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 ($) |
|---|---|---|---|---|---|
| 2022-12-31 | Levitan Dan | Option Ex | 310 | .00 | 0 |
| 2022-12-31 | Davidson Jacqueline L | Option Ex | 352 | .00 | 0 |
| 2022-12-23 | Rawlings Darryl (Chief Executive Officer) | Sale | 8,000 | 48.96 | 391,704 |
| 2022-12-15 | Rawlings Darryl (Chief Executive Officer) | Option Ex | 4,000 | 17.97 | 71,880 |
| 2022-12-07 | Rawlings Darryl (Chief Executive Officer) | Sale | 4,000 | 51.03 | 204,132 |
| 2022-11-25 | Wolff Andrew D. (Chief Financial Officer) | Option Ex | 2,201 | .00 | 0 |
| 2022-11-25 | Friedman Gavin (EVP, Legal and Regulatory) | Option Ex | 5,457 | .00 | 0 |
| 2022-11-25 | Plouf Tricia (Chief Operating Officer) | Option Ex | 6,847 | .00 | 0 |
| 2022-11-25 | Tooth Margaret (President) | Option Ex | 7,474 | .00 | 0 |
| 2022-11-25 | Rawlings Darryl (Chief Executive Officer) | Option Ex | 6,340 | .00 | 0 |
| 2022-11-18 | Rawlings Darryl (Chief Executive Officer) | Sale | 4,000 | 60.41 | 241,644 |
| 2022-11-09 | Rawlings Darryl (Chief Executive Officer) | Option Ex | 12,000 | 17.97 | 215,640 |
| 2022-11-03 | Rawlings Darryl (Chief Executive Officer) | Sale | 4,000 | 44.16 | 176,648 |
| 2022-10-25 | Rawlings Darryl (Chief Executive Officer) | Option Ex | 4,000 | 17.97 | 71,880 |
| 2022-10-17 | Rawlings Darryl (Chief Executive Officer) | Sale | 8,000 | 53.94 | 431,480 |
| 2022-10-07 | Rawlings Darryl (Chief Executive Officer) | Option Ex | 4,000 | 14.95 | 59,800 |
| 2022-10-05 | Doak Michael | Sale | 700 | 60.50 | 42,350 |
| 2022-10-05 | Doak Michael | Option Ex | 700 | 8.57 | 5,999 |
| 2022-09-30 | Satchu Zay | Option Ex | 1,550 | .00 | 0 |
| 2022-09-30 | Johnson Eric L | Option Ex | 1,860 | .00 | 0 |
| 2022-09-30 | Rubin Howard E | Option Ex | 1,860 | .00 | 0 |
| 2022-09-30 | Rawlings Darryl (Chief Executive Officer) | Sale | 4,000 | 61.38 | 245,520 |
| 2022-09-30 | Doak Michael | Option Ex | 1,685 | .00 | 0 |
| 2022-09-30 | Low Murray B | Option Ex | 1,890 | .00 | 0 |
| 2022-09-30 | Levitan Dan | Option Ex | 1,860 | .00 | 0 |
| 2022-09-30 | Davidson Jacqueline L | Option Ex | 1,053 | .00 | 0 |
| 2022-09-22 | Rawlings Darryl (Chief Executive Officer) | Option Ex | 4,000 | 14.95 | 59,800 |
| 2022-09-14 | Rawlings Darryl (Chief Executive Officer) | Sale | 8,000 | 65.57 | 524,576 |
| 2022-08-29 | Rawlings Darryl (Chief Executive Officer) | Sale | 4,000 | 69.34 | 277,368 |
| 2022-08-25 | Wolff Andrew D. (Chief Financial Officer) | Option Ex | 1,761 | .00 | 0 |
| 2022-08-25 | Friedman Gavin (EVP, Legal and Regulatory) | Option Ex | 5,458 | .00 | 0 |
| 2022-08-25 | Plouf Tricia (Chief Operating Officer) | Option Ex | 6,848 | .00 | 0 |
| 2022-08-25 | Tooth Margaret (President) | Option Ex | 7,474 | .00 | 0 |
| 2022-08-25 | Rawlings Darryl (Chief Executive Officer) | Option Ex | 6,341 | .00 | 0 |
| 2022-08-11 | Friedman Gavin (EVP, Legal and Regulatory) | Sale | 3,200 | 80.00 | 256,000 |
| 2022-08-08 | Tooth Margaret (President) | Sale | 6,907 | 72.02 | 497,449 |
| 2022-08-08 | Rawlings Darryl (CEO) | Sale | 4,000 | 66.86 | 267,428 |
| 2022-08-01 | Rawlings Darryl (CEO) | Option Ex | 12,000 | 14.95 | 179,400 |
| 2022-07-26 | Rawlings Darryl (CEO) | Sale | 4,000 | 64.21 | 256,836 |
| 2022-07-07 | Rawlings Darryl (CEO) | Sale | 4,000 | 66.11 | 264,440 |
| 2022-07-05 | Doak Michael | Sale | 700 | 60.00 | 42,000 |
| 2022-07-05 | Doak Michael | Option Ex | 700 | 8.57 | 5,999 |
| 2022-06-30 | Satchu Zay | Option Ex | 310 | .00 | 0 |
| 2022-06-30 | Johnson Eric L | Option Ex | 310 | .00 | 0 |
| 2022-06-30 | Rubin Howard E | Option Ex | 310 | .00 | 0 |
| 2022-06-30 | Doak Michael | Option Ex | 338 | .00 | 0 |
| 2022-06-30 | Low Murray B | Option Ex | 379 | .00 | 0 |
| 2022-06-30 | Levitan Dan | Option Ex | 310 | .00 | 0 |
| 2022-06-30 | Davidson Jacqueline L | Option Ex | 351 | .00 | 0 |
| 2022-06-21 | Rawlings Darryl (CEO) | Sale | 4,000 | 53.10 | 212,416 |
| 2022-06-02 | Rawlings Darryl (CEO) | Sale | 4,000 | 66.52 | 266,080 |
| 2022-05-25 | Friedman Gavin (EVP, Legal and Regulatory) | Option Ex | 5,456 | .00 | 0 |
| 2022-05-25 | Plouf Tricia (Chief Operating Officer) | Option Ex | 6,847 | .00 | 0 |
| 2022-05-25 | Tooth Margaret (President) | Option Ex | 7,473 | .00 | 0 |
| 2022-05-17 | Rawlings Darryl (CEO) | Sale | 4,000 | 64.90 | 259,596 |
| 2022-05-13 | Tooth Margaret (President) | Sale | 1,000 | 66.71 | 66,710 |
| 2022-05-13 | Rawlings Darryl (CEO) | Option Ex | 16,000 | 14.95 | 239,200 |
| 2022-05-04 | Wolff Andrew D. (Chief Financial Officer) | Buy | 100 | 65.84 | 6,584 |
| 2022-05-04 | Rawlings Darryl (CEO) | Option Ex | 4,000 | 14.95 | 59,800 |
| 2022-04-29 | Rawlings Darryl (CEO) | Sale | 4,000 | 70.37 | 281,480 |
| 2022-04-28 | Tooth Margaret (President) | Sale | 150 | 69.09 | 10,363 |
| 2022-04-19 | Rawlings Darryl (CEO) | Option Ex | 4,000 | 14.95 | 59,800 |
| 2022-04-13 | Rawlings Darryl (CEO) | Sale | 4,000 | 84.86 | 339,444 |
| 2022-04-12 | Rawlings Darryl (CEO) | Option Ex | 4,000 | 14.95 | 59,800 |
| 2022-04-05 | Doak Michael | Sale | 700 | 97.26 | 68,082 |
| 2022-04-05 | Doak Michael | Option Ex | 700 | 8.57 | 5,999 |
| 2022-04-01 | Friedman Gavin (EVP, People and Legal) | Sale | 1,000 | 88.78 | 88,780 |
| 2022-03-31 | Satchu Zay | Option Ex | 310 | .00 | 0 |
| 2022-03-31 | Johnson Eric L | Option Ex | 310 | .00 | 0 |
| 2022-03-31 | Rubin Howard E | Option Ex | 310 | .00 | 0 |
| 2022-03-31 | Doak Michael | Option Ex | 337 | .00 | 0 |
| 2022-03-31 | Low Murray B | Option Ex | 378 | .00 | 0 |
| 2022-03-31 | Levitan Dan | Option Ex | 310 | .00 | 0 |
| 2022-03-31 | Davidson Jacqueline L | Option Ex | 351 | .00 | 0 |
| 2022-03-29 | Doak Michael | Sale | 450 | 95.00 | 42,750 |
| 2022-03-29 | Doak Michael | Option Ex | 450 | 8.57 | 3,856 |
| 2022-03-28 | Tooth Margaret (President) | Sale | 150 | 91.24 | 13,686 |
| 2022-03-28 | Rawlings Darryl (CEO) | Sale | 4,000 | 90.80 | 363,200 |
| 2022-03-24 | Doak Michael | Sale | 700 | 90.35 | 63,244 |
| 2022-03-24 | Doak Michael | Option Ex | 700 | 8.57 | 5,999 |
| 2022-03-17 | Plouf Tricia (Chief Operating Officer) | Sale | 3,500 | 85.00 | 297,500 |
| 2022-03-11 | Rawlings Darryl (CEO) | Sale | 4,000 | 81.04 | 324,168 |
| 2022-03-01 | Friedman Gavin (EVP, People and Legal) | Sale | 1,000 | 89.62 | 89,620 |
| 2022-02-28 | Bearman Asher (EVP, Business Development) | Sale | 108 | 89.62 | 9,678 |
| 2022-02-28 | Bearman Asher (EVP, Business Development) | Option Ex | 203 | .00 | 0 |
| 2022-02-25 | Friedman Gavin (EVP, People and Legal) | Option Ex | 11,781 | .00 | 0 |
| 2022-02-25 | Tooth Margaret (President) | Sale | 200 | 86.01 | 17,202 |
| 2022-02-25 | Tooth Margaret (President) | Option Ex | 17,885 | .00 | 0 |
| 2022-02-25 | Bearman Asher (EVP, Business Development) | Option Ex | 13,488 | .00 | 0 |
| 2022-02-25 | Rawlings Darryl (CEO) | Option Ex | 15,774 | .00 | 0 |
| 2022-02-23 | Rubin Howard E | Option Ex | 6,344 | 16.06 | 101,884 |
| 2022-02-22 | Wolff Andrew D. (Chief Financial Officer) | Buy | 250 | 78.17 | 19,543 |
| 2022-02-04 | Rawlings Darryl (CEO) | Sale | 4,000 | 90.51 | 362,036 |
| 2022-02-01 | Friedman Gavin (EVP, People and Legal) | Sale | 1,200 | 96.47 | 115,764 |
| 2022-01-28 | Tooth Margaret (Co-President) | Sale | 200 | 85.36 | 17,072 |
| 2022-01-20 | Plouf Tricia (Co-President) | Sale | 3,500 | 97.30 | 340,550 |
| 2022-01-19 | Rawlings Darryl (CEO) | Sale | 4,000 | 97.29 | 389,144 |
| 2022-01-03 | Friedman Gavin (EVP, People and Legal) | Sale | 22,000 | 130.44 | 2,869,724 |
| 2022-01-03 | Friedman Gavin (EVP, People and Legal) | Option Ex | 19,000 | 17.14 | 325,755 |
| 2021-12-31 | Rawlings Darryl (CEO) | Sale | 4,000 | 130.81 | 523,260 |
| 2021-12-30 | Doak Michael | Sale | 1,782 | 131.42 | 234,190 |
| 2021-12-28 | Tooth Margaret (Co-President) | Sale | 350 | 137.00 | 47,950 |
| 2021-12-16 | Plouf Tricia (Co-President) | Sale | 3,500 | 123.76 | 433,170 |
| 2021-12-15 | Rawlings Darryl (CEO) | Sale | 4,000 | 121.05 | 484,180 |
| 2021-12-13 | Low Murray B | Sale | 393 | 144.34 | 56,725 |
| 2021-12-01 | Friedman Gavin (EVP, People and Legal) | Sale | 379 | 125.46 | 47,547 |
| 2021-11-30 | Plouf Tricia (Co-President) | Sale | 3,500 | 124.60 | 436,100 |
| 2021-11-30 | Levitan Dan | Sale | 5,000 | 125.00 | 625,000 |
| 2021-11-29 | Tooth Margaret (Co-President) | Sale | 500 | 124.23 | 62,113 |
| 2021-11-29 | Rawlings Darryl (CEO) | Sale | 4,000 | 123.36 | 493,444 |
| 2021-11-29 | Low Murray B | Sale | 500 | 125.22 | 62,610 |
| 2021-11-29 | Levitan Dan | Sale | 5,000 | 125.21 | 626,040 |
| 2021-11-25 | Friedman Gavin (EVP, People and Legal) | Option Ex | 3,766 | .00 | 0 |
| 2021-11-25 | Plouf Tricia (Co-President) | Option Ex | 5,172 | .00 | 0 |
| 2021-11-25 | Tooth Margaret (Co-President) | Option Ex | 5,766 | .00 | 0 |
| 2021-11-25 | Rawlings Darryl (CEO) | Sale | 480 | 125.22 | 60,107 |
| 2021-11-25 | Rawlings Darryl (CEO) | Option Ex | 4,822 | .00 | 0 |
| 2021-11-15 | Low Murray B | Sale | 500 | 130.03 | 65,015 |
| 2021-11-12 | Wolff Andrew D. (Chief Financial Officer) | Option Ex | 145 | .00 | 0 |
| 2021-11-12 | Satchu Zay | Option Ex | 201 | .00 | 0 |
| 2021-11-12 | Rubin Howard E | Sale | 3,468 | 126.53 | 438,788 |
| 2021-11-12 | Low Murray B | Option Ex | 45 | .00 | 0 |
| 2021-11-11 | Rawlings Darryl (CEO) | Sale | 4,000 | 122.77 | 491,076 |
| 2021-11-10 | Rubin Howard E | Sale | 1,532 | 125.00 | 191,500 |
| 2021-11-04 | Low Murray B | Sale | 2,500 | 114.00 | 285,000 |
| 2021-11-01 | Friedman Gavin (EVP, People and Legal) | Sale | 400 | 102.69 | 41,076 |
| 2021-10-28 | Tooth Margaret (Co-President) | Sale | 500 | 101.18 | 50,590 |
| 2021-10-25 | Rawlings Darryl (CEO) | Sale | 4,000 | 109.60 | 438,400 |
| 2021-10-21 | Plouf Tricia (Co-President and CFO) | Sale | 3,500 | 104.75 | 366,642 |
| 2021-10-21 | Plouf Tricia (Co-President and CFO) | Option Ex | 3,500 | 8.74 | 30,590 |
| 2021-10-21 | Low Murray B | Sale | 1,000 | 110.50 | 110,500 |
| 2021-10-07 | Rawlings Darryl (CEO) | Sale | 4,000 | 83.78 | 335,128 |
| 2021-10-01 | Friedman Gavin (EVP, People and Legal) | Sale | 400 | 78.30 | 31,320 |
| 2021-09-30 | Johnson Eric L | Option Ex | 292 | .00 | 0 |
| 2021-09-30 | Plouf Tricia (Co-President and CFO) | Sale | 3,500 | 80.06 | 280,213 |
| 2021-09-30 | Plouf Tricia (Co-President and CFO) | Option Ex | 2,256 | 7.78 | 17,551 |
| 2021-09-30 | Rubin Howard E | Option Ex | 292 | .00 | 0 |
| 2021-09-30 | Doak Michael | Option Ex | 331 | .00 | 0 |
| 2021-09-30 | Low Murray B | Option Ex | 350 | .00 | 0 |
| 2021-09-30 | Levitan Dan | Option Ex | 292 | .00 | 0 |
| 2021-09-30 | Davidson Jacqueline L | Option Ex | 350 | .00 | 0 |
| 2021-09-29 | Low Murray B | Option Ex | 8,750 | 4.05 | 35,437 |
| 2021-09-28 | Tooth Margaret (Co-President) | Sale | 300 | 85.29 | 25,587 |
| 2021-09-22 | Rawlings Darryl (CEO) | Sale | 4,000 | 83.97 | 335,888 |
| 2021-09-07 | Rawlings Darryl (CEO) | Sale | 4,000 | 86.56 | 346,244 |
| 2021-09-01 | Friedman Gavin (EVP, People and Legal) | Sale | 400 | 92.00 | 36,800 |
| 2021-08-30 | Doak Michael | Sale | 2,500 | 94.91 | 237,282 |
| 2021-08-27 | Tooth Margaret (Co-President) | Sale | 250 | 90.00 | 22,500 |
| 2021-08-25 | Friedman Gavin (EVP, People and Legal) | Option Ex | 3,766 | .00 | 0 |
| 2021-08-25 | Plouf Tricia (Co-President) | Option Ex | 5,174 | .00 | 0 |
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.