Timothy Mattox serves as Executive at Upland Software, Inc., where they oversee executive responsibilities. Since joining the company, Timothy Mattox has executed 52 insider transactions totaling $10.3M, demonstrating a bearish approach to their equity position. Their most recent transaction on Oct 27, 2025 involved receiving (via award) 25,000 shares valued at $0.
Timothy Mattox currently holds 419,008 shares of Upland Software, Inc. (UPLD), valued at approximately $0. This represents their equity stake as Executive.
Based on SEC Form 4 filings, Timothy Mattox has been a net seller of UPLD stock. They have purchased $0 and sold $10.3M worth of shares.
Timothy Mattox's most recent insider trade was on Oct 27, 2025, when they sold 25,000 shares at $0.00 per share.
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| $N/A |
| Discretionary |
| Feb 11, 2021 | UPLD | $228.6K | Sale | 4,483 | $51.00 | Discretionary |
| Feb 8, 2021 | UPLD | $1.1M | Sale | 20,633 | $51.00 | Discretionary |
| Feb 5, 2021 | UPLD | $759.1K | Sale | 14,884 | $51.00 | Discretionary |
| Dec 22, 2020 | UPLD | $137.8K | Sale | 2,900 | $47.50 | Discretionary |
| Dec 22, 2020 | UPLD | $471.5K | Sale | 10,082 | $46.77 | Discretionary |
| Oct 19, 2020 | UPLD | $1.3M | Sale | 29,713 | $45.00 | Discretionary |
| Oct 16, 2020 | UPLD | $325.4K | Sale | 7,232 | $45.00 | Discretionary |
| Sep 18, 2020 | UPLD | $121.9K | Sale | 3,231 | $37.74 | Discretionary |
| Sep 18, 2020 | UPLD | $26.9K | Sale | 700 | $38.46 | Discretionary |
| Sep 18, 2020 | UPLD | $338.3K | Sale | 9,187 | $36.82 | Discretionary |
| Aug 7, 2020 | UPLD | $137.5K | Sale | 3,055 | $45.00 | Discretionary |
| Jun 18, 2020 | UPLD | $335.4K | Sale | 9,835 | $34.10 | Discretionary |
| Jun 16, 2020 | UPLD | $116.8K | Payment | 3,426 | $34.08 | Discretionary |
| Mar 16, 2020 | UPLD | $294.0K | Payment | 13,002 | $22.61 | Discretionary |
| Feb 24, 2020 | UPLD | $0 | Award | 150,000 | $N/A | Discretionary |
| Dec 16, 2019 | UPLD | $985.1K | Payment | 27,199 | $36.22 | Discretionary |
| Sep 16, 2019 | UPLD | $448.2K | Payment | 12,443 | $36.02 | Discretionary |
| Jun 16, 2019 | UPLD | $599.6K | Payment | 12,442 | $48.19 | Discretionary |
| Mar 16, 2019 | UPLD | $519.6K | Payment | 12,542 | $41.43 | Discretionary |
| Mar 16, 2019 | UPLD | $515.7K | Payment | 12,448 | $41.43 | Discretionary |
| Mar 11, 2019 | UPLD | $1.1M | Sale | 28,196 | $40.27 | Discretionary |
| Mar 8, 2019 | UPLD | $512.2K | Sale | 12,804 | $40.00 | Discretionary |
| Mar 4, 2019 | UPLD | $0 | Award | 150,000 | $N/A | Discretionary |
| Dec 16, 2018 | UPLD | $1.6M | Payment | 54,385 | $28.56 | Discretionary |
| Sep 16, 2018 | UPLD | $256.6K | Payment | 7,370 | $34.82 | Discretionary |
| Aug 30, 2018 | UPLD | $605.8K | Sale | 15,901 | $38.10 | Discretionary |
| Aug 29, 2018 | UPLD | $41.8K | Sale | 1,099 | $38.00 | Discretionary |
| Jul 31, 2018 | UPLD | $138.3K | Option Exercise | 15,860 | $8.72 | Discretionary |