UPLD
Upland Software, Inc.$3.75+0.63 (+20.28%)Prev Close$3.12·MCap$17.3M·P/E—·Vol69.4K·Yield—
▲
Buys (12M)
0
$0.00
▼
Sells (12M)
10
$254.2K
◆
Net Activity
Net Seller
$254.2K
●
Active Insiders
4
last 12 mo
Over the past 12 months, insider activity at Upland Software, Inc. (UPLD) has been exclusively selling, with 0 insider purchases totaling $0.00 and 10 insider sales totaling $254.2K. The most recent insider transaction was by Mattox Timothy (director), who sold $3.6K worth of shares on Aug 11, 2026. Upland Software, Inc. operates in the Technology sector, within the Software - Application industry, with a market cap of $17.3M.
UPLD Insider Trading Activity
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Aug 11, 2026 | Mattox Timothy | director | Sell | 847 | $4.28 | $3.6K | 36,053 |
| Aug 10, 2026 | Mattox Timothy | director | Sell | 1,000 | $4.27 | $4.3K | 36,900 |
| Aug 6, 2026 | Mattox Timothy | director | Sell | 2,000 | $4.43 | $8.9K | 38,900 |
| Aug 4, 2026 | Mattox Timothy | director | Sell | 2,000 | $4.47 | $8.9K | 40,900 |
| Dec 16, 2025 | Doman Dan | Chief Operating & Product Ofcr | Sell | 24,595 | $1.49 | $36.5K | 0 |
| Dec 16, 2025 | Hill Michael Douglass | CFO, Treasurer & Secretary | Sell | 8,856 | $1.49 | $13.2K | 0 |
| Dec 16, 2025 | MCDONALD JOHN T | CEO | Sell | 19,677 | $1.49 | $29.2K | 0 |
| Sep 16, 2025 | Doman Dan | Chief Operating & Product Ofcr | Sell | 26,236 | $2.48 | $65.1K | 0 |
| Sep 16, 2025 | Hill Michael Douglass | CFO, Treasurer & Secretary | Sell | 11,152 | $2.48 | $27.7K | 0 |
| Sep 16, 2025 | MCDONALD JOHN T | CEO | Sell | 22,956 | $2.48 | $56.9K | 0 |
| Sep 11, 2025 | MCDONALD JOHN T | CEO | Sell | 14,438 | $2.36 | $34.1K | 0 |
| Jun 30, 2025 | Cummings Karen | President and COO | Sell | 40,993 | $1.95 | $79.9K | 0 |
| Jun 16, 2025 | Cummings Karen | President and COO | Sell | 11,479 | $1.84 | $21.1K | 0 |
| Jun 16, 2025 | Hill Michael Douglass | CFO & Treasurer | Sell | 11,152 | $1.84 | $20.5K | 0 |
| Jun 16, 2025 | MCDONALD JOHN T | CEO | Sell | 22,957 | $1.84 | $42.2K | 0 |
| Jun 16, 2025 | Smith Matthew Harnden | General Counsel and Secretary | Sell | 3,596 | $1.84 | $6.6K | 0 |
| Jun 13, 2025 | Doman Dan | Chief Product Officer | Sell | 14,758 | $1.84 | $27.2K | 0 |
| Mar 17, 2025 | Mattox Timothy | Director | Sell | 20,000 | $3.19 | $63.9K | 0 |
| Mar 16, 2025 | Cummings Karen | President and COO | Sell | 8,648 | $3.10 | $26.8K | 0 |
| Mar 16, 2025 | Doman Dan | Chief Product Officer | Sell | 16,414 | $3.10 | $50.9K | 0 |
| Mar 16, 2025 | Hill Michael Douglass | CFO & Treasurer | Sell | 12,653 | $3.10 | $39.2K | 0 |
| Mar 16, 2025 | MCDONALD JOHN T | CEO | Sell | 24,273 | $3.10 | $75.2K | 0 |
| Mar 16, 2025 | Smith Matthew Harnden | General Counsel and Secretary | Sell | 4,135 | $3.10 | $12.8K | 0 |
| Dec 17, 2024 | Mattox Timothy | Director | Sell | 2,768 | $4.56 | $12.6K | 414,008 |
| Nov 15, 2024 | Mattox Timothy | Director | Sell | 20,000 | $2.52 | $50.3K | 434,776 |
| Aug 12, 2024 | MCDONALD JOHN T | CEO | Buy | 100,000 | $1.97 | $196.9K | 363,738+38% |
| Nov 22, 2023 | COURTER STEPHEN E | Director | Sell | 20,448 | $4.43 | $90.6K | 74,232 |
| Nov 9, 2023 | Doman Dan | Chief Product Officer | Sell | 13,996 | $4.80 | $67.2K | 199,779 |
| Mar 14, 2023 | MCDONALD JOHN T | CEO | Buy | 20,000 | $4.78 | $95.5K | 263,738 |
| Dec 20, 2022 | Burk Ian | Chief Business Officer | Sell | 6,266 | $7.52 | $47.1K | 107,047 |
| Nov 9, 2022 | Gill Kinloch III | CLO and Secretary | Sell | 8,300 | $7.32 | $60.8K | 122,391 |
| Oct 14, 2022 | COURTER STEPHEN E | Director | Sell | 7,000 | $7.22 | $50.5K | 35,364 |
| Aug 25, 2022 | MCDONALD JOHN T | CEO | Buy | 10,000 | $11.33 | $113.3K | 243,738 |
| Aug 23, 2022 | MCDONALD JOHN T | CEO | Buy | 30,000 | $10.82 | $324.6K | 233,738 |
| Aug 19, 2022 | MCDONALD JOHN T | CEO | Buy | 20,000 | $11.22 | $224.3K | 203,738 |
| Aug 17, 2022 | MCDONALD JOHN T | CEO | Buy | 10,000 | $11.22 | $112.2K | 183,738 |
| Aug 15, 2022 | MCDONALD JOHN T | CEO | Buy | 20,000 | $11.31 | $226.2K | 173,738 |
| Aug 11, 2022 | Burk Ian | Chief Business Officer | Sell | 16,748 | $11.21 | $187.7K | 72,081 |
| Nov 22, 2021 | Gill Kinloch III | EVP, CLO and Secretary | Sell | 3,481 | $21.97 | $76.5K | 65,864 |
| Sep 20, 2021 | Favaron Rodney C | President | Sell | 9,958 | $36.50 | $363.5K | 228,467 |
| Sep 20, 2021 | Hill Michael Douglass | CFO &Treasurer | Sell | 7,198 | $36.61 | $263.5K | 217,046 |
| Jul 2, 2021 | MCDONALD JOHN T | CEO | Sell | 52,740 | $41.58 | $2.19M | 1,437,707 |
| Jun 21, 2021 | Favaron Rodney C | President | Sell | 10,111 | $41.12 | $415.8K | 238,324 |
| Jun 21, 2021 | Gill Kinloch III | EVP, CLO and Secretary | Sell | 8,540 | $41.45 | $354.0K | 72,744 |
| Jun 21, 2021 | Hill Michael Douglass | CFO &Treasurer | Sell | 7,398 | $41.50 | $307.0K | 258,846 |
| Jun 21, 2021 | MCDONALD JOHN T | CEO | Sell | 10,373 | $41.12 | $426.5K | 1,355,153 |
| Apr 20, 2021 | Favaron Rodney C | President | Sell | 28,989 | $50.00 | $1.45M | 248,386 |
| Mar 19, 2021 | Favaron Rodney C | President | Sell | 9,936 | $48.34 | $480.3K | 274,210 |
| Mar 19, 2021 | Hill Michael Douglass | CFO &Treasurer | Sell | 7,236 | $48.34 | $349.8K | 268,685 |
| Mar 19, 2021 | MCDONALD JOHN T | CEO | Sell | 10,877 | $48.37 | $526.1K | 1,369,715 |
Showing 1–50 of 51
1 / 2
UPLD Insider Buying Activity
The following table shows recent insider purchases of Upland Software, Inc. (UPLD) stock reported via SEC Form 4 filings.
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Aug 12, 2024 | MCDONALD JOHN T | CEO | Buy | 100,000 | $1.97 | $196.9K | 363,738+38% |
| Mar 14, 2023 | MCDONALD JOHN T | CEO | Buy | 20,000 | $4.78 | $95.5K | 263,738 |
| Aug 25, 2022 | MCDONALD JOHN T | CEO | Buy | 10,000 | $11.33 | $113.3K | 243,738 |
| Aug 23, 2022 | MCDONALD JOHN T | CEO | Buy | 30,000 | $10.82 | $324.6K | 233,738 |
| Aug 19, 2022 | MCDONALD JOHN T | CEO | Buy | 20,000 | $11.22 | $224.3K | 203,738 |
| Aug 17, 2022 | MCDONALD JOHN T | CEO | Buy | 10,000 | $11.22 | $112.2K | 183,738 |
| Aug 15, 2022 | MCDONALD JOHN T | CEO | Buy | 20,000 | $11.31 | $226.2K | 173,738 |
UPLD Insider Selling Activity
The following table shows recent insider sales of Upland Software, Inc. (UPLD) stock reported via SEC Form 4 filings.
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Aug 11, 2026 | Mattox Timothy | director | Sell | 847 | $4.28 | $3.6K | 36,053 |
| Aug 10, 2026 | Mattox Timothy | director | Sell | 1,000 | $4.27 | $4.3K | 36,900 |
| Aug 6, 2026 | Mattox Timothy | director | Sell | 2,000 | $4.43 | $8.9K | 38,900 |
| Aug 4, 2026 | Mattox Timothy | director | Sell | 2,000 | $4.47 | $8.9K | 40,900 |
| Dec 16, 2025 | Doman Dan | Chief Operating & Product Ofcr | Sell | 24,595 | $1.49 | $36.5K | 0 |
| Dec 16, 2025 | Hill Michael Douglass | CFO, Treasurer & Secretary | Sell | 8,856 | $1.49 | $13.2K | 0 |
| Dec 16, 2025 | MCDONALD JOHN T | CEO | Sell | 19,677 | $1.49 | $29.2K | 0 |
| Sep 16, 2025 | Doman Dan | Chief Operating & Product Ofcr | Sell | 26,236 | $2.48 | $65.1K | 0 |
| Sep 16, 2025 | Hill Michael Douglass | CFO, Treasurer & Secretary | Sell | 11,152 | $2.48 | $27.7K | 0 |
| Sep 16, 2025 | MCDONALD JOHN T | CEO | Sell | 22,956 | $2.48 | $56.9K | 0 |
| Sep 11, 2025 | MCDONALD JOHN T | CEO | Sell | 14,438 | $2.36 | $34.1K | 0 |
| Jun 30, 2025 | Cummings Karen | President and COO | Sell | 40,993 | $1.95 | $79.9K | 0 |
| Jun 16, 2025 | Cummings Karen | President and COO | Sell | 11,479 | $1.84 | $21.1K | 0 |
| Jun 16, 2025 | Hill Michael Douglass | CFO & Treasurer | Sell | 11,152 | $1.84 | $20.5K | 0 |
| Jun 16, 2025 | MCDONALD JOHN T | CEO | Sell | 22,957 | $1.84 | $42.2K | 0 |
| Jun 16, 2025 | Smith Matthew Harnden | General Counsel and Secretary | Sell | 3,596 | $1.84 | $6.6K | 0 |
| Jun 13, 2025 | Doman Dan | Chief Product Officer | Sell | 14,758 | $1.84 | $27.2K | 0 |
| Mar 17, 2025 | Mattox Timothy | Director | Sell | 20,000 | $3.19 | $63.9K | 0 |
| Mar 16, 2025 | Cummings Karen | President and COO | Sell | 8,648 | $3.10 | $26.8K | 0 |
| Mar 16, 2025 | Doman Dan | Chief Product Officer | Sell | 16,414 | $3.10 | $50.9K | 0 |
| Mar 16, 2025 | Hill Michael Douglass | CFO & Treasurer | Sell | 12,653 | $3.10 | $39.2K | 0 |
| Mar 16, 2025 | MCDONALD JOHN T | CEO | Sell | 24,273 | $3.10 | $75.2K | 0 |
| Mar 16, 2025 | Smith Matthew Harnden | General Counsel and Secretary | Sell | 4,135 | $3.10 | $12.8K | 0 |
| Dec 17, 2024 | Mattox Timothy | Director | Sell | 2,768 | $4.56 | $12.6K | 414,008 |
| Nov 15, 2024 | Mattox Timothy | Director | Sell | 20,000 | $2.52 | $50.3K | 434,776 |
| Nov 22, 2023 | COURTER STEPHEN E | Director | Sell | 20,448 | $4.43 | $90.6K | 74,232 |
| Nov 9, 2023 | Doman Dan | Chief Product Officer | Sell | 13,996 | $4.80 | $67.2K | 199,779 |
| Dec 20, 2022 | Burk Ian | Chief Business Officer | Sell | 6,266 | $7.52 | $47.1K | 107,047 |
| Nov 9, 2022 | Gill Kinloch III | CLO and Secretary | Sell | 8,300 | $7.32 | $60.8K | 122,391 |
| Oct 14, 2022 | COURTER STEPHEN E | Director | Sell | 7,000 | $7.22 | $50.5K | 35,364 |
| Aug 11, 2022 | Burk Ian | Chief Business Officer | Sell | 16,748 | $11.21 | $187.7K | 72,081 |
| Nov 22, 2021 | Gill Kinloch III | EVP, CLO and Secretary | Sell | 3,481 | $21.97 | $76.5K | 65,864 |
| Sep 20, 2021 | Favaron Rodney C | President | Sell | 9,958 | $36.50 | $363.5K | 228,467 |
| Sep 20, 2021 | Hill Michael Douglass | CFO &Treasurer | Sell | 7,198 | $36.61 | $263.5K | 217,046 |
| Jul 2, 2021 | MCDONALD JOHN T | CEO | Sell | 52,740 | $41.58 | $2.19M | 1,437,707 |
| Jun 21, 2021 | Favaron Rodney C | President | Sell | 10,111 | $41.12 | $415.8K | 238,324 |
| Jun 21, 2021 | Gill Kinloch III | EVP, CLO and Secretary | Sell | 8,540 | $41.45 | $354.0K | 72,744 |
| Jun 21, 2021 | Hill Michael Douglass | CFO &Treasurer | Sell | 7,398 | $41.50 | $307.0K | 258,846 |
| Jun 21, 2021 | MCDONALD JOHN T | CEO | Sell | 10,373 | $41.12 | $426.5K | 1,355,153 |
| Apr 20, 2021 | Favaron Rodney C | President | Sell | 28,989 | $50.00 | $1.45M | 248,386 |
| Mar 19, 2021 | Favaron Rodney C | President | Sell | 9,936 | $48.34 | $480.3K | 274,210 |
| Mar 19, 2021 | Hill Michael Douglass | CFO &Treasurer | Sell | 7,236 | $48.34 | $349.8K | 268,685 |
| Mar 19, 2021 | MCDONALD JOHN T | CEO | Sell | 10,877 | $48.37 | $526.1K | 1,369,715 |
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