The most recent PayPal Holdings (PYPL) insider transaction: Chris Natali (Svp, Chief Accounting Officer) acquired 2,727 shares by exercising or converting derivatives on Oct 15, 2026, reported on Form 4 on Oct 16, 2026. So far in the quarter ending Dec 31, 2026, insiders were net buyers of 6.81K shares.
Over the past 12 months, PayPal Holdings insiders bought $254,537 of stock on the open market (6.13K shares) and sold $8.26 million (163.31K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Daniel H Schulman | President And Ceo | 597,883 | 0 | 597,883 | 24.2% | 13 Dec, 2023 |
| 2 | James Alexander Chriss | President And Ceo | 196,403 | 0 | 196,403 | 8.0% | 16 Jan, 2026 |
| 3 | Mark Britto | Evp, Chief Product Officer | 175,836 | 0 | 175,836 | 7.1% | 09 May, 2022 |
| 4 | John D Rainey | Cfo And Evp,Global Customer Op | 172,841 | 0 | 172,841 | 7.0% | 02 Mar, 2022 |
| 5 | Aaron Karczmer | Evp, Chief Enterprise Services | 142,442 | 0 | 142,442 | 5.8% | 04 Mar, 2024 |
| 6 | Sripada Shivananda | Evp, Chief Technology Officer | 88,468 | 0 | 88,468 | 3.6% | 03 Mar, 2023 |
| 7 | Jamie S Miller | Chief Fin Op Officer | 86,408 | 0 | 86,408 | 3.5% | 16 Sep, 2026 |
| 8 | John J Donahoe | Director | 82,274 | 0 | 82,274 | 3.3% | 23 May, 2024 |
| 9 | David W Dorman | Director | 81,121 | 0 | 81,121 | 3.3% | 20 May, 2026 |
| 10 | Jonathan Auerbach | Chief Strat., Gr Data Ofr | 80,596 | 0 | 80,596 | 3.3% | 04 Dec, 2023 |
| 11 | David M Moffett | Director | 77,297 | 0 | 77,297 | 3.1% | 20 May, 2026 |
| 12 | Aaron Webster | Evp, Global Chief Risk Officer | 70,400 | 0 | 70,400 | 2.9% | 16 Oct, 2026 |
| 13 | Michelle Gill | Evp, Gm, Smb Financial Svcs | 68,479 | 0 | 68,479 | 2.8% | 17 Mar, 2026 |
| 14 | Frank D Yeary | Director | 57,036 | 0 | 57,036 | 2.3% | 20 May, 2026 |
| 15 | Jonathan Christodoro | Director | 47,751 | 0 | 47,751 | 1.9% | 20 May, 2026 |
| 16 | Frank Keller | Pres., Checkout Sol. Paypal | 42,299 | 0 | 42,299 | 1.7% | 16 Oct, 2026 |
| 17 | Peggy Alford | Evp, Global Sales | 42,148 | 0 | 42,148 | 1.7% | 04 Dec, 2023 |
| 18 | Ann Sarnoff | Director | 38,142 | 0 | 38,142 | 1.5% | 20 May, 2026 |
| 19 | Diego Scotti | Evp, Gm Consumer Group | 38,128 | 0 | 38,128 | 1.5% | 16 Apr, 2026 |
| 20 | Gail J Mcgovern | Director | 33,529 | 0 | 33,529 | 1.4% | 06 Jun, 2025 |
| 21 | Gabrielle Scheibe | Acting Cfo Svp, Ir Treas. | 32,541 | 0 | 32,541 | 1.3% | 17 Oct, 2023 |
| 22 | Enrique Lores | Director | 31,934 | 0 | 31,934 | 1.3% | 05 Jan, 2026 |
| 23 | Suzan Kereere | President, Global Markets | 30,983 | 0 | 30,983 | 1.3% | 08 Sep, 2026 |
| 24 | Rodney C Adkins | Director | 30,882 | 0 | 30,882 | 1.3% | 23 May, 2024 |
| 25 | Belinda J. Johnson | Director | 29,298 | 0 | 29,298 | 1.2% | 03 Jan, 2024 |
| 26 | Deborah M. Messemer | Director | 20,251 | 0 | 20,251 | 0.8% | 20 May, 2026 |
| 27 | Sibio Carmine Di | Director | 14,319 | 0 | 14,319 | 0.6% | 20 May, 2026 |
| 28 | John C. Kim | Evp, Chief Product Officer | 14,013 | 0 | 14,013 | 0.6% | 17 Oct, 2023 |
| 29 | Deirdre Stanley | Director | 12,489 | 0 | 12,489 | 0.5% | 20 May, 2026 |
| 30 | Joy Chik | Director | 10,882 | 0 | 10,882 | 0.4% | 20 May, 2026 |
| 31 | Jeffrey William Karbowski | Vp, Chief Accounting Officer | 8,242 | 0 | 8,242 | 0.3% | 16 Nov, 2022 |
| 32 | Alyssa Henry | Director | 7,485 | 0 | 7,485 | 0.3% | 20 May, 2026 |
| 33 | Chris Natali | Svp, Chief Accounting Officer | 3,836 | 0 | 3,836 | 0.2% | 16 Oct, 2026 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 15 Oct, 2026 | Chris Natali | Svp, Chief Accounting Officer | Acquired M | 2,727 | $0.00 | $0 | 5,127 | Direct |
| 15 Oct, 2026 | Frank Keller | Pres., Checkout Sol. Paypal | Acquired M | 1,639 | $0.00 | $0 | 43,206 | Direct |
| 15 Oct, 2026 | Aaron Webster | Evp, Global Chief Risk Officer | Acquired M | 5,900 | $0.00 | $0 | 71,661 | Direct |
| 15 Oct, 2026 | Aaron Webster | Evp, Global Chief Risk Officer | Acquired M | 2,622 | $0.00 | $0 | 74,283 | Direct |
| 15 Oct, 2026 | Chris Natali | Svp, Chief Accounting Officer | Disposed F | 1,291 | $56.10 | $72.43K | 3,836 | Direct |
| 15 Oct, 2026 | Frank Keller | Pres., Checkout Sol. Paypal | Disposed F | 907 | $56.10 | $50.88K | 42,299 | Direct |
| 15 Oct, 2026 | Aaron Webster | Evp, Global Chief Risk Officer | Disposed F | 3,883 | $56.10 | $217.84K | 70,400 | Direct |
| 15 Oct, 2026 | Chris Natali | Svp, Chief Accounting Officer | Disposed M | 2,727 | $0.00 | $0 | 8,176 | Direct |
| 15 Oct, 2026 | Frank Keller | Pres., Checkout Sol. Paypal | Disposed M | 1,639 | $0.00 | $0 | 3,278 | Direct |
| 15 Oct, 2026 | Aaron Webster | Evp, Global Chief Risk Officer | Disposed M | 5,900 | $0.00 | $0 | 11,800 | Direct |
| 15 Oct, 2026 | Aaron Webster | Evp, Global Chief Risk Officer | Disposed M | 2,622 | $0.00 | $0 | 5,244 | Direct |
| 15 Sep, 2026 | Jamie S Miller | Chief Fin Op Officer | Acquired M | 9,094 | $0.00 | $0 | 89,627 | Direct |
| 15 Sep, 2026 | Jamie S Miller | Chief Fin Op Officer | Acquired M | 2,910 | $0.00 | $0 | 92,537 | Direct |
| 15 Sep, 2026 | Jamie S Miller | Chief Fin Op Officer | Disposed F | 6,129 | $54.03 | $331.15K | 86,408 | Direct |
| 15 Sep, 2026 | Jamie S Miller | Chief Fin Op Officer | Disposed M | 9,094 | $0.00 | $0 | 9,094 | Direct |
| 15 Sep, 2026 | Jamie S Miller | Chief Fin Op Officer | Disposed M | 2,910 | $0.00 | $0 | 2,910 | Direct |
| 03 Sep, 2026 | Frank Keller | Pres., Checkout Sol. Paypal | Disposed S | 2,427 | $54.68 | $132.72K | 43,752 | Direct |
| 03 Sep, 2026 | Suzan Kereere | President, Global Markets | Disposed S | 1,100 | $54.53 | $59.98K | 33,262 | Direct |
| 03 Sep, 2026 | Chris Natali | Svp, Chief Accounting Officer | Disposed S | 552 | $54.80 | $30.25K | 2,400 | Direct |
| 03 Sep, 2026 | Suzan Kereere | President, Global Markets | Disposed S | 995 | $55.79 | $55.51K | 32,267 | Direct |