Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Upland Software, Inc. (UPLD) since 2014 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Upland Software, Inc.. Table 2 shows the detailed insider transactions. This company's CIK number is 1505155.
Total stock buying since 2014: $23,498,933.
Total stock sales since 2014: $162,677,092.
Total stock option exercises since 2014: $885,363.
| Insider Buying | Insider Sales | Option Exercises | ||||
|---|---|---|---|---|---|---|
| Year | Shares | Value | Shares | Value | Shares | Value |
| 2025 | 0 | $0 | 20,000 | $63,860 | 0 | $0 |
| 2024 | 100,000 | $196,970 | 22,768 | $62,939 | 750,000 | $0 |
| 2023 | 20,000 | $95,500 | 34,444 | $157,861 | 0 | $0 |
| 2022 | 80,000 | $887,300 | 38,314 | $346,126 | 0 | $0 |
| 2021 | 0 | $0 | 471,176 | $22,561,501 | 141,870 | $153,990 |
| 2020 | 10,000 | $337,239 | 286,849 | $12,021,087 | 35,713 | $270,420 |
| 2019 | 0 | $0 | 123,881 | $4,858,035 | 14,383 | $51,754 |
| 2018 | 0 | $0 | 1,626,411 | $53,867,719 | 30,860 | $142,799 |
| 2017 | 0 | $0 | 3,095,323 | $68,737,964 | 46,000 | $266,400 |
| 2016 | 1,610,787 | $4,412,112 | 0 | $0 | 0 | $0 |
| 2015 | 1,312,504 | $10,279,155 | 0 | $0 | 0 | $0 |
| 2014 | 617,847 | $7,290,657 | 0 | $0 | 0 | $0 |
| Trading Period | Insider Buying | Insider Sales | Option Exercises | |||
|---|---|---|---|---|---|---|
| year-month | Shares | Value | Shares | Value | Shares | Value |
| 2025-03 | 0 | $0 | 20,000 | $63,860 | 0 | $0 |
| 2024-12 | 0 | $0 | 2,768 | $12,613 | 750,000 | $0 |
| 2024-11 | 0 | $0 | 20,000 | $50,326 | 0 | $0 |
| 2024-08 | 100,000 | $196,970 | 0 | $0 | 0 | $0 |
| 2023-11 | 0 | $0 | 34,444 | $157,861 | 0 | $0 |
| 2023-03 | 20,000 | $95,500 | 0 | $0 | 0 | $0 |
| 2022-12 | 0 | $0 | 6,266 | $47,120 | 0 | $0 |
| 2022-11 | 0 | $0 | 8,300 | $60,756 | 0 | $0 |
| 2022-10 | 0 | $0 | 7,000 | $50,505 | 0 | $0 |
| 2022-08 | 80,000 | $887,300 | 16,748 | $187,745 | 0 | $0 |
| 2021-11 | 0 | $0 | 3,481 | $76,477 | 0 | $0 |
| 2021-09 | 0 | $0 | 17,156 | $627,039 | 0 | $0 |
| 2021-07 | 0 | $0 | 52,740 | $2,192,770 | 0 | $0 |
| 2021-06 | 0 | $0 | 36,422 | $1,503,312 | 135,345 | $0 |
| 2021-04 | 0 | $0 | 28,989 | $1,449,450 | 6,525 | $153,990 |
| 2021-03 | 0 | $0 | 48,049 | $2,367,037 | 0 | $0 |
| 2021-02 | 0 | $0 | 237,217 | $11,987,782 | 0 | $0 |
| 2021-01 | 0 | $0 | 47,122 | $2,357,634 | 0 | $0 |
| 2020-12 | 0 | $0 | 97,269 | $4,578,223 | 31,416 | $243,693 |
| 2020-11 | 0 | $0 | 8,237 | $402,908 | 0 | $0 |
| 2020-10 | 0 | $0 | 64,125 | $2,697,405 | 0 | $0 |
| 2020-09 | 0 | $0 | 34,048 | $1,283,407 | 0 | $0 |
| 2020-08 | 10,000 | $337,239 | 15,875 | $705,542 | 0 | $0 |
| 2020-06 | 0 | $0 | 22,903 | $781,415 | 0 | $0 |
| Trade Date | Insider Name | Trade Type | Shares | Price ($) | Value ($) |
|---|---|---|---|---|---|
| 2025-03-17 | Mattox Timothy (Director) | Sale | 20,000 | 3.19 | 63,860 |
| 2024-12-17 | Mattox Timothy (Director) | Sale | 2,768 | 4.56 | 12,613 |
| 2024-12-10 | Mcdonald John T (CEO) | Option Ex | 187,500 | .00 | 0 |
| 2024-12-09 | Mcdonald John T (CEO) | Option Ex | 125,000 | .00 | 0 |
| 2024-12-06 | Mcdonald John T (CEO) | Option Ex | 187,500 | .00 | 0 |
| 2024-12-05 | Mcdonald John T (CEO) | Option Ex | 62,500 | .00 | 0 |
| 2024-12-04 | Mcdonald John T (CEO) | Option Ex | 31,250 | .00 | 0 |
| 2024-12-03 | Mcdonald John T (CEO) | Option Ex | 156,250 | .00 | 0 |
| 2024-11-14 | Mattox Timothy (Director) | Sale | 18,000 | 2.50 | 45,054 |
| 2024-11-13 | Mattox Timothy (Director) | Sale | 2,000 | 2.64 | 5,272 |
| 2024-08-09 | Mcdonald John T (CEO) | Buy | 66,365 | 1.96 | 130,340 |
| 2024-08-08 | Mcdonald John T (CEO) | Buy | 33,635 | 1.98 | 66,630 |
| 2023-11-21 | Courter Stephen E (Director) | Sale | 20,448 | 4.43 | 90,625 |
| 2023-11-07 | Doman Dan (Chief Product Officer) | Sale | 13,996 | 4.80 | 67,236 |
| 2023-03-13 | Mcdonald John T (CEO) | Buy | 10,000 | 4.75 | 47,500 |
| 2023-03-10 | Mcdonald John T (CEO) | Buy | 10,000 | 4.80 | 48,000 |
| 2022-12-19 | Burk Ian (Chief Business Officer) | Sale | 6,266 | 7.52 | 47,120 |
| 2022-11-07 | Gill Kinloch Iii (CLO and Secretary) | Sale | 8,300 | 7.32 | 60,756 |
| 2022-10-13 | Courter Stephen E | Sale | 3,500 | 7.06 | 24,710 |
| 2022-10-12 | Courter Stephen E | Sale | 3,500 | 7.37 | 25,795 |
| 2022-08-22 | Mcdonald John T (CEO) | Buy | 10,000 | 10.99 | 109,940 |
| 2022-08-19 | Mcdonald John T (CEO) | Buy | 20,000 | 10.73 | 214,660 |
| 2022-08-18 | Mcdonald John T (CEO) | Buy | 10,000 | 11.10 | 111,000 |
| 2022-08-17 | Mcdonald John T (CEO) | Buy | 10,000 | 11.33 | 113,300 |
| 2022-08-15 | Mcdonald John T (CEO) | Buy | 10,000 | 11.22 | 112,200 |
| 2022-08-12 | Mcdonald John T (CEO) | Buy | 10,000 | 11.39 | 113,900 |
| 2022-08-11 | Mcdonald John T (CEO) | Buy | 10,000 | 11.23 | 112,300 |
| 2022-08-09 | Burk Ian (Chief Business Officer) | Sale | 16,748 | 11.21 | 187,745 |
| 2021-11-18 | Gill Kinloch Iii (EVP, CLO and Secretary) | Sale | 3,481 | 21.97 | 76,477 |
| 2021-09-20 | Favaron Rodney C (President) | Sale | 150 | 35.86 | 5,379 |
| 2021-09-20 | Hill Michael Douglass (CFO &Treasurer) | Sale | 87 | 35.87 | 3,120 |
| 2021-09-17 | Favaron Rodney C (President) | Sale | 9,808 | 36.51 | 358,129 |
| 2021-09-17 | Hill Michael Douglass (CFO &Treasurer) | Sale | 7,111 | 36.62 | 260,411 |
| 2021-07-02 | Mcdonald John T (CEO) | Sale | 52,740 | 41.58 | 2,192,770 |
| 2021-06-30 | Mcdonald John T (CEO) | Option Ex | 135,345 | .00 | 0 |
| 2021-06-21 | Gill Kinloch Iii (EVP, CLO and Secretary) | Sale | 55 | 40.71 | 2,239 |
| 2021-06-21 | Favaron Rodney C (President) | Sale | 49 | 40.44 | 1,981 |
| 2021-06-21 | Hill Michael Douglass (CFO &Treasurer) | Sale | 7,398 | 41.50 | 307,009 |
| 2021-06-21 | Mcdonald John T (CEO) | Sale | 51 | 40.45 | 2,062 |
| 2021-06-18 | Gill Kinloch Iii (EVP, CLO and Secretary) | Sale | 3,344 | 40.65 | 135,933 |
| 2021-06-18 | Favaron Rodney C (President) | Sale | 10,062 | 41.13 | 413,809 |
| 2021-06-18 | Mcdonald John T (CEO) | Sale | 10,322 | 41.12 | 424,450 |
| 2021-06-17 | Gill Kinloch Iii (EVP, CLO and Secretary) | Sale | 5,141 | 41.98 | 215,829 |
| 2021-04-16 | Favaron Rodney C (President) | Sale | 28,989 | 50.00 | 1,449,450 |
| 2021-04-16 | Favaron Rodney C (President) | Option Ex | 6,525 | 23.60 | 153,990 |
| 2021-03-17 | Favaron Rodney C (President) | Sale | 9,936 | 48.44 | 481,309 |
| 2021-03-17 | Hill Michael Douglass (CFO &Treasurer) | Sale | 7,236 | 48.44 | 350,511 |
| 2021-03-17 | Mcdonald John T (CEO) | Sale | 10,877 | 48.44 | 526,838 |
| 2021-03-01 | May David | Sale | 20,000 | 50.42 | 1,008,379 |
| 2021-02-11 | Mattox Timothy (co-President & COO) | Sale | 4,483 | 51.00 | 228,633 |
| 2021-02-11 | Mcdonald John T (CEO) | Sale | 14,684 | 50.73 | 744,845 |
| 2021-02-10 | Mcdonald John T (CEO) | Sale | 3,894 | 50.10 | 195,089 |
| 2021-02-09 | Mcdonald John T (CEO) | Sale | 44,393 | 50.32 | 2,233,988 |
| 2021-02-08 | Mattox Timothy (co-President & COO) | Sale | 20,633 | 51.00 | 1,052,283 |
| 2021-02-08 | Mcdonald John T (CEO) | Sale | 12,918 | 50.19 | 648,315 |
| 2021-02-05 | Mattox Timothy (co-President & COO) | Sale | 14,884 | 51.00 | 759,084 |
| 2021-02-05 | Mcdonald John T (CEO) | Sale | 66,998 | 50.85 | 3,407,183 |
| 2021-02-04 | Hill Michael Douglass (CFO &Treasurer) | Sale | 11,277 | 50.02 | 564,019 |
| 2021-02-04 | Mcdonald John T (CEO) | Sale | 7,080 | 50.03 | 354,212 |
| 2021-02-02 | Hill Michael Douglass (CFO &Treasurer) | Sale | 22,385 | 50.05 | 1,120,324 |
| 2021-02-02 | Mcdonald John T (CEO) | Sale | 13,588 | 50.03 | 679,807 |
| 2021-01-27 | Hill Michael Douglass (CFO &Treasurer) | Sale | 2,226 | 50.00 | 111,300 |
| 2021-01-27 | Mcdonald John T (CEO) | Sale | 1,700 | 50.01 | 85,010 |
| 2021-01-25 | Hill Michael Douglass (CFO &Treasurer) | Sale | 7,060 | 50.09 | 353,607 |
| 2021-01-25 | Mcdonald John T (CEO) | Sale | 26,219 | 50.03 | 1,311,867 |
| 2021-01-22 | Hill Michael Douglass (CFO &Treasurer) | Sale | 450 | 50.00 | 22,500 |
| 2021-01-22 | Mcdonald John T (CEO) | Sale | 7,526 | 50.00 | 376,300 |
| 2021-01-21 | Hill Michael Douglass (CFO &Treasurer) | Sale | 941 | 50.00 | 47,050 |
| 2021-01-21 | Mcdonald John T (CEO) | Sale | 1,000 | 50.00 | 50,000 |
| 2020-12-22 | Mattox Timothy (co-President & COO) | Sale | 12,982 | 47.13 | 611,906 |
| 2020-12-22 | Favaron Rodney C (co-President and CCO) | Sale | 25,880 | 47.07 | 1,218,275 |
| 2020-12-22 | Hill Michael Douglass (CFO &Treasurer) | Sale | 7,110 | 47.13 | 335,122 |
| 2020-12-22 | Mcdonald John T (CEO) | Sale | 13,622 | 47.14 | 642,195 |
| 2020-12-17 | Favaron Rodney C (co-President and CCO) | Sale | 37,675 | 47.00 | 1,770,725 |
| 2020-12-17 | Favaron Rodney C (co-President and CCO) | Option Ex | 31,416 | 7.76 | 243,693 |
| 2020-11-13 | Courter Stephen E | Sale | 1,235 | 42.21 | 52,129 |
| 2020-11-05 | Hill Michael Douglass (CFO &Treasurer) | Sale | 7,002 | 50.10 | 350,779 |
| 2020-10-19 | Mattox Timothy (co-President & COO) | Sale | 29,713 | 45.00 | 1,337,114 |
| 2020-10-16 | Mattox Timothy (co-President & COO) | Sale | 7,232 | 45.00 | 325,440 |
| 2020-10-01 | Mcdonald John T (CEO) | Sale | 27,180 | 38.07 | 1,034,851 |
| 2020-09-18 | Mattox Timothy (co-President & COO) | Sale | 13,118 | 37.67 | 494,207 |
| 2020-09-18 | Hill Michael Douglass (CFO &Treasurer) | Sale | 7,146 | 37.84 | 270,426 |
| 2020-09-18 | Mcdonald John T (CEO) | Sale | 13,784 | 37.64 | 518,774 |
| 2020-08-17 | May David | Buy | 10,000 | 33.72 | 337,239 |
| 2020-08-07 | Mattox Timothy (co-President & COO) | Sale | 3,055 | 45.00 | 137,475 |
| 2020-08-07 | Mcdonald John T (CEO) | Sale | 12,820 | 44.31 | 568,067 |
| 2020-06-18 | Mattox Timothy (co-President & COO) | Sale | 9,835 | 34.10 | 335,373 |
| 2020-06-18 | Favaron Rodney C (co-President and CCO) | Sale | 88 | 34.35 | 3,022 |
| 2020-06-18 | Hill Michael Douglass (CFO &Treasurer) | Sale | 4,918 | 34.10 | 167,703 |
| 2020-06-18 | Mcdonald John T (CEO) | Sale | 8,062 | 34.15 | 275,317 |
| 2020-03-05 | Hill Michael Douglass (CFO &Treasurer) | Sale | 44,392 | 35.42 | 1,572,187 |
| 2020-03-05 | Hill Michael Douglass (CFO &Treasurer) | Option Ex | 4,297 | 6.22 | 26,727 |
| 2019-11-01 | Courter Stephen E | Sale | 1,450 | 34.42 | 49,914 |
| 2019-09-13 | Hill Michael Douglass (CFO &Treasurer) | Option Ex | 8,000 | 6.23 | 49,840 |
| 2019-08-23 | May David | Sale | 5,000 | 42.74 | 213,710 |
| 2019-08-22 | May David | Sale | 15,000 | 42.83 | 642,510 |
| 2019-08-20 | Hill Michael Douglass (CFO &Treasurer) | Option Ex | 6,383 | .30 | 1,914 |
| 2019-03-19 | Hill Michael Douglass (CFO &Treasurer) | Sale | 41,431 | 41.13 | 1,704,264 |
| 2019-03-11 | Mattox Timothy (President & COO) | Sale | 28,196 | 40.27 | 1,135,452 |
| 2019-03-08 | Mattox Timothy (President & COO) | Sale | 12,804 | 40.00 | 512,185 |
| 2019-01-18 | Mcdonald John T (CEO) | Sale | 20,000 | 30.00 | 600,000 |
| 2018-11-16 | Mcdonald John T (CEO) | Sale | 841 | 30.75 | 25,860 |
| 2018-11-15 | Mcdonald John T (CEO) | Sale | 9,365 | 30.00 | 280,950 |
| 2018-11-14 | Mcdonald John T (CEO) | Sale | 1,130 | 30.00 | 33,900 |
| 2018-11-12 | Mcdonald John T (CEO) | Sale | 9,505 | 30.76 | 292,402 |
| 2018-10-05 | Mcdonald John T (CEO) | Sale | 1,570 | 37.00 | 58,090 |
| 2018-09-10 | Mcdonald John T (CEO) | Sale | 18,202 | 35.29 | 642,330 |
| 2018-09-07 | Mcdonald John T (CEO) | Sale | 28,001 | 35.22 | 986,279 |
| 2018-09-06 | Mcdonald John T (CEO) | Sale | 20,744 | 35.26 | 731,495 |
| 2018-09-05 | Mcdonald John T (CEO) | Sale | 26,663 | 35.12 | 936,297 |
| 2018-09-04 | Mcdonald John T (CEO) | Sale | 26,390 | 36.07 | 951,887 |
| 2018-08-30 | Mattox Timothy (President & COO) | Sale | 15,901 | 38.10 | 605,907 |
| 2018-08-29 | Mattox Timothy (President & COO) | Sale | 1,099 | 38.00 | 41,765 |
| 2018-08-27 | Liemandt Joseph (10% Owner) | Sale | 854,400 | 34.85 | 29,775,840 |
| 2018-08-24 | Liemandt Joseph (10% Owner) | Sale | 5,000 | 35.41 | 177,049 |
| 2018-08-23 | Liemandt Joseph (10% Owner) | Sale | 7,153 | 35.00 | 250,369 |
| 2018-08-21 | Liemandt Joseph (10% Owner) | Sale | 7,500 | 34.93 | 261,975 |
| 2018-08-16 | Liemandt Joseph (10% Owner) | Sale | 70,846 | 35.73 | 2,531,610 |
| 2018-08-13 | Liemandt Joseph (10% Owner) | Sale | 5,377 | 35.01 | 188,254 |
| 2018-08-10 | Liemandt Joseph (10% Owner) | Sale | 4,123 | 35.01 | 144,325 |
| 2018-08-09 | Liemandt Joseph (10% Owner) | Sale | 45,601 | 36.64 | 1,670,775 |
| 2018-07-31 | Mattox Timothy (President & COO) | Option Ex | 15,860 | 8.72 | 138,299 |
| 2018-07-18 | Hill Michael Douglass (CFO,Treasurer & Secretary) | Sale | 10,000 | 35.06 | 350,560 |
| 2018-07-17 | Hill Michael Douglass (CFO,Treasurer & Secretary) | Sale | 23,356 | 35.23 | 822,761 |
| 2018-07-16 | May David | Sale | 20,000 | 34.96 | 699,160 |
| 2018-07-16 | Hill Michael Douglass (CFO,Treasurer & Secretary) | Sale | 6,644 | 34.98 | 232,373 |
| 2018-07-12 | Mattox Timothy (President & COO) | Sale | 14,500 | 36.04 | 522,522 |
| 2018-07-11 | Mattox Timothy (President & COO) | Sale | 2,500 | 36.02 | 90,060 |
| 2018-06-18 | May David | Sale | 4,979 | 36.06 | 179,557 |
| 2018-06-15 | May David | Sale | 35,021 | 35.21 | 1,233,159 |
| 2018-05-29 | Hill Michael Douglass (CFO,Treasurer & Secretary) | Option Ex | 15,000 | .30 | 4,500 |
| 2018-04-16 | Mcdonald John T (CEO) | Sale | 40,000 | 28.02 | 1,120,800 |
| 2018-03-22 | Hill Michael Douglass (CFO,Treasurer & Secretary) | Sale | 28,350 | 30.15 | 854,695 |
| 2018-03-21 | Hill Michael Douglass (CFO,Treasurer & Secretary) | Sale | 11,650 | 29.34 | 341,869 |
| 2018-03-19 | Mcdonald John T (CEO) | Sale | 10,000 | 28.24 | 282,430 |
| 2018-03-09 | Mattox Timothy (President & COO) | Sale | 58,000 | 29.03 | 1,683,914 |
| 2018-03-09 | Mcdonald John T (CEO) | Sale | 50,000 | 28.04 | 1,402,200 |
| 2018-03-05 | Mattox Timothy (President & COO) | Sale | 17,000 | 26.09 | 443,513 |
| 2018-02-15 | Mcdonald John T (CEO) | Sale | 45,300 | 22.56 | 1,021,922 |
| 2018-02-14 | Mcdonald John T (CEO) | Sale | 22,200 | 22.46 | 498,523 |
| 2018-01-09 | Mcdonald John T (CEO) | Sale | 13,847 | 22.03 | 305,007 |
| 2018-01-08 | Mcdonald John T (CEO) | Sale | 53,653 | 22.28 | 1,195,335 |
| 2017-12-18 | Liemandt Joseph (10% Owner) | Sale | 360,000 | 22.00 | 7,920,000 |
| 2017-12-15 | Liemandt Joseph (10% Owner) | Sale | 301,166 | 22.02 | 6,630,771 |
| 2017-12-14 | Liemandt Joseph (10% Owner) | Sale | 1,460,862 | 22.00 | 32,138,964 |
| 2017-12-13 | Mcdonald John T (CEO) | Sale | 12,064 | 21.71 | 261,945 |
| 2017-12-12 | Mcdonald John T (CEO) | Sale | 26,782 | 21.92 | 587,007 |
| 2017-12-11 | Mcdonald John T (CEO) | Sale | 28,654 | 22.39 | 641,620 |
| 2017-11-28 | Hill Michael Douglass (CFO,Treasurer & Secretary) | Sale | 20,000 | 24.31 | 486,120 |
| 2017-11-21 | Mcdonald John T (CEO) | Sale | 32,304 | 21.52 | 695,343 |
Insider trading activities including stock purchases, stock sales, and option exercises of UPLD listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Upland Software, Inc. (symbol UPLD, CIK number 1505155) see the Securities and Exchange Commission (SEC) website.