Upland Software, Inc. — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Doman Dan | Chief Product Officer | Tax Withholding | 13,447 | $2.63 | $35,366 | 312,566 | Jun 16, 2024 |
| MCDONALD JOHN T | CEO | Tax Withholding | 17,834 | $2.63 | $46,903 | 1,844,584 | Jun 16, 2024 |
| Hill Michael Douglass | CFO & Treasurer | Tax Withholding | 11,070 | $2.63 | $29,114 | 327,175 | Jun 16, 2024 |
| MCDONALD JOHN T | CEO | Tax Withholding | 19,330 | $4.21 | $81,379 | 1,862,418 | Mar 16, 2024 |
| Hill Michael Douglass | CFO & Treasurer | Tax Withholding | 12,559 | $4.21 | $52,873 | 338,245 | Mar 16, 2024 |
| Smith Matthew Harnden | General Counsel and Secretary | Tax Withholding | 1,464 | $4.21 | $6,163 | 98,536 | Mar 16, 2024 |
| Yates Oliver Robert MacFarlane | Chief Sales Officer | Tax Withholding | 6,672 | $4.21 | $28,089 | 251,567 | Mar 16, 2024 |
| Cummings Karen | President and COO | Tax Withholding | 9,515 | $4.21 | $40,058 | 390,994 | Mar 16, 2024 |
| Doman Dan | Chief Product Officer | Tax Withholding | 15,258 | $4.21 | $64,236 | 326,013 | Mar 16, 2024 |
| Breslin Matthew | Chief Revenue Officer | Award / Grant | 150,000 | — | — | 150,000 | Feb 6, 2024 |
| MCDONALD JOHN T | CEO | Award / Grant | 250,000 | — | — | 1,881,748 | Jan 29, 2024 |
| MCDONALD JOHN T | CEO | Award / Grant | 250,000 | — | — | 1,881,748 | Jan 29, 2024 |
| Doman Dan | Chief Product Officer | Award / Grant | 150,000 | — | — | 341,271 | Jan 29, 2024 |
| Cummings Karen | Executive VP & Senior GM | Award / Grant | 150,000 | — | — | 400,509 | Jan 29, 2024 |
| Yates Oliver Robert MacFarlane | Chief Sales Officer | Award / Grant | 135,000 | — | — | 258,239 | Jan 29, 2024 |
| Hill Michael Douglass | CFO & Treasurer | Award / Grant | 100,000 | — | — | 350,804 | Jan 29, 2024 |
| Smith Matthew Harnden | General Counsel and Secretary | Award / Grant | 50,000 | — | — | 100,000 | Jan 29, 2024 |
| Mattox Timothy | — | Award / Grant | 27,687 | — | — | 411,776 | Jan 6, 2024 |
| Miller Paul Kenneth | Chief Operating Officer | Tax Withholding | 6,561 | $4.61 | $30,246 | 209,387 | Dec 16, 2023 |
| MCDONALD JOHN T | CEO | Tax Withholding | 11,650 | $4.61 | $53,707 | 1,631,748 | Dec 16, 2023 |
| Doman Dan | Chief Product Officer | Tax Withholding | 8,528 | $4.61 | $39,314 | 191,271 | Dec 16, 2023 |
| Cummings Karen | Executive VP & Senior GM | Tax Withholding | 5,279 | $4.61 | $24,336 | 250,509 | Dec 16, 2023 |
| Yates Oliver Robert MacFarlane | Chief Sales Officer | Tax Withholding | 2,740 | $4.61 | $12,631 | 123,239 | Dec 16, 2023 |
| Hill Michael Douglass | CFO & Treasurer | Tax Withholding | 10,004 | $4.61 | $46,118 | 250,804 | Dec 16, 2023 |
| COURTER STEPHEN E | — | Sale | 20,448 | $4.43 | $90,585 | 74,232 | Nov 21, 2023 |
| Doman Dan | Chief Product Officer | Sale | 13,996 | $4.80 | $67,181 | 199,779 | Nov 7, 2023 |
| Smith Matthew Harnden | General Counsel and Secretary | Award / Grant | 50,000 | — | — | 50,000 | Oct 31, 2023 |
| MCDONALD JOHN T | CEO | Tax Withholding | 11,650 | $3.86 | $44,969 | 1,643,398 | Sep 16, 2023 |
| Miller Paul Kenneth | Chief Operating Officer | Tax Withholding | 6,561 | $3.86 | $25,325 | 215,948 | Sep 16, 2023 |
| Doman Dan | Chief Product Officer | Tax Withholding | 8,528 | $3.86 | $32,918 | 213,775 | Sep 16, 2023 |
| Cummings Karen | Executive VP & Senior GM | Tax Withholding | 8,323 | $3.86 | $32,127 | 255,788 | Sep 16, 2023 |
| Gill Kinloch III | CLO and Secretary | Tax Withholding | 6,724 | $3.86 | $25,955 | 194,590 | Sep 16, 2023 |
| Hill Michael Douglass | CFO & Treasurer | Tax Withholding | 10,004 | $3.86 | $38,615 | 260,808 | Sep 16, 2023 |
| Yates Oliver Robert MacFarlane | Chief Sales Officer | Tax Withholding | 2,740 | $3.86 | $10,576 | 125,979 | Sep 16, 2023 |
| Chung David H S | — | Award / Grant | 62,816 | — | — | 74,484 | Jul 31, 2023 |
| Walsh Teresa Miles | — | Award / Grant | 62,816 | — | — | 94,490 | Jul 31, 2023 |
| Ross Joe | — | Award / Grant | 62,816 | — | — | 118,545 | Jul 31, 2023 |
| COURTER STEPHEN E | — | Award / Grant | 62,816 | — | — | 94,680 | Jul 31, 2023 |
| MAY DAVID | — | Award / Grant | 62,816 | — | — | 141,437 | Jul 31, 2023 |
| Hill Michael Douglass | CFO | Tax Withholding | 10,004 | $3.53 | $35,314 | 270,812 | Jun 16, 2023 |
| Doman Dan | Chief Product Officer | Tax Withholding | 8,528 | $3.53 | $30,104 | 222,303 | Jun 16, 2023 |
| Gill Kinloch III | CLO | Tax Withholding | 6,724 | $3.53 | $23,736 | 201,314 | Jun 16, 2023 |
| Miller Paul Kenneth | Chief Operating Officer | Tax Withholding | 6,561 | $3.53 | $23,160 | 222,509 | Jun 16, 2023 |
| MCDONALD JOHN T | CEO | Tax Withholding | 11,650 | $3.53 | $41,125 | 1,655,048 | Jun 16, 2023 |
| Hill Michael Douglass | CFO & Treasurer | Tax Withholding | 11,054 | $4.72 | $52,175 | 280,816 | Mar 16, 2023 |
| MCDONALD JOHN T | CEO | Tax Withholding | 12,704 | $4.72 | $59,963 | 1,666,698 | Mar 16, 2023 |
| Doman Dan | Chief Product Officer | Tax Withholding | 10,407 | $4.72 | $49,121 | 230,831 | Mar 16, 2023 |
| Miller Paul Kenneth | Chief Operating Officer | Tax Withholding | 7,864 | $4.72 | $37,118 | 229,070 | Mar 16, 2023 |
| Gill Kinloch III | CLO and Secretary | Tax Withholding | 7,629 | $4.72 | $36,009 | 208,038 | Mar 16, 2023 |
| MCDONALD JOHN T | CEO | Purchase | 10,000 | $4.80 | $48,000 | 253,738 | Mar 13, 2023 |