Skyward Specialty Insurance Group Inc. (SKWD) - Insider Trading & Ownership

Real time insider trading transaction history:

  • Insiders are prohibited from making short-swing profits by trading their shares within 6 months of the registration or acquiring the shares.
  • Shares are not adjusted for stock split.
"Insiders might sell their shares for any number of reasons, but they buy them for only one: they think the price will rise"
- Peter Lynch
What is insider trading>>
Time period
Insider Trading Transactions for Skyward Specialty Insurance Group Inc.
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Common stock purchase or sale:
Transaction
Date
Reported
DateTime
CompanySymbolInsider
Relationship
Shares
Traded
Average
Price
Total
Amount
Shares
Owned
Filing
2026-02-27
Purchase
2026-03-04
1:59 pm
Skyward Specialty Insurance Group Inc.SKWDKuczinski Anthony J
Director
5,000$47.89$239,46512,180
(Direct)
View
2026-02-27
Purchase
2026-03-03
1:09 pm
Skyward Specialty Insurance Group Inc.SKWDMcHarg Taryn Leonie
CFO - Apollo
200$46.6$9,3207,864
(Indirect
Direct)
View
2026-03-02
Purchase
2026-03-03
10:19 am
Skyward Specialty Insurance Group Inc.SKWDPeirce Christopher Locke
Director
3,200$47.3$151,3603,200
(Direct)
View
2026-02-27
Purchase
2026-02-27
4:56 pm
Skyward Specialty Insurance Group Inc.SKWDRobinson Andrew S
Chairman & CEO, Skyward Group
22,100$46.76$1,033,370167,674
(Direct)
View
2026-02-09
Sale
2026-02-10
4:05 pm
Skyward Specialty Insurance Group Inc.SKWDSchmitt Thomas N
CPO, Skyward Group
2,616$43.49$113,77414,747
(Direct)
View

Stock options: Exercise, Award, Grant, Conversion
Transaction
Date
Reported
DateTime
Exercisable
Expiration
CompanySymnbolInsider
Relationship
Shares
Traded
Conversion
Price
Shares
Owned
Filing
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDMcHarg Taryn Leonie
CFO - Apollo
37,854$045,618
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSlaughter James Richard
CUO - Apollo
108,154$0176,353
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDIbeson David Christopher Ben
CEO - Apollo
21,630$0368,205
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDKhan Shakoor
Corp. Dev. Officer
8,109$08,803
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDRYAN PATRICIA A.
Chief Legal Officer
15,141$015,141
(Direct)
View
2026-02-25
Exercise
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDKapadia Sandip A
Head of Actuarial
4,363$027,135
(Direct)
View
2026-02-26
Tax Withholding
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDKapadia Sandip A
Head of Actuarial
847$45.8927,135
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDKapadia Sandip A
Head of Actuarial
10,094$027,135
(Direct)
View
2026-02-25
Exercise
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBodnar Dan PK
Chief Information Officer
4,363$033,313
(Direct)
View
2026-02-26
Tax Withholding
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBodnar Dan PK
Chief Information Officer
876$45.8933,313
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBodnar Dan PK
Chief Information Officer
6,848$033,313
(Direct)
View
2026-02-25
Exercise
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSchmitt Thomas N
CPO, Skyward Group
5,454$020,849
(Direct)
View
2026-02-26
Tax Withholding
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSchmitt Thomas N
CPO, Skyward Group
1,153$45.8920,849
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSchmitt Thomas N
CPO, Skyward Group
4,326$020,849
(Direct)
View
2026-02-25
Exercise
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDDuffy Sean W
EVP & Chief Claims Officer
6,179$025,173
(Direct)
View
2026-02-26
Tax Withholding
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDDuffy Sean W
EVP & Chief Claims Officer
1,391$45.8925,173
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDDuffy Sean W
EVP & Chief Claims Officer
7,210$025,173
(Direct)
View
2026-02-25
Exercise
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDHAUSHILL MARK W
EVP & CFO, Skyward Group
8,179$0149,390
(Direct)
View
2026-02-26
Tax Withholding
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDHAUSHILL MARK W
EVP & CFO, Skyward Group
1,436$45.89149,390
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDHAUSHILL MARK W
EVP & CFO, Skyward Group
12,978$0149,390
(Direct)
View
2026-02-25
Exercise
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBurkhart John A III
President, US P&C
7,817$056,447
(Direct)
View
2026-02-26
Tax Withholding
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBurkhart John A III
President, US P&C
1,652$45.8956,447
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBurkhart John A III
President, US P&C
21,630$056,447
(Direct)
View
2026-02-25
Exercise
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDRobinson Andrew S
Chairman & CEO, Skyward Group
32,726$0232,097
(Direct)
View
2026-02-26
Tax Withholding
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDRobinson Andrew S
Chairman & CEO, Skyward Group
6,916$45.89232,097
(Direct)
View
2026-02-25
Option Award
2026-02-27
4:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDRobinson Andrew S
Chairman & CEO, Skyward Group
86,523$0232,097
(Direct)
View
2026-01-12
Exercise
2026-01-14
5:09 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSchmitt Thomas N
CPO, Skyward Group
10,000$022,363
(Direct)
View
2026-01-12
Tax Withholding
2026-01-14
5:09 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSchmitt Thomas N
CPO, Skyward Group
4,117$46.122,363
(Direct)
View
2026-01-12
Exercise
2026-01-14
5:08 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDDuffy Sean W
EVP & Chief Claims Officer
10,000$021,036
(Direct)
View
2026-01-12
Tax Withholding
2026-01-14
5:08 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDDuffy Sean W
EVP & Chief Claims Officer
4,371$46.121,036
(Direct)
View
2026-01-12
Exercise
2026-01-14
5:07 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDKapadia Sandip A
Head of Actuarial
10,000$020,545
(Direct)
View
2026-01-12
Tax Withholding
2026-01-14
5:07 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDKapadia Sandip A
Head of Actuarial
3,793$46.120,545
(Direct)
View
2026-01-12
Exercise
2026-01-14
5:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBurkhart John A III
President, US P&C, Skyward Grp
13,330$038,936
(Direct)
View
2026-01-12
Tax Withholding
2026-01-14
5:05 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBurkhart John A III
President, US P&C, Skyward Grp
5,421$46.138,936
(Direct)
View
2026-01-12
Exercise
2026-01-14
5:03 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDRobinson Andrew S
Chairman & CEO, Skyward Group
100,000$0184,915
(Direct)
View
2026-01-12
Tax Withholding
2026-01-14
5:03 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDRobinson Andrew S
Chairman & CEO, Skyward Group
39,532$46.1184,915
(Direct)
View
2026-01-12
Exercise
2026-01-14
5:00 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBodnar Dan PK
Chief Information Officer
10,000$029,998
(Direct)
View
2026-01-12
Tax Withholding
2026-01-14
5:00 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBodnar Dan PK
Chief Information Officer
3,917$46.129,998
(Direct)
View
2026-01-12
Exercise
2026-01-14
4:58 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDHAUSHILL MARK W
EVP & CFO, Skyward Group
13,330$0140,121
(Direct)
View
2026-01-12
Tax Withholding
2026-01-14
4:58 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDHAUSHILL MARK W
EVP & CFO, Skyward Group
5,420$46.1140,121
(Direct)
View
2026-01-01
Exercise
2026-01-05
4:40 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSchmitt Thomas N
CPO, Skyward Group
2,525$011,480
(Direct)
View
2026-01-01
Tax Withholding
2026-01-05
4:40 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSchmitt Thomas N
CPO, Skyward Group
1,004$51.1111,480
(Direct)
View
2026-01-01
Exercise
2026-01-05
4:39 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDDuffy Sean W
EVP & CHIEF CLAIMS OFFICER
2,861$010,407
(Direct)
View
2026-01-01
Tax Withholding
2026-01-05
4:39 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDDuffy Sean W
EVP & CHIEF CLAIMS OFFICER
1,267$51.1110,407
(Direct)
View
2026-01-01
Exercise
2026-01-05
4:38 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBodnar Dan PK
CHIEF INFORMATION OFFICER
2,020$018,915
(Direct)
View
2026-01-01
Tax Withholding
2026-01-05
4:38 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBodnar Dan PK
CHIEF INFORMATION OFFICER
765$51.1118,915
(Direct)
View
2026-01-01
Exercise
2026-01-05
4:37 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDKapadia Sandip A
Head of Actuarial
2,020$09,338
(Direct)
View
2026-01-01
Tax Withholding
2026-01-05
4:37 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDKapadia Sandip A
Head of Actuarial
741$51.119,338
(Direct)
View
2026-01-01
Exercise
2026-01-05
4:36 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDHAUSHILL MARK W
EVP & CFO, Skyward Group
3,787$0125,546
(Direct)
View
2026-01-01
Tax Withholding
2026-01-05
4:36 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDHAUSHILL MARK W
EVP & CFO, Skyward Group
1,501$51.11125,546
(Direct)
View
2026-01-01
Exercise
2026-01-05
4:35 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDRobinson Andrew S
Chairman & CEO, Skyward Group
15,151$074,447
(Direct)
View
2026-01-01
Tax Withholding
2026-01-05
4:35 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDRobinson Andrew S
Chairman & CEO, Skyward Group
5,973$51.1174,447
(Direct)
View
2026-01-01
Exercise
2026-01-05
4:34 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBurkhart John A III
President, US P&C, Skyward Grp
3,619$024,362
(Direct)
View
2026-01-01
Tax Withholding
2026-01-05
4:34 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDBurkhart John A III
President, US P&C, Skyward Grp
1,435$51.1124,362
(Direct)
View
2026-01-01
Option Award
2026-01-05
4:32 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDMcHarg Taryn Leonie
CFO - Apollo
7,764$507,764
(Direct)
View
2026-01-01
Option Award
2026-01-05
4:30 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDHays James Charles
Director
143,664$502,819,223
(Direct)
View
2026-01-01
Option Award
2026-01-05
4:29 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDSlaughter James Richard
CUO - Apollo
68,199$5068,199
(Direct)
View
2026-01-01
Option Award
2026-01-05
4:27 pm
N/A
N/A
Skyward Specialty Insurance Group Inc.SKWDIbeson David Christopher Ben
CEO - Apollo
346,575$50346,575
(Direct)
View
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