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Skyward Specialty Insurance Group, Inc.

SKWD Net selling
CIK 0001519449 #1955 in the set updated 17 Sep 2026
Bought (120 mo)
$1.57M
out of their own pocket, the only kind of buying there is
Sold (120 mo)
$422.50M
$13.97M on a plan · $2.53M straight out of an exercise
Sold at will
$406.00M
22 of 87 sales
Net
−$420.94M
−$404.44M against sales at will

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
0.0000%
$0.00
−100.0%

Individual transactions

100
Insider
Date
Role
Action
Shares
Price
Amount
Schmitt Thomas N
12 Jun 2026
CPO, Skyward Group
Sell
8,397
$51.32
$430.96K
Kuczinski Anthony J
21 May 2026
Director
Buy
1,000
$47.20
$47.20K
Kuczinski Anthony J
21 May 2026
Director
Buy
800
$47.00
$37.60K
Kuczinski Anthony J
21 May 2026
Director
Buy
200
$47.00
$9.40K
Ashe Gena L
11 May 2026
Director
Sold after exercise
500
$46.35
$23.18K
Ashe Gena L
11 May 2026
Director
Sold after exercise
140
$46.35
$6.49K
Ashe Gena L
11 May 2026
Director
Sold after exercise
100
$46.35
$4.64K
Kuczinski Anthony J
3 Mar 2026
Director
Buy
1,000
$48.13
$48.13K
Peirce Christopher Locke
2 Mar 2026
Director
Buy
3,200
$47.30
$151.36K
Kuczinski Anthony J
2 Mar 2026
Director
Buy
2,000
$48.79
$97.58K
Robinson Andrew S
27 Feb 2026
Chairman & CEO, Skyward Group
Buy
11,279
$46.94
$529.44K
Robinson Andrew S
27 Feb 2026
Chairman & CEO, Skyward Group
Buy
10,821
$46.57
$503.93K
McHarg Taryn Leonie
27 Feb 2026
CFO - Apollo
Buy indirect
100
$46.49
$4.65K
McHarg Taryn Leonie
27 Feb 2026
CFO - Apollo
Buy indirect
100
$46.71
$4.67K
Kuczinski Anthony J
27 Feb 2026
Director
Buy
2,000
$46.88
$93.75K
Schmitt Thomas N
9 Feb 2026
CPO, Skyward Group
Sold on a plan
2,616
$43.49
$113.77K
Kapadia Sandip A
18 Dec 2025
Head of Actuarial
Sold on a plan
5,030
$50.01
$251.55K
Kapadia Sandip A
12 Dec 2025
Head of Actuarial
Sold on a plan
1,200
$50.01
$60.01K
Kapadia Sandip A
12 Dec 2025
Head of Actuarial
Sold on a plan
1,486
$50.03
$74.34K
Schmitt Thomas N
11 Dec 2025
CHIEF PEOPLE & ADMIN.OFFICER
Sold on a plan
88
$47.61
$4.19K
HAUSHILL MARK W
16 Jun 2025
EVP & CFO
Sold on a plan
10,566
$59.07
$624.11K
HAUSHILL MARK W
13 Jun 2025
EVP & CFO
Sold on a plan
52,748
$58.76
$3.10M
Robinson Andrew S
6 Jun 2025
CHAIRMAN & CEO
Sold on a plan
168
$63.58
$10.68K
Robinson Andrew S
6 Jun 2025
CHAIRMAN & CEO
Sold on a plan
36,103
$62.65
$2.26M
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
Duffy Sean W
17 Mar 2025
EVP & CHIEF CLAIMS OFFICER
Sold on a plan
5,625
$48.90
$275.06K
Ashe Gena L
6 Mar 2025
Director
Sell
1,000
$50.62
$50.62K
Bodnar Dan PK
6 Mar 2025
CHIEF INFORMATION OFFICER
Sold after exercise
1,928
$50.24
$96.86K
Bodnar Dan PK
6 Mar 2025
CHIEF INFORMATION OFFICER
Sold after exercise
1,131
$50.24
$56.82K
Burkhart John A III
6 Mar 2025
PRESIDENT - SPECIALTY LINES
Sold after exercise
2,570
$50.24
$129.12K
Burkhart John A III
6 Mar 2025
PRESIDENT - SPECIALTY LINES
Sold after exercise
2,262
$50.24
$113.64K
Duffy Sean W
6 Mar 2025
EVP & CHIEF CLAIMS OFFICER
Sold after exercise
2,008
$50.24
$100.88K
Duffy Sean W
6 Mar 2025
EVP & CHIEF CLAIMS OFFICER
Sold after exercise
2,002
$50.24
$100.58K
Robinson Andrew S
6 Mar 2025
CHAIRMAN & CEO
Sold after exercise
20,311
$50.24
$1.02M
HAUSHILL MARK W
6 Mar 2025
EVP & CFO
Sold after exercise
2,363
$50.24
$118.72K
Kapadia Sandip A
6 Mar 2025
EVP, CHIEF ACTUARY
Sold after exercise
1,866
$50.24
$93.75K
Kapadia Sandip A
6 Mar 2025
EVP, CHIEF ACTUARY
Sold after exercise
1,095
$50.24
$55.01K
Clark Chase M
6 Mar 2025
Chief Underwriting Officer
Sold after exercise
628
$50.24
$31.55K
Clark Chase M
6 Mar 2025
Chief Underwriting Officer
Sold after exercise
473
$50.24
$23.76K
Hill Kirby
6 Mar 2025
PRESIDENT - INDUSTRY SOLUTIONS
Sold after exercise
2,707
$50.24
$136.00K
Hill Kirby
6 Mar 2025
PRESIDENT - INDUSTRY SOLUTIONS
Sold after exercise
2,562
$50.24
$128.71K
Shaunty Leslie
6 Mar 2025
GENERAL COUNSEL & SECRETARY
Sold after exercise
1,412
$50.24
$70.94K
Shaunty Leslie
6 Mar 2025
GENERAL COUNSEL & SECRETARY
Sold after exercise
828
$50.24
$41.60K
Schmitt Thomas N
6 Mar 2025
CHIEF PEOPLE & ADMIN. OFFICER
Sold after exercise
1,928
$50.24
$96.86K
Schmitt Thomas N
6 Mar 2025
CHIEF PEOPLE & ADMIN. OFFICER
Sold after exercise
1,697
$50.24
$85.26K
Schmitt Thomas N
3 Mar 2025
CHIEF PEOPLE & ADMIN. OFFICER
Sold on a plan
6,300
$51.92
$327.10K
Robinson Andrew S
8 Jan 2025
CHAIRMAN & CEO
Sold on a plan
262
$45.53
$11.93K
Robinson Andrew S
7 Jan 2025
CHAIRMAN & CEO
Sold on a plan
1,294
$45.51
$58.89K
Robinson Andrew S
7 Jan 2025
CHAIRMAN & CEO
Sold on a plan
1,414
$45.13
$63.82K
Robinson Andrew S
7 Jan 2025
CHAIRMAN & CEO
Sold on a plan
4,538
$45.47
$206.34K
Robinson Andrew S
7 Jan 2025
CHAIRMAN & CEO
Sold on a plan
3,766
$45.07
$169.72K
Schmitt Thomas N
6 Jan 2025
CHIEF PEOPLE & ADMIN. OFFICER
Sold on a plan
546
$46.85
$25.58K
Shaunty Leslie
6 Jan 2025
GENERAL COUNSEL & SECRETARY
Sold on a plan
344
$47.07
$16.19K
Kapadia Sandip A
6 Jan 2025
EVP, CHIEF ACTUARY
Sold on a plan
464
$46.97
$21.79K
Kapadia Sandip A
6 Jan 2025
EVP, CHIEF ACTUARY
Sold on a plan
444
$46.99
$20.86K
Robinson Andrew S
6 Jan 2025
CHAIRMAN & CEO
Sold on a plan
47
$47.10
$2.21K
Robinson Andrew S
6 Jan 2025
CHAIRMAN & CEO
Sold on a plan
130
$47.11
$6.12K
Schmitt Thomas N
3 Jan 2025
CHIEF PEOPLE & ADMIN. OFFICER
Sold on a plan
637
$47.81
$30.45K
Shaunty Leslie
3 Jan 2025
GENERAL COUNSEL & SECRETARY
Sold on a plan
457
$47.73
$21.81K
Kapadia Sandip A
3 Jan 2025
EVP, CHIEF ACTUARY
Sold on a plan
678
$47.65
$32.31K
Kapadia Sandip A
3 Jan 2025
EVP, CHIEF ACTUARY
Sold on a plan
551
$47.82
$26.35K
Robinson Andrew S
3 Jan 2025
CHAIRMAN & CEO
Sold on a plan
3,695
$47.63
$175.97K
Robinson Andrew S
3 Jan 2025
CHAIRMAN & CEO
Sold on a plan
9,643
$47.83
$461.21K
Duffy Sean W
2 Jan 2025
EVP & CHIEF CLAIMS OFFICER
Sold on a plan
1,475
$49.02
$72.30K
Bodnar Dan PK
2 Jan 2025
CHIEF INFORMATION OFFICER
Sold on a plan
2,699
$49.92
$134.73K
Bodnar Dan PK
2 Jan 2025
CHIEF INFORMATION OFFICER
Sold on a plan
785
$49.05
$38.50K
Burkhart John A III
2 Jan 2025
PRESIDENT - SPECIALTY LINES
Sold on a plan
1,465
$49.04
$71.84K
HAUSHILL MARK W
2 Jan 2025
EVP & CFO
Sold on a plan
1,630
$49.06
$79.96K
Hill Kirby
2 Jan 2025
PRESIDENT - INDUSTRY SOLUTIONS
Sold on a plan
1,560
$49.00
$76.45K
Kapadia Sandip A
2 Jan 2025
EVP, CHIEF ACTUARY
Sold on a plan
4,347
$49.51
$215.23K
Robinson Andrew S
2 Jan 2025
CHAIRMAN & CEO
Sold on a plan
6,010
$49.37
$296.71K
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
Robinson Andrew S
12 Mar 2024
CHAIRMAN & CEO
Sold on a plan
14,243
$35.93
$511.75K
Robinson Andrew S
11 Mar 2024
CHAIRMAN & CEO
Sold on a plan
13,407
$35.63
$477.69K
Robinson Andrew S
8 Mar 2024
CHAIRMAN & CEO
Sold on a plan
12,109
$35.56
$430.60K
Robinson Andrew S
7 Mar 2024
CHAIRMAN & CEO
Sold on a plan
10,241
$35.44
$362.94K
Robinson Andrew S
6 Mar 2024
CHAIRMAN & CEO
Sold on a plan
13,374
$35.70
$477.45K
Robinson Andrew S
5 Mar 2024
CHAIRMAN & CEO
Sold on a plan
27,439
$35.32
$969.15K
Robinson Andrew S
4 Mar 2024
CHAIRMAN & CEO
Sold on a plan
17,246
$36.15
$623.44K
Kuczinski Anthony J
1 Mar 2024
Director
Buy
400
$36.17
$14.47K
Robinson Andrew S
1 Mar 2024
CHAIRMAN & CEO
Sold on a plan
18,689
$36.08
$674.30K
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
Kuczinski Anthony J
10 Aug 2023
Director
Buy
1,000
$25.08
$25.08K
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

What was left out

Form 4 filings counted 178
Amendments (4/A) skipped 2
Filings about a different issuer 0
Unreadable filings 0
Joint filings 0
Sales on a Rule 10b5-1 plan 44
Sales straight out of an exercise 21
Sales at will 22
Transactions with no price 0
Shares from compensation/vesting 26,070,915
History held since 17 Jan 2023