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 2,622 | - | $0 | Direct |
| Sep 1, 2026 | PYPL PayPal Holdings, Inc. | Tax Payment(F) | 2,097 | $52.66 | $110,439 | Direct |
| Sep 1, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 4,602 | - | $0 | Direct |
| Jul 15, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 5,901 | - | $0 | Direct |
| Jul 15, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 2,622 | - | $0 | Direct |
| Jul 15, 2026 | PYPL PayPal Holdings, Inc. | Tax Payment(F) | 3,883 | $47.37 | $183,938 | Direct |
| Jun 1, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 4,602 | - | $0 | Direct |
| Jun 1, 2026 | PYPL PayPal Holdings, Inc. | Tax Payment(F) | 2,097 | $44.75 | $93,841 | Direct |
| Apr 15, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 5,900 | - | $0 | Direct |
| Apr 15, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 2,622 | - | $0 | Direct |
| Apr 15, 2026 | PYPL PayPal Holdings, Inc. | Tax Payment(F) | 3,883 | $47.97 | $186,268 | Direct |
| Mar 1, 2026 | PYPL PayPal Holdings, Inc. | Award(A) Restricted Stock Units -5 | 111,562 | - | - | Direct |
| Mar 1, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 18,407 | - | $0 | Direct |
| Mar 1, 2026 | PYPL PayPal Holdings, Inc. | Tax Payment(F) | 8,385 | - | $0 | Direct |
| Jan 15, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 5,900 | - | $0 | Direct |
| Jan 15, 2026 | PYPL PayPal Holdings, Inc. | Exercise(M) | 2,623 | - | $0 | Direct |
| Jan 15, 2026 | PYPL PayPal Holdings, Inc. | Tax Payment(F) | 2,772 | $57.66 | $159,834 | Direct |
| Nov 10, 2025 | PYPL PayPal Holdings, Inc. | Sale(S) | 7,198 | $66.29 | $477,155 | Direct |
| Nov 10, 2025 | PYPL PayPal Holdings, Inc. | Sale(S) | 934 | $66.29 | $61,915 | Direct |
| Nov 10, 2025 | PYPL PayPal Holdings, Inc. | Sale(S) | 1,150 | $66.30 | $76,239 | Direct |
| Oct 15, 2025 | PYPL PayPal Holdings, Inc. | Exercise(M) | 5,901 | - | - | Direct |
| Oct 15, 2025 | PYPL PayPal Holdings, Inc. | Exercise(M) | 2,623 | - | - | Direct |
| Oct 15, 2025 | PYPL PayPal Holdings, Inc. | Tax Payment(F) | 3,883 | $69.15 | $268,509 | Direct |
1-25 of 33 transactions
About Webster Aaron
Webster Aaron (SEC CIK 0001862209) files insider reports with the SEC as EVP, Global Chief Risk Officer of PayPal Holdings, Inc. (PYPL).
Signal8 holds 12 ownership filings by Webster Aaron, all Form 4s, filed between Mar 4, 2025 and Oct 16, 2026. Those filings report 33 transactions, from Mar 1, 2025 to Oct 15, 2026. Signal8's Form 4 history starts in Sep 2024.
The business address on Webster Aaron's filings is in ISLE OF PALMS, SC.
Recent filings by Webster Aaron
- Oct 15, 2026: Option exercise of PYPL shares (Form 4, code M).
- Oct 15, 2026: Tax withholding of PYPL shares (Form 4, code F).
- Oct 15, 2026: Option exercise of PYPL shares (Form 4, code M).
- Sep 1, 2026: Tax withholding of PYPL shares (Form 4, code F).
- Sep 1, 2026: Option exercise of PYPL shares (Form 4, code M).
Other insiders filing for PayPal Holdings, Inc. (PYPL)
- Keller Frank, Pres., Checkout Sol. & PayPal
- Natali Chris, SVP, Chief Accounting Officer
- Miller Jamie S, Chief Fin & Op Officer
- Kereere Suzan, President, Global Markets
- LORES ENRIQUE, President and CEO
- MOFFETT DAVID M, Director