Skillz's top three insider shareholders as of April 28, 2026 are Christopher S Gaffney (Director, 14.12Mn shares), Miriam Aguirre (Chief Technology Officer, 1.60Mn shares), Andrew Paradise (Chief Executive Officer, 1.36Mn shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Christopher S Gaffney | - | 0 | 14,118,562 | 22 Dec, 2021 |
| Miriam Aguirre | Chief Technology Officer | 1,599,882 | 0 | 09 Nov, 2021 |
| Andrew Paradise | Chief Executive Officer | 1,355,577 | 0 | 09 Jan, 2026 |
| Casey Chafkin | Chief Strategy Officer | 787,385 | 0 | 23 Dec, 2025 |
| Harry Sloan | - | 291,423 | 0 | 15 Mar, 2022 |
| Charlotte Edelman | General Counsel And Secretary | 280,293 | 0 | 16 May, 2023 |
| Ian J Lee | Chief Financial Officer | 158,282 | 0 | 22 Jun, 2022 |
| Jerome Leon Bruckheimer | - | 133,109 | 0 | 09 Mar, 2022 |
| Doris Fritz-Bianchi | Head Of People | 112,454 | 0 | 09 Sep, 2022 |
| Gaetano Franceschi | Chief Financial Officer | 107,080 | 0 | 09 Jan, 2026 |
| Jason Roswig | President Cfo | 100,623 | 0 | 13 Nov, 2023 |
| Jason Roswig | President Cfo | 85,279 | 0 | 10 Aug, 2023 |
| Kevin Chessen | - | 50,000 | 0 | 06 Jun, 2023 |
| Vandana Mehta-Krantz | - | 47,859 | 0 | 04 Jan, 2023 |
| Stanley Mbugua | Chief Accounting Officer | 46,629 | 0 | 29 Mar, 2023 |
| Anthony Cabot | - | 19,048 | 0 | 23 Dec, 2025 |
| Kent Wakeford | - | 18,302 | 0 | 23 Dec, 2025 |
| Alexander Mandel | - | 14,134 | 0 | 23 Dec, 2025 |
| Seth Schorr | - | 12,467 | 0 | 06 Sep, 2024 |
| Henry M. Hoffman | - | 10,532 | 0 | 23 Dec, 2025 |
| Christopher S Gaffney | - | 8,794 | 0 | 10 Mar, 2022 |
| Salvatore Jr. Lento | Controller | 6,855 | 0 | 19 Nov, 2024 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 23 Dec, 2025 | Gaetano Franceschi | Class A common stock | D | 15,915 | $5.61 | 106,586 | D | F |
| 23 Dec, 2025 | Andrew Paradise | Class A common stock | D | 35,642 | $5.03 | 1,404,081 | D | F |
| 23 Dec, 2025 | Andrew Paradise | Class A common stock | D | 35,642 | $6.82 | 1,368,439 | D | F |
| 07 Jan, 2026 | Gaetano Franceschi | Class A common stock | D | 4,639 | $4.50 | 101,947 | D | F |
| 23 Dec, 2025 | Andrew Paradise | Class A common stock | D | 35,642 | $8.00 | 1,332,797 | D | F |
| 07 Jan, 2026 | Gaetano Franceschi | Class A common stock | D | 4,639 | $6.82 | 97,308 | D | F |
| 23 Dec, 2025 | Andrew Paradise | Class A common stock | D | 35,642 | $4.50 | 1,297,155 | D | F |
| 07 Jan, 2026 | Gaetano Franceschi | Class A common stock | D | 4,638 | $8.00 | 92,670 | D | F |
| 08 Jan, 2026 | Gaetano Franceschi | Class A common stock | A | 19,048 | $0.00 | 111,718 | D | M |
| 07 Jan, 2026 | Andrew Paradise | Class A common stock | D | 9,370 | $4.50 | 1,287,785 | D | F |
| 08 Jan, 2026 | Gaetano Franceschi | Class A common stock | D | 4,638 | $4.41 | 107,080 | D | F |
| 07 Jan, 2026 | Andrew Paradise | Class A common stock | D | 9,370 | $6.82 | 1,278,415 | D | F |
| 08 Jan, 2026 | Gaetano Franceschi | Restricted Stock Unit | D | 19,048 | $0.00 | 0 | D | M |
| 07 Jan, 2026 | Andrew Paradise | Class A common stock | D | 9,370 | $8.00 | 1,269,045 | D | F |
| 08 Jan, 2026 | Andrew Paradise | Class A common stock | A | 90,576 | $0.00 | 1,359,621 | D | M |
| 08 Jan, 2026 | Andrew Paradise | Class A common stock | D | 22,056 | $4.41 | 1,337,565 | D | F |
| 08 Jan, 2026 | Andrew Paradise | Class A common stock | A | 23,810 | $0.00 | 1,361,375 | D | M |
| 08 Jan, 2026 | Andrew Paradise | Class A common stock | D | 5,798 | $4.41 | 1,355,577 | D | F |
| 08 Jan, 2026 | Andrew Paradise | Restricted Stock Units | D | 90,576 | $0.00 | 362,313 | D | M |
| 08 Jan, 2026 | Andrew Paradise | Restricted Stock Units | D | 23,810 | $0.00 | 190,474 | D | M |