SKLZ · Insider Trading
Skillz Inc.
Every open-market purchase and sale reported by SKLZ officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-06-05 | Andrew Paradise | Chief Executive Officer | MIXED | +185,733 | −$1.42M |
| 2026-06-01 | Todd A. Valli | Chief Accounting Officer | MIXED | +1,551 | −$1.64K |
| 2026-06-01 | Andrew Paradise | Chief Executive Officer | MIXED | +63,195 | −$53.62K |
| 2026-06-01 | Gaetano Franceschi | Chief Financial Officer | MIXED | +40,346 | −$32.60K |
| 2026-05-21 | Alexander Mandel | Director | M | +7,067 | — |
| 2026-05-21 | Andrew Paradise | Chief Executive Officer | MIXED | +86,532 | −$72.14K |
| 2026-05-21 | Casey Chafkin | Director | M | +3,377 | — |
| 2026-01-09 | Andrew Paradise | Chief Executive Officer | MIXED | −84,146 | −$1.17M |
| 2026-01-09 | Gaetano Franceschi | Chief Financial Officer | MIXED | −15,421 | −$199.35K |
| 2025-12-23 | Todd A. Valli | CHIEF ACCOUNTING OFFICER | A | +12,610 deriv. | — |
| 2025-12-23 | Alexander Mandel | Director | M | +7,067 | — |
| 2025-12-23 | Henry M. Hoffman | Director | M | +3,510 | — |
| 2025-12-23 | Andrew Paradise | Chief Executive Officer | M | +433,734 | — |
| 2025-12-23 | Gaetano Franceschi | Chief Financial Officer | M | +122,501 | — |
| 2025-12-23 | Casey Chafkin | Director | M | +17,777 | — |
| 2025-12-23 | Anthony Cabot | Director | M | +19,048 | — |
| 2025-12-23 | Kent Wakeford | Director | M | +16,433 | — |
| 2025-01-28 | Salvatore Lento Jr. | Controller | A | +9,524 deriv. | — |
| 2025-01-10 | Anthony Cabot | Director | A | +76,190 deriv. | — |
| 2024-12-11 | Casey Chafkin | Director | M | +916 | — |
| 2024-11-19 | Salvatore Lento Jr. | Controller | Sell | −2,157 | −$10.82K |
| 2024-11-18 | Andrew Paradise | Chief Executive Officer | MIXED | +54,934 | +$308.73K |
| 2024-11-18 | Salvatore Lento Jr. | Controller | M | +9,012 | — |
| 2024-11-15 | Casey Chafkin | Director | M | +3,372 | — |
| 2024-11-15 | Andrew Paradise | Chief Executive Officer | MIXED | +54,934 | +$308.73K |
| 2024-11-15 | Andrew Paradise | Chief Executive Officer | MIXED | +353,226 | −$1.22M |
| 2024-10-04 | Kent Wakeford | Director | A | +64,516 deriv. | — |
| 2024-09-13 | Casey Chafkin | Director | M | +916 | — |
| 2024-09-10 | Andrew Paradise | Chief Executive Officer | MIXED | +388,868 | −$962.15K |
| 2024-09-09 | Gaetano Franceschi | Chief Financial Officer | A | +64,359 deriv. | — |
| 2024-09-06 | Henry M. Hoffman | Director | M | +3,511 | — |
| 2024-09-06 | Casey Chafkin | Director | M | +4,288 | — |
| 2024-09-06 | Seth Schorr | Director | M | +3,116 | — |
| 2024-03-18 | Casey Chafkin | Chief Strategy Officer | M | +3,372 | — |
| 2024-03-06 | Casey Chafkin | Chief Strategy Officer | M | +916 | — |
| 2024-01-23 | Alexander Mandel | Director | M | +7,067 | — |
| 2024-01-23 | Alexander Mandel | Director | — | — | — |
| 2024-01-04 | Salvatore Lento Jr. | Controller | A | +9,012 deriv. | — |
| 2023-12-20 | Kent Wakeford | Director | M | +304 | — |
| 2023-12-15 | Casey Chafkin | Chief Strategy Officer | M | +3,372 | — |
| 2023-12-06 | Casey Chafkin | Chief Strategy Officer | M | +916 | — |
| 2023-11-13 | Jason Roswig | President & CFO | MIXED | +15,344 | −$87.14K |
| 2023-09-19 | Casey Chafkin | Chief Strategy Officer | M | +3,372 | — |
| 2023-09-08 | Henry M. Hoffman | Director | M | +3,511 | — |
| 2023-09-07 | Casey Chafkin | Chief Strategy Officer | M | +916 | — |
| 2023-08-29 | Seth Schorr | Director | M | +3,116 | — |
| 2023-08-10 | Jason Roswig | President & CFO | MIXED | +85,279 | −$450.07K |
| 2023-08-10 | Casey Chafkin | Chief Strategy Officer | M | +87,805 | +$87.81K |
| 2023-08-08 | Andrew Paradise | Chief Executive Officer | Buy | +75,000 | +$762.75K |
| 2023-07-07 | Elly Ryu | Controller/Head of Accounting | A | +5,308 deriv. | — |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| Andrew Paradise | Chief Executive Officer | 1,678,589 | $14.84M |
| Casey Chafkin | Director | 790,762 | $6.99M |
| Gaetano Franceschi | Chief Financial Officer | 160,413 | $1.42M |
| Alexander Mandel | Director | 21,201 | $187.42K |
| Anthony Cabot | Director | 19,048 | $168.38K |
| Kent Wakeford | Director | 12,173 | $107.61K |
| Henry M. Hoffman | Director | 10,532 | $93.10K |
| Salvatore Lento Jr. | Controller | 6,855 | $60.60K |
| Todd A. Valli | Chief Accounting Officer | 1,551 | $13.71K |
Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.
Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.
Full filing history and per-insider positions are on the SKLZ quote page; the site-wide leaderboard is on the insider transactions hub.
Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.