Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Trupanion, Inc. (TRUP) since 2014 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Trupanion, Inc.. (See page 1 of this report.) Table 2 shows the detailed insider transactions. This company's CIK number is 1371285.
Total stock buying since 2014: $3,959,461.
Total stock sales since 2014: $121,406,050.
Total stock option exercises since 2014: $8,570,196.
| Insider Buying | Insider Sales | Option Exercises | ||||
|---|---|---|---|---|---|---|
| Year | Shares | Value | Shares | Value | Shares | Value |
| 2025 | 0 | $0 | 59,603 | $2,285,990 | 244,127 | $261,206 |
| 2024 | 62,100 | $1,498,968 | 32,578 | $1,536,279 | 211,424 | $49,050 |
| 2023 | 0 | $0 | 65,871 | $2,729,610 | 165,550 | $381,698 |
| 2022 | 350 | $26,127 | 152,965 | $11,829,744 | 259,836 | $1,532,491 |
| 2021 | 18,000 | $1,421,676 | 296,726 | $30,459,540 | 616,789 | $1,638,462 |
| 2020 | 0 | $0 | 496,754 | $33,730,782 | 289,274 | $1,889,281 |
| 2019 | 10,000 | $314,980 | 394,178 | $12,189,698 | 391,155 | $428,331 |
| 2018 | 20,000 | $511,801 | 396,210 | $10,702,250 | 833,026 | $874,701 |
| 2017 | 6,200 | $100,371 | 272,483 | $6,066,987 | 203,252 | $525,472 |
| 2016 | 0 | $0 | 411,402 | $6,087,270 | 336,200 | $625,010 |
| 2015 | 10,000 | $75,538 | 422,619 | $3,387,900 | 89,999 | $364,494 |
| 2014 | 1,000 | $10,000 | 50,000 | $400,000 | 0 | $0 |
| Trade Date | Insider Name | Trade Type | Shares | Price ($) | Value ($) |
|---|---|---|---|---|---|
| 2021-08-25 | Tooth Margaret (Co-President) | Option Ex | 5,767 | .00 | 0 |
| 2021-08-25 | Rawlings Darryl (CEO) | Option Ex | 4,823 | .00 | 0 |
| 2021-08-19 | Plouf Tricia (Co-President and CFO) | Sale | 1,500 | 85.73 | 128,595 |
| 2021-08-19 | Plouf Tricia (Co-President and CFO) | Option Ex | 1,500 | 14.40 | 21,600 |
| 2021-08-19 | Rawlings Darryl (CEO) | Sale | 4,000 | 86.36 | 345,448 |
| 2021-08-03 | Rawlings Darryl (CEO) | Sale | 4,000 | 113.83 | 455,304 |
| 2021-08-02 | Friedman Gavin (EVP, People and Legal) | Sale | 400 | 115.78 | 46,312 |
| 2021-07-28 | Tooth Margaret (Co-President) | Sale | 250 | 114.07 | 28,517 |
| 2021-07-26 | Low Murray B | Sale | 500 | 115.24 | 57,620 |
| 2021-07-16 | Rawlings Darryl (CEO) | Sale | 4,000 | 105.07 | 420,264 |
| 2021-07-15 | Plouf Tricia (Co-President and CFO) | Sale | 1,500 | 104.79 | 157,179 |
| 2021-07-15 | Plouf Tricia (Co-President and CFO) | Option Ex | 1,500 | 14.40 | 21,600 |
| 2021-07-12 | Low Murray B | Sale | 500 | 113.80 | 56,900 |
| 2021-07-01 | Friedman Gavin (EVP, People and Legal) | Sale | 400 | 115.60 | 46,240 |
| 2021-06-30 | Johnson Eric L | Option Ex | 292 | .00 | 0 |
| 2021-06-30 | Rubin Howard E | Option Ex | 292 | .00 | 0 |
| 2021-06-30 | Rawlings Darryl (CEO) | Sale | 4,000 | 115.81 | 463,240 |
| 2021-06-30 | Doak Michael | Option Ex | 331 | .00 | 0 |
| 2021-06-30 | Low Murray B | Option Ex | 350 | .00 | 0 |
| 2021-06-30 | Levitan Dan | Option Ex | 292 | .00 | 0 |
| 2021-06-30 | Davidson Jacqueline L | Option Ex | 350 | .00 | 0 |
| 2021-06-21 | Low Murray B | Sale | 1,000 | 105.50 | 105,500 |
| 2021-06-18 | Low Murray B | Sale | 500 | 104.00 | 52,000 |
| 2021-06-17 | Plouf Tricia (Co-President and CFO) | Sale | 1,500 | 99.01 | 148,515 |
| 2021-06-17 | Plouf Tricia (Co-President and CFO) | Option Ex | 151 | 14.40 | 2,174 |
| 2021-06-17 | Low Murray B | Sale | 1,500 | 102.00 | 153,000 |
| 2021-06-16 | Lindsley H Hays | Option Ex | 246 | .00 | 0 |
| 2021-06-16 | Ferracone Robin A | Option Ex | 279 | .00 | 0 |
| 2021-06-15 | Low Murray B | Sale | 500 | 100.00 | 50,000 |
| 2021-06-14 | Rawlings Darryl (CEO) | Sale | 4,000 | 98.23 | 392,924 |
| 2021-05-26 | Rawlings Darryl (CEO) | Sale | 4,000 | 85.08 | 340,320 |
| 2021-05-25 | Friedman Gavin (EVP, People and Legal) | Option Ex | 3,765 | .00 | 0 |
| 2021-05-25 | Tooth Margaret (President) | Option Ex | 5,766 | .00 | 0 |
| 2021-05-25 | Bearman Asher (EVP, Business Development) | Option Ex | 5,469 | .00 | 0 |
| 2021-05-25 | Rawlings Darryl (CEO) | Option Ex | 4,821 | .00 | 0 |
| 2021-05-20 | Plouf Tricia (President and CFO) | Sale | 1,500 | 75.71 | 113,571 |
| 2021-05-20 | Plouf Tricia (President and CFO) | Option Ex | 1,500 | 14.40 | 21,600 |
| 2021-05-07 | Rawlings Darryl (CEO) | Sale | 4,000 | 79.71 | 318,832 |
| 2021-05-05 | Ferracone Robin A | Option Ex | 65,181 | 10.79 | 703,107 |
| 2021-05-04 | Ferracone Robin A | Buy | 18,000 | 78.98 | 1,421,676 |
| 2021-04-21 | Rawlings Darryl (CEO) | Sale | 4,000 | 79.70 | 318,800 |
| 2021-04-15 | Plouf Tricia (President and CFO) | Sale | 1,500 | 77.86 | 116,790 |
| 2021-04-15 | Plouf Tricia (President and CFO) | Option Ex | 1,069 | 14.40 | 15,393 |
| 2021-04-15 | Tooth Margaret (President) | Sale | 250 | 77.86 | 19,465 |
| 2021-04-06 | Rawlings Darryl (CEO) | Sale | 4,000 | 75.65 | 302,584 |
| 2021-04-01 | Friedman Gavin (Chief People Officer) | Sale | 400 | 77.69 | 31,076 |
| 2021-03-31 | Johnson Eric L | Option Ex | 292 | .00 | 0 |
| 2021-03-31 | Rubin Howard E | Option Ex | 292 | .00 | 0 |
| 2021-03-31 | Lindsley H Hays | Option Ex | 292 | .00 | 0 |
| 2021-03-31 | Doak Michael | Option Ex | 330 | .00 | 0 |
| 2021-03-31 | Ferracone Robin A | Option Ex | 330 | .00 | 0 |
| 2021-03-31 | Low Murray B | Option Ex | 350 | .00 | 0 |
| 2021-03-31 | Davidson Jacqueline L | Option Ex | 350 | .00 | 0 |
| 2021-03-18 | Plouf Tricia (President and CFO) | Sale | 1,500 | 87.41 | 131,107 |
| 2021-03-17 | Rawlings Darryl (CEO) | Sale | 4,000 | 91.92 | 367,680 |
| 2021-03-15 | Tooth Margaret (President) | Sale | 250 | 93.06 | 23,265 |
| 2021-03-01 | Friedman Gavin (Chief People Officer) | Sale | 6,000 | 99.06 | 594,354 |
| 2021-03-01 | Rawlings Darryl (CEO) | Sale | 4,000 | 99.27 | 397,092 |
| 2021-02-25 | Friedman Gavin (Chief People Officer) | Option Ex | 12,005 | .00 | 0 |
| 2021-02-25 | Plouf Tricia (President and CFO) | Option Ex | 11,688 | .00 | 0 |
| 2021-02-25 | Tooth Margaret (President) | Option Ex | 12,283 | .00 | 0 |
| 2021-02-25 | Bearman Asher (Chief Strategy Officer) | Sale | 7,815 | 96.51 | 754,241 |
| 2021-02-25 | Bearman Asher (Chief Strategy Officer) | Option Ex | 79,148 | 1.19 | 94,423 |
| 2021-02-25 | Rawlings Darryl (CEO) | Option Ex | 11,117 | .00 | 0 |
| 2021-02-24 | Tooth Margaret (President) | Sale | 5,000 | 102.17 | 510,850 |
| 2021-02-24 | Rawlings Darryl (CEO) | Sale | 97,118 | 98.46 | 9,561,946 |
| 2021-02-24 | Rawlings Darryl (CEO) | Option Ex | 309,679 | 1.04 | 322,066 |
| 2021-02-23 | Plouf Tricia (President and CFO) | Sale | 1,269 | 100.41 | 127,420 |
| 2021-02-23 | Plouf Tricia (President and CFO) | Option Ex | 462 | 57.41 | 26,521 |
| 2021-02-23 | Lindsley H Hays | Sale | 15,000 | 95.14 | 1,427,085 |
| 2021-02-22 | Johnson Eric L | Option Ex | 282 | .00 | 0 |
| 2021-02-22 | Friedman Gavin (Chief People Officer) | Option Ex | 75 | .00 | 0 |
| 2021-02-22 | Plouf Tricia (President and CFO) | Option Ex | 75 | .00 | 0 |
| 2021-02-22 | Tooth Margaret (President) | Option Ex | 75 | .00 | 0 |
| 2021-02-22 | Bearman Asher (Chief Strategy Officer) | Option Ex | 75 | .00 | 0 |
| 2021-02-22 | Rawlings Darryl (CEO) | Option Ex | 75 | .00 | 0 |
| 2021-02-16 | Tooth Margaret (President) | Sale | 250 | 109.22 | 27,305 |
| 2021-02-12 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 106.81 | 427,228 |
| 2021-01-15 | Tooth Margaret (Chief Revenue Officer) | Sale | 210 | 121.14 | 25,439 |
| 2021-01-14 | Plouf Tricia (Chief Financial Officer) | Sale | 1,500 | 118.99 | 178,479 |
| 2021-01-08 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 121.16 | 484,640 |
| 2021-01-04 | Friedman Gavin (Chief People Officer) | Sale | 20,980 | 115.84 | 2,430,428 |
| 2021-01-04 | Friedman Gavin (Chief People Officer) | Option Ex | 20,000 | 16.32 | 326,400 |
| 2020-12-31 | Rubin Howard E | Option Ex | 349 | .00 | 0 |
| 2020-12-31 | Lindsley H Hays | Option Ex | 697 | .00 | 0 |
| 2020-12-31 | Doak Michael | Option Ex | 790 | .00 | 0 |
| 2020-12-31 | Ferracone Robin A | Option Ex | 790 | .00 | 0 |
| 2020-12-31 | Low Murray B | Option Ex | 837 | .00 | 0 |
| 2020-12-31 | Levitan Dan | Option Ex | 697 | .00 | 0 |
| 2020-12-31 | Davidson Jacqueline L | Option Ex | 837 | .00 | 0 |
| 2020-12-30 | Plouf Tricia (Chief Financial Officer) | Sale | 300 | 119.57 | 35,871 |
| 2020-12-23 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 124.52 | 498,080 |
| 2020-12-15 | Bearman Asher (Chief Strategy Officer) | Sale | 400 | 105.22 | 42,088 |
| 2020-12-07 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 99.53 | 398,100 |
| 2020-11-30 | Bearman Asher (Chief Strategy Officer) | Sale | 16,573 | 100.09 | 1,658,791 |
| 2020-11-30 | Bearman Asher (Chief Strategy Officer) | Option Ex | 12,655 | 4.77 | 60,364 |
| 2020-11-30 | Levitan Dan | Sale | 10,000 | 100.19 | 1,001,860 |
| 2020-11-25 | Friedman Gavin (Chief People Officer) | Option Ex | 1,088 | .00 | 0 |
| 2020-11-25 | Plouf Tricia (Chief Financial Officer) | Option Ex | 3,001 | .00 | 0 |
| 2020-11-25 | Tooth Margaret (Chief Revenue Officer) | Option Ex | 3,595 | .00 | 0 |
| 2020-11-25 | Bearman Asher (Chief Strategy Officer) | Option Ex | 3,298 | .00 | 0 |
| 2020-11-25 | Rawlings Darryl (President and CEO) | Option Ex | 2,724 | .00 | 0 |
| 2020-11-24 | Bearman Asher (Chief Strategy Officer) | Sale | 48,393 | 95.72 | 4,632,226 |
| 2020-11-24 | Bearman Asher (Chief Strategy Officer) | Option Ex | 48,393 | 13.74 | 664,774 |
| 2020-11-23 | Plouf Tricia (Chief Financial Officer) | Option Ex | 16,000 | 4.42 | 70,800 |
| 2020-11-23 | Bearman Asher (Chief Strategy Officer) | Sale | 2,031 | 96.35 | 195,680 |
| 2020-11-23 | Bearman Asher (Chief Strategy Officer) | Option Ex | 2,031 | 7.78 | 15,801 |
| 2020-11-23 | Doak Michael | Sale | 4,858 | 96.27 | 467,699 |
| 2020-11-23 | Ferracone Robin A | Sale | 10,000 | 94.57 | 945,680 |
| 2020-11-19 | Friedman Gavin (Chief People Officer) | Sale | 300 | 95.10 | 28,530 |
| 2020-11-19 | Plouf Tricia (Chief Financial Officer) | Sale | 300 | 95.10 | 28,530 |
| 2020-11-18 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 94.64 | 378,560 |
| 2020-11-18 | Doak Michael | Sale | 790 | 96.00 | 75,836 |
| 2020-11-16 | Tooth Margaret (Chief Revenue Officer) | Sale | 500 | 86.66 | 43,330 |
| 2020-11-16 | Bearman Asher (Chief Strategy Officer) | Sale | 400 | 86.66 | 34,664 |
| 2020-11-06 | Bearman Asher (Chief Strategy Officer) | Sale | 17,969 | 90.50 | 1,626,284 |
| 2020-11-06 | Bearman Asher (Chief Strategy Officer) | Option Ex | 16,104 | 6.28 | 101,052 |
| 2020-11-05 | Rubin Howard E | Sale | 10,000 | 91.26 | 912,560 |
| 2020-11-03 | Tooth Margaret (Chief Revenue Officer) | Sale | 19,000 | 81.73 | 1,552,870 |
| 2020-11-03 | Tooth Margaret (Chief Revenue Officer) | Option Ex | 19,000 | 7.78 | 147,820 |
| 2020-11-03 | Low Murray B | Sale | 35,500 | 80.54 | 2,859,134 |
| 2020-11-02 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 72.98 | 291,916 |
| 2020-11-02 | Low Murray B | Sale | 2,000 | 72.50 | 145,000 |
| 2020-10-19 | Friedman Gavin (Chief People Officer) | Sale | 300 | 92.70 | 27,810 |
| 2020-10-15 | Plouf Tricia (Chief Financial Officer) | Sale | 300 | 90.61 | 27,183 |
| 2020-10-15 | Tooth Margaret (Chief Revenue Officer) | Sale | 200 | 90.61 | 18,122 |
| 2020-10-15 | Bearman Asher (Chief Strategy Officer) | Sale | 400 | 90.61 | 36,244 |
| 2020-10-15 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 92.49 | 369,960 |
| 2020-10-01 | Low Murray B | Sale | 2,000 | 79.69 | 159,380 |
| 2020-09-30 | Rubin Howard E | Option Ex | 348 | .00 | 0 |
| 2020-09-30 | Lindsley H Hays | Option Ex | 697 | .00 | 0 |
| 2020-09-30 | Doak Michael | Option Ex | 790 | .00 | 0 |
| 2020-09-30 | Ferracone Robin A | Option Ex | 790 | .00 | 0 |
| 2020-09-30 | Low Murray B | Option Ex | 836 | .00 | 0 |
| 2020-09-30 | Levitan Dan | Option Ex | 697 | .00 | 0 |
| 2020-09-30 | Davidson Jacqueline L | Option Ex | 836 | .00 | 0 |
| 2020-09-29 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 73.95 | 295,800 |
| 2020-09-21 | Friedman Gavin (Chief People Officer) | Sale | 300 | 67.79 | 20,337 |
| 2020-09-17 | Plouf Tricia (Chief Financial Officer) | Sale | 300 | 70.98 | 21,294 |
| 2020-09-15 | Tooth Margaret (Chief Revenue Officer) | Sale | 250 | 72.22 | 18,055 |
| 2020-09-15 | Bearman Asher (Chief Strategy Officer) | Sale | 400 | 72.22 | 28,888 |
| 2020-09-14 | Rawlings Darryl (President and CEO) | Sale | 4,000 | 71.50 | 286,012 |
| 2020-09-01 | Low Murray B | Sale | 2,000 | 62.34 | 124,680 |
| 2020-08-25 | Plouf Tricia (Chief Financial Officer) | Option Ex | 3,002 | .00 | 0 |
| 2020-08-25 | Tooth Margaret (Chief Revenue Officer) | Option Ex | 3,596 | .00 | 0 |
| 2020-08-25 | Bearman Asher (Chief Strategy Officer) | Option Ex | 3,299 | .00 | 0 |
| 2020-08-20 | Plouf Tricia (Chief Financial Officer) | Sale | 300 | 58.81 | 17,643 |
| 2020-08-19 | Friedman Gavin (Chief People Officer) | Sale | 300 | 60.21 | 18,063 |
| 2020-08-17 | Tooth Margaret (Chief Revenue Officer) | Sale | 300 | 59.83 | 17,949 |
| 2020-08-17 | Bearman Asher (Chief Strategy Officer) | Sale | 400 | 59.83 | 23,932 |
Insider trading activities including stock purchases, stock sales, and option exercises of TRUP listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Trupanion, Inc. (symbol TRUP, CIK number 1371285) see the Securities and Exchange Commission (SEC) website.