Skyward Specialty Insurance Group, Inc.

By person

23 insiders · 100 transactions

9.4×

Andrew Robinson holds 9.4 times base salary in stock. $9.23M of shares against $975.00K in salary for 2025.

Salary from the company's own proxy. The shares are what Andrew Robinson last reported holding, valued at $51.32, the price Common Stock was last bought or sold at on the open market here, on 12 Jun 2026.

Insider

Role

Bought

Sold

Net

Holding

Of company

Worth

Change

WESTAIM Corp entity

10% owner

—

$386.20M (3)

−$386.20M

1,919,639

4.32%

$98.52M

—

Hays James Charles

Director

—

$11.78M (5)

−$11.78M

845,169

1.90%

$43.38M

—

Robinson Andrew S

Chairman & CEO, Skyward Group

$1.03M (2)

$10.97M (23) scheduled

−$9.93M

179,894

0.4052%

$9.23M

+20.3%

HAUSHILL MARK W

CFO - Skyward Group

—

$8.73M (10)

−$8.73M

139,466

0.3141%

$7.16M

−7.4%

Hill Kirby

Chairman, Captives & Programs

—

$1.31M (6)

−$1.31M

8,249

0.0186%

$423.37K

−19.6%

Schmitt Thomas N

CPO, Skyward Group

—

$1.11M (8) scheduled

−$1.11M

10,353

0.0233%

$531.35K

+86.5%

Kapadia Sandip A

Head of Actuarial

—

$851.22K (10) scheduled

−$851.22K

18,353

0.0413%

$941.94K

+54.0%

Duffy Sean W

EVP & Chief Claims Officer

—

$548.83K (4) scheduled

−$548.83K

20,097

0.0453%

$1.03M

+366.8%

Kuczinski Anthony J

Director

$373.22K (8)

—

+$373.22K

15,977

0.0360%

$820.00K

+1,151%

Bodnar Dan PK

Chief Information Officer

—

$326.92K (4) scheduled

−$326.92K

28,147

0.0634%

$1.44M

+244.2%

Burkhart John A III

President, US P&C

—

$314.60K (3) scheduled

−$314.60K

37,736

0.0850%

$1.94M

+460.0%

Peirce Christopher Locke

Director

$151.36K (1)

—

+$151.36K

3,200

0.0072%

$164.24K

—

Shaunty Leslie

GENERAL COUNSEL & SECRETARY

—

$150.54K (4) scheduled

−$150.54K

26,104

0.0588%

$1.34M

+53.9%

Ashe Gena L

Director

—

$84.91K (4)

−$84.91K

4,570

0.0103%

$234.55K

—

Terry Katharine

Director

—

$60.95K (1)

−$60.95K

6,780

0.0153%

$347.97K

—

Clark Chase M

Chief Underwriting Officer

—

$55.31K (2) scheduled

−$55.31K

3,279

0.0074%

$168.29K

—

McHarg Taryn Leonie

CFO - Apollo

$9.32K (2)

—

+$9.32K

7,864

0.0177%

$403.61K

—

Ibeson David Christopher Ben

CEO - Apollo

—

346,575

0.7806%

$17.79M

—

Slaughter James Richard

CUO - Apollo

—

68,199

0.1536%

$3.50M

—

Creager Robert E.

Director

—

54,830

0.1235%

$2.81M

+63.2%

Dall Marcia A

Director

—

8,433

0.0190%

$432.81K

—

Morrissey Michael J.

Director

—

3,519

0.0079%

$180.61K

—

Westaim HIIG Limited Partnership entity

10% owner

—

0.0000%

$0.00

−100.0%

Individual transactions

Insider

Date

Role

Action

Price

Amount

Schmitt Thomas N

12 Jun 2026

CPO, Skyward Group

Sell

8,397

$51.32

$430.96K

Hill Kirby

14 May 2025

Chairman, Captives & Programs

Sell

8,249

$60.87

$502.13K

Robinson Andrew S

8 May 2025

CHAIRMAN & CEO

Sell

13,786

$59.23

$816.57K

HAUSHILL MARK W

8 May 2025

EVP & CFO

Sell

3,447

$59.23

$204.17K

Ashe Gena L

6 Mar 2025

Director

Sell

1,000

$50.62

$50.62K

Hays James Charles

5 Dec 2024

Director

Sell indirect

27,950

$54.84

$1.53M

Hays James Charles

4 Dec 2024

Director

Sell indirect

50,000

$54.22

$2.71M

Hays James Charles

3 Dec 2024

Director

Sell indirect

25,000

$54.00

$1.35M

Hays James Charles

27 Nov 2024

Director

Sell indirect

33,539

$53.87

$1.81M

Hill Kirby

4 Nov 2024

PRESIDENT - INDUSTRY SOLUTIONS

Sell

3,600

$43.07

$155.05K

Terry Katharine

9 Aug 2024

Director

Sell

1,653

$36.87

$60.95K

Robinson Andrew S

10 May 2024

CHAIRMAN & CEO

Sell

23,533

$37.21

$875.66K

HAUSHILL MARK W

10 May 2024

EVP & CFO

Sell

3,244

$37.18

$120.61K

Hill Kirby

10 May 2024

PRESIDENT - INDUSTRY SOLUTIONS

Sell

8,500

$37.02

$314.67K

WESTAIM Corp

9 May 2024

10% owner

Sell

5,060,000

$36.50

$184.69M

HAUSHILL MARK W

28 Feb 2024

EVP & CFO

Sell

20,000

$36.40

$728.00K

HAUSHILL MARK W

27 Feb 2024

EVP & CFO

Sell

45,000

$35.80

$1.61M

HAUSHILL MARK W

26 Feb 2024

EVP & CFO

Sell

25,000

$35.58

$889.50K

HAUSHILL MARK W

23 Feb 2024

EVP & CFO

Sell

35,000

$35.96

$1.26M

WESTAIM Corp

20 Nov 2023

10% owner

Sell

3,600,000

$30.50

$109.80M

Hays James Charles

12 Jun 2023

Director

Sell indirect

200,000

$21.91

$4.38M

WESTAIM Corp

12 Jun 2023

10% owner

Sell

3,987,500

$23.00

$91.71M

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Skyward Specialty Insurance Group, Inc.

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