WHITE MOUNTAINS INSURANCE GROUP

Trade WTM
Ticker
Trade Date
Filing Date
Name
Title
Code
Security
Amount
Price
Value
Trans.
10b5-1
Director
10% Owner
Mcap/AUM
2025-05-22
2025-05-27
SHANK SUZANNE
A - Grant
Common Shares
150
$0.00
1
$4.67B
2025-05-22
2025-05-23
GELSTON PHILIP
A - Grant
Common Shares
150
$0.00
1
$4.67B
2025-05-22
2025-05-23
HICKS WESTON
A - Grant
Common Shares
210
$0.00
1
$4.67B
2025-05-22
2025-05-23
DILLON MARGARET
A - Grant
Common Shares
150
$0.00
1
$4.67B
2025-05-22
2025-05-23
TANNER DAVID ALLEN
A - Grant
Common Shares
150
$0.00
1
$4.67B
2025-05-22
2025-05-23
YI STEVEN
A - Grant
Common Shares
150
$0.00
1
$4.67B
2025-05-22
2025-05-23
CHOKSI MARY
A - Grant
Common Shares
150
$0.00
1
$4.67B
2025-05-22
2025-05-23
CAMPBELL REID TARLTON
A - Grant
Common Shares
150
$0.00
1
$4.67B
2025-05-22
2025-05-23
CARLSON PETER
A - Grant
Common Shares
150
$0.00
1
$4.67B
2025-02-26
2025-02-28
ROUNTREE GEORGE MANNING
Chief Executive Officer
A - Grant
Common Shares (restricted)
1,625
$0.00
1
$4.67B
2025-02-26
2025-02-28
CAFFREY LIAM
EVP& Chief Financial Officer
A - Grant
Common Shares (restricted)
1,025
$0.00
1
$4.67B
2025-02-26
2025-02-28
HARRISON GILES
EVP & Chief Strategy Officer
A - Grant
Common Shares (restricted)
900
$0.00
1
$4.67B
2025-02-26
2025-02-28
HILDRETH MICHAELA
MD & Chief Accounting Officer
A - Grant
Common Shares (Restricted)
625
$0.00
1
$4.67B
2025-02-26
2025-02-28
SEELIG ROBERT LAWRENCE
EVP & General Counsel
A - Grant
Common Shares (restricted)
825
$0.00
1
$4.67B
2025-01-01
2025-01-03
CAFFREY LIAM
President & CFO
F - Tax
Common Shares
-420
$1,945.00
-817K
1
$4.67B
2025-01-01
2025-01-03
HILDRETH MICHAELA
MD & Chief Accounting Officer
F - Tax
Common Shares
-323
$1,945.00
-628K
1
$4.67B
2025-01-01
2025-01-03
ROUNTREE GEORGE MANNING
Chief Executive Officer
F - Tax
Common Shares
-1,067
$1,945.00
-2.08M
1
$4.67B
2025-01-01
2025-01-03
SEELIG ROBERT LAWRENCE
EVP & General Counsel
F - Tax
Common Shares
-496
$1,945.00
-965K
1
$4.67B
2025-01-01
2025-01-03
CAFFREY LIAM
President & CFO
F - Tax
Common Shares
-420
$1,945.00
-817K
1
$4.67B
2025-01-01
2025-01-03
HILDRETH MICHAELA
MD & Chief Accounting Officer
F - Tax
Common Shares
-323
$1,945.00
-628K
1
$4.67B
2025-01-01
2025-01-03
ROUNTREE GEORGE MANNING
Chief Executive Officer
F - Tax
Common Shares
-1,067
$1,945.00
-2.08M
1
$4.67B
2025-01-01
2025-01-03
SEELIG ROBERT LAWRENCE
EVP & General Counsel
F - Tax
Common Shares
-496
$1,945.00
-965K
1
$4.67B
2024-11-29
2024-12-02
HILDRETH MICHAELA
MD & Chief Accounting Officer
G - Gift
Common Shares
-75
$0.00
1
$4.67B
2024-06-10
2024-06-10
HARRISON GILES
EVP & Chief Strategy Officer
A - Grant
Common Shares (restricted)
1,000
$0.00
1
$4.67B
2024-05-23
2024-05-24
SHANK SUZANNE
A - Grant
Common Shares
165
$0.00
1
$4.67B
2024-05-23
2024-05-24
CAMPBELL REID TARLTON
A - Grant
Common Shares
165
$0.00
1
$4.67B
2024-05-23
2024-05-24
CARLSON PETER
A - Grant
Common Shares
165
$0.00
1
$4.67B
2024-05-23
2024-05-24
CHOKSI MARY
A - Grant
Common Shares
165
$0.00
1
$4.67B
2024-05-23
2024-05-24
DILLON MARGARET
A - Grant
Common Shares
165
$0.00
1
$4.67B
2024-05-23
2024-05-24
GELSTON PHILIP
A - Grant
Common Shares
165
$0.00
1
$4.67B
2024-05-23
2024-05-24
HICKS WESTON
A - Grant
Common Shares
230
$0.00
1
$4.67B
2024-05-23
2024-05-24
TANNER DAVID ALLEN
A - Grant
Common Shares
165
$0.00
1
$4.67B
2024-05-23
2024-05-24
YI STEVEN
A - Grant
Common Shares
165
$0.00
1
$4.67B
2024-03-21
2024-03-21
CAMPBELL REID TARLTON
G - Gift
Common Shares
-55
$0.00
1
$4.67B
2024-02-22
2024-02-23
CAFFREY LIAM
EVP& Chief Financial Officer
A - Grant
Common Shares (restricted)
1,125
$0.00
1
$4.67B
2024-02-22
2024-02-23
CAMPBELL REID TARLTON
A - Grant
Common Shares
45
$0.00
1
$4.67B
2024-02-22
2024-02-23
HILDRETH MICHAELA
MD & Chief Accounting Officer
A - Grant
Common Shares (Restricted)
600
$0.00
1
$4.67B
2024-02-22
2024-02-23
ROUNTREE GEORGE MANNING
Chief Executive Officer
A - Grant
Common Shares (restricted)
1,800
$0.00
1
$4.67B
2024-02-22
2024-02-23
SEELIG ROBERT LAWRENCE
EVP & General Counsel
A - Grant
Common Shares (restricted)
900
$0.00
1
$4.67B
2024-01-01
2024-01-02
CAMPBELL REID TARLTON
President
F - Tax
Common Shares
-710
$1,505.00
-1.07M
1
$4.67B
2024-01-01
2024-01-02
HILDRETH MICHAELA
MD & Chief Accounting Officer
F - Tax
Common Shares
-261
$1,505.00
-393K
1
$4.67B
2024-01-01
2024-01-02
ROUNTREE GEORGE MANNING
Chief Executive Officer
F - Tax
Common Shares
-1,068
$1,505.00
-1.61M
1
$4.67B
2024-01-01
2024-01-02
SEELIG ROBERT LAWRENCE
EVP & General Counsel
F - Tax
Common Shares
-399
$1,505.00
-600K
1
$4.67B
2023-12-01
2023-12-01
HILDRETH MICHAELA
MD & Chief Accounting Officer
G - Gift
Common Shares
-100
$0.00
1
$4.67B
2023-11-17
2023-11-21
HICKS WESTON
P - Purchase
Common Shares
1,000
$1,481.00
1.48M
5
$4.67B
2023-11-17
2023-11-20
HICKS WESTON
P - Purchase
Common Shares
1,000
$1,481.00
1.48M
5
$4.67B
2023-11-17
2023-11-20
HICKS WESTON
P - Purchase
Common Shares
1,000
$1,481.00
1.48M
5
$4.67B
2023-05-25
2023-05-30
CARLSON PETER
A - Grant
Common Shares
180
$0.00
1
$4.67B
2023-05-25
2023-05-26
CHOKSI MARY
A - Grant
Common Shares
180
$0.00
1
$4.67B
2023-05-25
2023-05-26
DILLON MARGARET
A - Grant
Common Shares
180
$0.00
1
$4.67B
2023-05-25
2023-05-26
GELSTON PHILIP
A - Grant
Common Shares
180
$0.00
1
$4.67B
2023-05-25
2023-05-26
HICKS WESTON
A - Grant
Common Shares
250
$0.00
1
$4.67B
2023-05-25
2023-05-26
SHANK SUZANNE
A - Grant
Common Shares
180
$0.00
1
$4.67B
2023-05-25
2023-05-26
TANNER DAVID ALLEN
A - Grant
Common Shares
180
$0.00
1
$4.67B
2023-05-25
2023-05-26
YI STEVEN
A - Grant
Common Shares
180
$0.00
1
$4.67B
2023-02-22
2023-02-24
ROUNTREE GEORGE MANNING
Chief Executive Officer
A - Grant
Common Shares (restricted)
2,000
$0.00
1
$4.67B
2023-02-22
2023-02-24
SEELIG ROBERT LAWRENCE
EVP & General Counsel
A - Grant
Common Shares (restricted)
1,000
$0.00
1
$4.67B
2023-02-22
2023-02-24
CAFFREY LIAM
EVP& Chief Financial Officer
A - Grant
Common Shares (restricted)
1,250
$0.00
1
$4.67B
2023-02-22
2023-02-24
HILDRETH MICHAELA
MD & Chief Accounting Officer
A - Grant
Common Shares (Restricted)
600
$0.00
1
$4.67B
2023-02-22
2023-02-23
HICKS WESTON
A - Grant
Common Shares
56
$0.00
1
$4.67B
2023-01-01
2023-01-03
ROUNTREE GEORGE MANNING
Chief Executive Officer
F - Tax
Common Shares
-1,068
$1,414.00
-1.51M
1
$4.67B
2023-01-01
2023-01-03
CAMPBELL REID TARLTON
President
F - Tax
Common Shares
-710
$1,414.00
-1.00M
1
$4.67B
2023-01-01
2023-01-03
HILDRETH MICHAELA
MD & Chief Accounting Officer
F - Tax
Common Shares
-176
$1,414.00
-249K
1
$4.67B
2023-01-01
2023-01-03
SEELIG ROBERT LAWRENCE
EVP & General Counsel
F - Tax
Common Shares
-359
$1,414.00
-508K
1
$4.67B
2022-12-28
2022-12-29
DAVIS MORGAN
G - Gift
Common Shares
-200
$0.00
1
$4.67B
2022-12-28
2022-12-29
HILDRETH MICHAELA
MD & Chief Accounting Officer
G - Gift
Common Shares
-53
$0.00
1
$4.67B
2022-12-22
2022-12-27
HILDRETH MICHAELA
MD & Chief Accounting Officer
S - Sale
Common Shares
-100
$1,372.00
-137K
1
$4.67B
2022-09-20
2022-09-22
DAVIS MORGAN
S - Sale
Common Shares
-945
$1,400.00
-1.32M
1
$4.67B
2022-09-20
2022-09-22
CARLSON PETER
S - Sale
Common Shares
-200
$1,400.00
-280K
1
$4.67B
2022-06-01
2022-06-02
CAMPBELL REID TARLTON
President
G - Gift
Common Shares
-100
$0.00
1
$4.67B
2022-05-31
2022-06-01
HILDRETH MICHAELA
MD & Chief Accounting Officer
S - Sale
Common Shares
-100
$1,271.00
-127K
1
$4.67B
2022-05-26
2022-05-27
TANNER DAVID ALLEN
A - Grant
Common Shares
225
$0.00
1
$4.67B
2022-05-26
2022-05-27
CARLSON PETER
A - Grant
Common Shares
225
$0.00
1
$4.67B
2022-05-26
2022-05-27
CHOKSI MARY
A - Grant
Common Shares
225
$0.00
1
$4.67B
2022-05-26
2022-05-27
DAVIS MORGAN
A - Grant
Common Shares
315
$0.00
1
$4.67B
2022-05-26
2022-05-27
DILLON MARGARET
A - Grant
Common Shares
225
$0.00
1
$4.67B
2022-05-26
2022-05-27
GELSTON PHILIP
A - Grant
Common Shares
225
$0.00
1
$4.67B
2022-05-26
2022-05-27
SHANK SUZANNE
A - Grant
Common Shares
225
$0.00
1
$4.67B
2022-05-16
2022-05-17
SEELIG ROBERT LAWRENCE
EVP & General Counsel
G - Gift
Common Shares
-25
$0.00
1
$4.67B
2022-02-25
2022-02-28
HILDRETH MICHAELA
MD & Chief Accounting Officer
A - Grant
Common Shares (Restricted)
750
$0.00
1
$4.67B
2022-02-25
2022-02-28
ROUNTREE GEORGE MANNING
Chief Executive Officer
A - Grant
Common Shares (restricted)
2,700
$0.00
1
$4.67B
2022-02-25
2022-02-28
SEELIG ROBERT LAWRENCE
EVP & General Counsel
A - Grant
Common Shares
750
$0.00
1
$4.67B
2022-02-25
2022-02-28
SEELIG ROBERT LAWRENCE
EVP & General Counsel
A - Grant
Common Shares (restricted)
1,250
$0.00
1
$4.67B
2022-01-01
2022-01-04
CAMPBELL REID TARLTON
EVP & Chief Financial Officer
F - Tax
Common Shares
-800
$1,014.00
-811K
1
$4.67B
2022-01-01
2022-01-04
HILDRETH MICHAELA
Chief Accounting Officer
F - Tax
Common Shares
-178
$1,014.00
-180K
1
$4.67B
2022-01-01
2022-01-04
ROUNTREE GEORGE MANNING
Chief Executive Officer
F - Tax
Common Shares
-1,187
$1,014.00
-1.20M
1
$4.67B
2021-12-08
2021-12-10
DAVIS MORGAN
G - Gift
Common Shares
-150
$0.00
1
$4.67B
2021-10-10
2021-10-12
SHANK SUZANNE
A - Grant
Common Shares
151
$0.00
1
$4.67B
2021-06-18
2021-06-21
HILDRETH MICHAELA
Chief Accounting Officer
G - Gift
Common Shares
-65
$0.00
1
$4.67B
2021-06-07
2021-06-08
SEELIG ROBERT LAWRENCE
EVP & General Counsel
G - Gift
Common Shares
-41
$0.00
1
$4.67B
2021-05-27
2021-05-28
GELSTON PHILIP
A - Grant
Common Shares
225
$0.00
1
$4.67B
2021-05-27
2021-05-28
CARLSON PETER
A - Grant
Common Shares
225
$0.00
1
$4.67B
2021-05-27
2021-05-28
CHOKSI MARY
A - Grant
Common Shares
225
$0.00
1
$4.67B
2021-05-27
2021-05-28
DAVIS MORGAN
A - Grant
Common Shares
315
$0.00
1
$4.67B
2021-05-27
2021-05-28
DILLON MARGARET
A - Grant
Common Shares
225
$0.00
1
$4.67B
2021-05-27
2021-05-28
TANNER DAVID ALLEN
A - Grant
Common Shares
225
$0.00
1
$4.67B
2021-03-17
2021-03-18
SEELIG ROBERT LAWRENCE
EVP & General Counsel
G - Gift
Common Shares
-45
$0.00
1
$4.67B
2021-02-25
2021-02-26
ROUNTREE GEORGE MANNING
Chief Executive Officer
A - Grant
Common Shares (restricted)
2,700
$0.00
1
$4.67B
2021-02-25
2021-02-26
CAMPBELL REID TARLTON
EVP & Chief Financial Officer
A - Grant
Common Shares (Restricted)
1,800
$0.00
1
$4.67B
2021-02-25
2021-02-26
SEELIG ROBERT LAWRENCE
EVP & General Counsel
A - Grant
Common Shares (restricted)
1,000
$0.00
1
$4.67B
2021-02-09
2021-02-11
DAVIS MORGAN
S - Sale
Common Shares
-1,500
$1,133.00
-1.70M
2
$4.67B
2021-01-01
2021-01-04
PALMER JESS BRIAN
Chief Accounting Officer
F - Tax
Common Shares
-229
$1,001.00
-229K
1
$4.67B
2021-01-01
2021-01-04
CAMPBELL REID TARLTON
EVP & Chief Financial Officer
F - Tax
Common Shares
-930
$1,001.00
-931K
1
$4.67B
2021-01-01
2021-01-04
ROUNTREE GEORGE MANNING
Chief Executive Officer
F - Tax
Common Shares
-1,187
$1,001.00
-1.19M
1
$4.67B
2021-01-01
2021-01-04
SEELIG ROBERT LAWRENCE
EVP & General Counsel
F - Tax
Common Shares
-715
$1,001.00
-716K
1
$4.67B
2020-12-01
2020-12-14
PALMER JESS BRIAN
Chief Accounting Officer
G - Gift
Common Shares
-31
$0.00
1
$4.67B
2020-12-09
2020-12-10
DAVIS MORGAN
G - Gift
Common Shares
-100
$0.00
1
$4.67B
2020-12-08
2020-12-10
CAMPBELL REID TARLTON
EVP & Chief Financial Officer
G - Gift
Common Shares
-30
$0.00
1
$4.67B
2020-05-21
2020-05-22
DAVIS MORGAN
A - Grant
Common Shares
315
$0.00
1
$4.67B
2020-05-21
2020-05-22
CARLSON PETER
A - Grant
Common Shares
225
$0.00
1
$4.67B
2020-05-21
2020-05-22
CHOKSI MARY
A - Grant
Common Shares
225
$0.00
1
$4.67B
2020-05-21
2020-05-22
GELSTON PHILIP
A - Grant
Common Shares
225
$0.00
1
$4.67B
2020-05-21
2020-05-22
HOLIDAY EDITH
A - Grant
Common Shares
225
$0.00
1
$4.67B
2020-05-21
2020-05-22
TANNER DAVID ALLEN
A - Grant
Common Shares
225
$0.00
1
$4.67B
2020-03-24
2020-03-25
DAVIS MORGAN
P - Purchase
Common Shares
1,050
$758.00
796K
3
$4.67B
2020-02-27
2020-03-02
BAZOS FRANK
EVP and Head of M&A
A - Grant
Common Shares
1,700
$0.00
1
$4.67B
2020-02-27
2020-03-02
CAMPBELL REID TARLTON
EVP & Chief Financial Officer
A - Grant
Common Shares (Restricted)
1,800
$0.00
1
$4.67B
2020-02-27
2020-03-02
PALMER JESS BRIAN
Chief Accounting Officer
A - Grant
Common Shares (restricted)
450
$0.00
1
$4.67B
2020-02-27
2020-03-02
ROUNTREE GEORGE MANNING
Chief Executive Officer
A - Grant
Common Shares (restricted)
2,700
$0.00
1
$4.67B
2020-02-27
2020-03-02
SEELIG ROBERT LAWRENCE
EVP & General Counsel
A - Grant
Common Shares (restricted)
900
$0.00
1
$4.67B
2020-01-01
2020-01-02
CAMPBELL REID TARLTON
EVP & Chief Financial Officer
F - Tax
Common Shares
-1,045
$1,116.00
-1.17M
1
$4.67B
2020-01-01
2020-01-02
PALMER JESS BRIAN
Chief Accounting Officer
F - Tax
Common Shares
-254
$1,116.00
-283K
1
$4.67B
2020-01-01
2020-01-02
ROUNTREE GEORGE MANNING
Chief Executive Officer
F - Tax
Common Shares
-1,186
$1,116.00
-1.32M
1
$4.67B
2020-01-01
2020-01-02
SEELIG ROBERT LAWRENCE
EVP & General Counsel
F - Tax
Common Shares
-793
$1,116.00
-885K
1
$4.67B
2019-12-17
2019-12-20
DAVIS MORGAN
G - Gift
Common Shares
-1,350
$0.00
1
$4.67B