| Mar 1, 2017 DForm 4 → | Mar 3, 4:07 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 5,000 | — | — | 0 | — | plan? |
| Jan 17, 2017 FMForm 4 → | Jan 19, 7:35 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 24,196 | $797.26 | $19,290,408 | 45,988 | — | plan? |
| Jan 11, 2017 FMForm 4 → | Jan 13, 7:40 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 16,926 | $788.98 | $13,354,242 | 43,720 | — | plan? |
| Jan 6, 2017 FMForm 4 → | Jan 10, 7:38 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 16,884 | $790.95 | $13,354,439 | 42,646 | — | plan? |
| Jan 3, 2017 FMForm 4 → | Jan 5, 8:13 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 16,852 | $792.47 | $13,354,763 | 41,030 | — | plan? |
| Dec 27, 2016 FGMForm 4 → | Dec 29, 8:14 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 8,147 | $788.15 | $4,450,702 | 38,882 | — | plan? |
| Dec 21, 2016 FGMForm 4 → | Dec 23, 8:59 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 9,473 | $794.12 | $5,934,429 | 41,029 | — | plan? |
| Dec 20, 2016 SForm 4 → | Dec 20, 8:50 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 1 | $860.00 | $860 | 7,999 | −0.01% | plan? |
| Dec 16, 2016 FGMForm 4 → | Dec 20, 8:50 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 8,004 | $790.93 | $5,935,135 | 42,502 | — | plan? |
| Dec 13, 2016 FMForm 4 → | Dec 15, 8:50 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 18,710 | $793.06 | $14,838,102 | 42,506 | — | plan? |
| Dec 12, 2016 SForm 4 → | Dec 12, 9:00 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 2,000 | $867.89 | $1,735,780 | 8,000 | −20.0% | plan? |
| Dec 8, 2016 FMForm 4 → | Dec 12, 9:00 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 20,472 | $797.32 | $16,322,738 | 41,216 | — | plan? |
| Dec 5, 2016 FMForm 4 → | Dec 7, 4:40 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 16,888 | $790.83 | $13,355,609 | 39,688 | — | plan? |
| Nov 30, 2016 FMForm 4 → | Dec 2, 8:18 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 16,882 | $791.05 | $13,354,517 | 38,576 | — | plan? |
| Nov 29, 2016 FMForm 4 → | Nov 29, 4:57 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 5,604 | $794.42 | $4,451,925 | 37,458 | — | plan? |
| Nov 23, 2016 FGMForm 4 → | Nov 28, 6:46 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 19,172 | $790.48 | $13,354,378 | 37,062 | — | plan? |
| Nov 18, 2016 FMForm 4 → | Nov 22, 6:32 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 17,019 | $784.69 | $13,354,562 | 35,956 | — | plan? |
| Nov 15, 2016 FMForm 4 → | Nov 17, 4:48 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 16,977 | $786.63 | $13,354,631 | 34,975 | — | plan? |
| May 5, 2016 MForm 4 → | May 6, 4:10 pm EDT | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 5,000 | $742.00 | $3,710,000 | 31,452 | — | plan? |
| Apr 28, 2016 PForm 4 → | Apr 29, 4:48 pm EDT | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 100 | $825.00 | $82,500 | 26,452 | +0.38% | plan? |
| Apr 4, 2016 AGForm 4 → | Apr 26, 5:07 pm EDT | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 7,035 | — | — | 26,352 | — | plan? late |
| Feb 25, 2016 AForm 4 → | Feb 29, 4:28 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 5,000 | — | — | 5,000 | — | plan? |
| Dec 30, 2015 GForm 5 → | Feb 12, 2016, 7:14 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 500 | — | — | 16,190 | — | plan? |
| Nov 16, 2015 SForm 4 → | Nov 18, 3:48 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 5,900 | $765.31 | $4,515,302 | 24,905 | −19.2% | plan? |
| Nov 3, 2015 SForm 4 → | Nov 5, 4:56 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 600 | $777.82 | $466,695 | 30,805 | −1.91% | plan? |
| Feb 23, 2015 GForm 4 → | Nov 5, 4:56 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 3,916 | — | — | 31,405 | — | plan? late |
| Apr 1, 2014 GForm 5 → | Jan 23, 2015, 4:50 pm EST | WHITE MOUNTAINS INSURANCE GROUP LTDWTM | 5,992 | — | — | 22,396 | — | plan? |