UPLD (Upland Software, Inc.)
Insider Trading Activity
Every open-market purchase and sale reported by UPLD 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.
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.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-09-21 | Sean Nathaniel | CEO and President | F | — | — |
| 2026-09-21 | Dan Doman | Chief Operating & Product Ofcr | F | — | — |
| 2026-09-21 | Jennifer L. Simon | Chief Financial Officer | F | — | — |
| 2026-08-18 | Jennifer L. Simon | Chief Financial Officer | A | — | — |
| 2026-08-11 | Timothy Mattox | Director | Sell | — | — |
| 2026-08-10 | Timothy Mattox | Director | Sell | — | — |
| 2026-08-06 | Timothy Mattox | Director | Sell | — | — |
| 2026-08-06 | Timothy Mattox | Director | Sell | — | — |
| 2026-08-04 | Timothy Mattox | Director | Sell | — | — |
| 2026-06-16 | Dan Doman | Chief Operating & Product Ofcr | F | — | — |
| 2026-06-16 | Michael Douglass Hill | CFO, Treasurer & Secretary | F | — | — |
| 2026-06-16 | Sean Nathaniel | CEO and President | F | — | — |
| 2026-06-08 | Sean Nathaniel | CEO and President | A | — | — |
| 2026-05-04 | JOHN T MCDONALD | Director | A | — | — |
| 2026-03-17 | Dan Doman | Chief Operating & Product Ofcr | F | — | — |
| 2026-03-17 | Michael Douglass Hill | CFO, Treasurer & Secretary | F | — | — |
| 2026-03-17 | JOHN T MCDONALD | CEO | F | — | — |
| 2026-03-03 | Dan Doman | Chief Operating & Product Ofcr | A | — | — |
| 2026-02-25 | Michael Douglass Hill | CFO, Treasurer & Secretary | A | — | — |
| 2026-02-25 | Dan Doman | Chief Operating & Product Ofcr | A | — | — |
| 2025-12-17 | JOHN T MCDONALD | CEO | F | — | — |
| 2025-12-17 | Michael Douglass Hill | CFO, Treasurer & Secretary | F | — | — |
| 2025-12-17 | Dan Doman | Chief Operating & Product Ofcr | F | — | — |
| 2025-10-29 | Teresa Miles Walsh | Director | A | — | — |
| 2025-10-29 | STEPHEN E COURTER | Director | A | — | — |
| 2025-10-29 | Timothy Mattox | Director | A | — | — |
| 2025-10-29 | DAVID MAY | Director | A | — | — |
| 2025-10-29 | David H S Chung | Director | A | — | — |
| 2025-09-17 | Michael Douglass Hill | CFO, Treasurer & Secretary | F | — | — |
| 2025-09-17 | JOHN T MCDONALD | CEO | F | — | — |
| 2025-09-17 | Dan Doman | Chief Operating & Product Ofcr | F | — | — |
| 2025-09-11 | JOHN T MCDONALD | CEO | Sell | — | — |
| 2025-07-01 | Karen Cummings | President and COO | F | — | — |
| 2025-06-17 | Karen Cummings | President and COO | F | — | — |
| 2025-06-17 | Michael Douglass Hill | CFO & Treasurer | F | — | — |
| 2025-06-17 | JOHN T MCDONALD | CEO | F | — | — |
| 2025-06-17 | Matthew Harnden Smith | General Counsel and Secretary | F | — | — |
| 2025-06-17 | Dan Doman | Chief Product Officer | MIXED | — | — |
| 2025-03-17 | Dan Doman | Chief Product Officer | F | — | — |
| 2025-03-17 | Timothy Mattox | Director | Sell | — | — |
| 2025-03-17 | Karen Cummings | President and COO | F | — | — |
| 2025-03-17 | Michael Douglass Hill | CFO & Treasurer | F | — | — |
| 2025-03-17 | Matthew Harnden Smith | General Counsel and Secretary | F | — | — |
| 2025-03-17 | JOHN T MCDONALD | CEO | F | — | — |
| 2025-01-30 | Matthew Harnden Smith | General Counsel and Secretary | A | — | — |
| 2025-01-30 | JOHN T MCDONALD | CEO | A | — | — |
| 2025-01-30 | Dan Doman | Chief Product Officer | A | — | — |
| 2025-01-30 | Michael Douglass Hill | CFO & Treasurer | A | — | — |
| 2024-12-17 | Timothy Mattox | Director | Sell | — | — |
| 2024-12-17 | Dan Doman | Chief Product Officer | F | — | — |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| — | — | 374,045 | — |
| — | 10%+ Owner | 352,952 | — |
| — | 10%+ Owner | 346,474 | — |
| — | CEO | 300,463 | — |
| — | 10%+ Owner | 265,797 | — |
| — | 10%+ Owner | 87,303 | — |
| — | Chief Operating & Product Ofcr | 86,473 | — |
| — | CFO, Treasurer & Secretary | 54,340 | — |
| — | 10%+ Owner | 49,855 | — |
| — | CEO and President | 48,574 | — |
| — | Director | 36,052 | — |
| — | President | 33,874 | — |
| — | President and COO | 30,643 | — |
| — | Chief Financial Officer | 28,883 | — |
| — | Chief Sales Officer | 25,157 | — |
| — | Chief Operating Officer | 20,939 | — |
| — | CLO and Secretary | 19,459 | — |
| — | Director | 19,144 | — |
| — | Chief Revenue Officer | 15,000 | — |
| — | Director | 14,449 | — |
| — | General Counsel and Secretary | 13,191 | — |
| — | Director | 12,542 | — |
| — | Director | 12,448 | — |
| — | Director | 12,423 | — |
| — | Director | 11,854 | — |
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 UPLD quote page; the site-wide leaderboard is on the insider transactions hub.