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United States Insurance

Skyward Specialty Insurance Group Inc (SKWD)

Track

Over the last 90 days, Skyward Specialty Insurance Group Inc. saw a net sell of $599,010. Total buy transactions amounted to $94,200, while sell transactions reached $533,553.62. Notably, Thomas Schmitt, an Officer, proposed a sale of $430,702.44. The company's stock has seen a 12.0% increase over the past 90 days.
Stock chart
Ticker: SKWD Exchange: NSM
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• Purchase • Sale • Planned purchase • Planned sale Net purchase Net sale Activity signal Earnings
Top insiders
Trades
Schmitt Thomas N
CPO, Skyward Group
1 sale — total 100,000 USD
Planned sale 12 Jun 2026
Value US$4,152,809.85 | Price 268.18 | Shares 54,198
Proposed sale 12 Jun 2026
Value US$3,636,032.70 | Price 365.07 | Shares 33,463
Buy 21 May 2026
Value US$47,200.00 | Price 47.20 | Shares 1,000
Buy 21 May 2026
Value US$37,600.00 | Price 47.00 | Shares 800
Buy 21 May 2026
Value US$9,400.00 | Price 47.00 | Shares 200
Sale 11 May 2026
Value US$23,175.00 | Price 46.35 | Shares 500
Sale 11 May 2026
Value US$6,489.00 | Price 46.35 | Shares 140
Sale 11 May 2026
Value US$4,635.00 | Price 46.35 | Shares 100
Proposed sale 11 May 2026
Value US$34,276.09 | Price 46.32 | Shares 740
Proposed sale 11 May 2026
Value US$34,276.09 | Price 46.32 | Shares 740
Buy 3 Mar 2026
Value US$48,132.10 | Price 48.13 | Shares 1,000
Buy 2 Mar 2026
Value US$97,582.20 | Price 48.79 | Shares 2,000
Buy 2 Mar 2026
Value US$151,360.00 | Price 47.30 | Shares 3,200
Buy 27 Feb 2026
Value US$93,750.20 | Price 46.88 | Shares 2,000
Buy 27 Feb 2026
Value US$4,649.00 | Price 46.49 | Shares 100
Buy 27 Feb 2026
Value US$4,671.00 | Price 46.71 | Shares 100
Buy 27 Feb 2026
Value US$529,436.26 | Price 46.94 | Shares 11,279
Buy 27 Feb 2026
Value US$503,933.97 | Price 46.57 | Shares 10,821
Planned sale 9 Feb 2026
Value US$113,774.03 | Price 43.49 | Shares 2,616
Proposed sale 9 Feb 2026
Value US$113,695.75 | Price 43.46 | Shares 2,616
Planned sale 18 Dec 2025
Value US$251,550.30 | Price 50.01 | Shares 5,030
Proposed sale 18 Dec 2025
Value US$251,402.03 | Price 49.98 | Shares 5,030
Proposed sale 12 Dec 2025
Value US$134,269.67 | Price 79.64 | Shares 1,686
Planned sale 12 Dec 2025
Value US$60,012.00 | Price 50.01 | Shares 1,200
Planned sale 12 Dec 2025
Value US$74,344.58 | Price 50.03 | Shares 1,486
Proposed sale 11 Dec 2025
Value US$100,000.00 | Price 47.38 | Shares 1,000
Proposed sale 11 Dec 2025
Value US$4,169.73 | Price 47.38 | Shares 88
Planned sale 11 Dec 2025
Value US$4,189.68 | Price 47.61 | Shares 88
Planned sale 16 Jun 2025
Value US$624,109.32 | Price 59.07 | Shares 10,566
Planned sale 13 Jun 2025
Value US$3,099,583.25 | Price 58.76 | Shares 52,748
Proposed sale 13 Jun 2025
Value US$4,465,294.00 | Price 59.54 | Shares 75,000
Planned sale 6 Jun 2025
Value US$10,680.67 | Price 63.58 | Shares 168
Planned sale 6 Jun 2025
Value US$2,261,694.10 | Price 62.65 | Shares 36,103
Proposed sale 6 Jun 2025
Value US$2,272,377.61 | Price 62.65 | Shares 36,271
Sale 14 May 2025
Value US$502,134.78 | Price 60.87 | Shares 8,249
Proposed sale 14 May 2025
Value US$501,887.78 | Price 60.84 | Shares 8,249
Sale 8 May 2025
Value US$204,172.01 | Price 59.23 | Shares 3,447
Proposed sale 8 May 2025
Value US$204,172.01 | Price 59.23 | Shares 3,447
Sale 8 May 2025
Value US$816,569.59 | Price 59.23 | Shares 13,786
Proposed sale 8 May 2025
Value US$816,569.59 | Price 59.23 | Shares 13,786
Proposed sale 17 Mar 2025
Value US$272,062.50 | Price 48.37 | Shares 5,625
Planned sale 17 Mar 2025
Value US$275,062.50 | Price 48.90 | Shares 5,625
Proposed sale 17 Mar 2025
Value US$275,062.50 | Price 48.90 | Shares 5,625
Sale 6 Mar 2025
Value US$96,862.53 | Price 50.24 | Shares 1,928
Sale 6 Mar 2025
Value US$85,257.11 | Price 50.24 | Shares 1,697
Proposed sale 6 Mar 2025
Value US$182,119.64 | Price 50.24 | Shares 3,625
Sale 6 Mar 2025
Value US$31,550.66 | Price 50.24 | Shares 628
Sale 6 Mar 2025
Value US$23,763.47 | Price 50.24 | Shares 473
Proposed sale 6 Mar 2025
Value US$55,314.13 | Price 50.24 | Shares 1,101
Sale 6 Mar 2025
Value US$93,747.65 | Price 50.24 | Shares 1,866
Sale 6 Mar 2025
Value US$55,012.69 | Price 50.24 | Shares 1,095
Proposed sale 6 Mar 2025
Value US$148,760.34 | Price 50.24 | Shares 2,961
Sale 6 Mar 2025
Value US$135,999.41 | Price 50.24 | Shares 2,707
Sale 6 Mar 2025
Value US$128,714.62 | Price 50.24 | Shares 2,562
Proposed sale 6 Mar 2025
Value US$264,714.03 | Price 50.24 | Shares 5,269
Sale 6 Mar 2025
Value US$70,938.74 | Price 50.24 | Shares 1,412
Sale 6 Mar 2025
Value US$41,598.64 | Price 50.24 | Shares 828
Proposed sale 6 Mar 2025
Value US$112,537.38 | Price 50.24 | Shares 2,240
Sale 6 Mar 2025
Value US$118,716.88 | Price 50.24 | Shares 2,363
Proposed sale 6 Mar 2025
Value US$118,716.88 | Price 50.24 | Shares 2,363
Sale 6 Mar 2025
Value US$50,615.40 | Price 50.62 | Shares 1,000
Proposed sale 6 Mar 2025
Value US$50,615.40 | Price 50.62 | Shares 1,000
Sale 6 Mar 2025
Value US$1,020,422.61 | Price 50.24 | Shares 20,311
Proposed sale 6 Mar 2025
Value US$1,020,422.61 | Price 50.24 | Shares 20,311
Sale 6 Mar 2025
Value US$129,116.54 | Price 50.24 | Shares 2,570
Sale 6 Mar 2025
Value US$113,642.65 | Price 50.24 | Shares 2,262
Proposed sale 6 Mar 2025
Value US$242,759.19 | Price 50.24 | Shares 4,832
Sale 6 Mar 2025
Value US$96,862.53 | Price 50.24 | Shares 1,928
Sale 6 Mar 2025
Value US$56,821.33 | Price 50.24 | Shares 1,131
Proposed sale 6 Mar 2025
Value US$153,683.86 | Price 50.24 | Shares 3,059
Sale 6 Mar 2025
Value US$100,881.72 | Price 50.24 | Shares 2,008
Sale 6 Mar 2025
Value US$100,580.28 | Price 50.24 | Shares 2,002
Proposed sale 6 Mar 2025
Value US$201,462.00 | Price 50.24 | Shares 4,010
Proposed sale 3 Mar 2025
Value US$327,096.00 | Price 51.92 | Shares 6,300
Planned sale 3 Mar 2025
Value US$327,096.00 | Price 51.92 | Shares 6,300
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value 		Number of shares Price Value Details
2026-06-15 2026-06-12 PlS Planned sale
1.5
Schmitt Thomas N

CPO, Skyward Group

Officer
54,198 +15.8%
268.18
US$4,152,810 		54,198 +15.8% 268.18 US$4,152,810
2026-06-12 2026-06-12 PrS Proposed sale
1.5
Thomas Schmitt

Officer

Officer
33,463
365.07
US$3,636,033 		33,463 365.07 US$3,636,033
2026-05-21 2026-05-21 B Purchase
2.9
Kuczinski Anthony J
Non-Executive Director
95,959 -18.6%
131.62
US$2,685,535 		95,959 -18.6% 131.62 US$2,685,535
2026-05-21 2026-05-21 B Purchase
2.9
Kuczinski Anthony J
Non-Executive Director
800 +5.6%
47.00
US$37,600 		800 +5.6% 47.00 US$37,600
2026-05-21 2026-05-21 B Purchase
2.9
Kuczinski Anthony J
Non-Executive Director
200 +1.4%
47.00
US$9,400 		200 +1.4% 47.00 US$9,400
2026-05-12 2026-05-11 S Sale
3.4
Ashe Gena L
Non-Executive Director
500 -9.9%
46.35
US$23,175 		500 -9.9% 46.35 US$23,175
2026-05-12 2026-05-11 S Sale
3.4
Ashe Gena L
Non-Executive Director
140 -2.7%
46.35
US$6,489 		140 -2.7% 46.35 US$6,489
2026-05-12 2026-05-11 S Sale
3.4
Ashe Gena L
Non-Executive Director
100 -1.9%
46.35
US$4,635 		100 -1.9% 46.35 US$4,635
2026-05-11 2026-05-11 PrS Proposed sale
3.4
Gena Ashe

Director

Non-Executive Director
740
46.32
US$34,276 		740 46.32 US$34,276
2026-05-11 2026-05-11 PrS Proposed sale
3.4
Gena Ashe

officer

Officer
740
46.32
US$34,276 		740 46.32 US$34,276
2026-03-04 2026-03-03 B Purchase
2.9
Kuczinski Anthony J
Non-Executive Director
1,000 +9.2%
48.13
US$48,132 		1,000 +9.2% 48.13 US$48,132
2026-03-04 2026-03-02 B Purchase
2.9
Kuczinski Anthony J
Non-Executive Director
2,000 +22.5%
48.79
US$97,582 		2,000 +22.5% 48.79 US$97,582
2026-03-03 2026-03-02 B Purchase
Peirce Christopher Locke
Non-Executive Director
3,200 +inf%
47.30
US$151,360 		3,200 +inf% 47.30 US$151,360
2026-03-04 2026-02-27 B Purchase
2.9
Kuczinski Anthony J
Non-Executive Director
2,000 +29.0%
46.88
US$93,750 		2,000 +29.0% 46.88 US$93,750
2026-03-03 2026-02-27 B Purchase
McHarg Taryn Leonie

CFO - Apollo

Officer
100 +inf%
46.49
US$4,649 		100 +inf% 46.49 US$4,649
2026-03-03 2026-02-27 B Purchase
McHarg Taryn Leonie

CFO - Apollo

Officer
100 +inf%
46.71
US$4,671 		100 +inf% 46.71 US$4,671
2026-02-27 2026-02-27 B Purchase
2.4
Robinson Andrew S

Chairman & CEO, Skyward Group

Executive Director
11,279 +7.2%
46.94
US$529,436 		11,279 +7.2% 46.94 US$529,436
2026-02-27 2026-02-27 B Purchase
2.4
Robinson Andrew S

Chairman & CEO, Skyward Group

Executive Director
10,821 +7.4%
46.57
US$503,934 		10,821 +7.4% 46.57 US$503,934
2026-02-10 2026-02-09 PlS Planned sale
1.5
Schmitt Thomas N

CPO, Skyward Group

Officer
2,616 -15.1%
43.49
US$113,774 		2,616 -15.1% 43.49 US$113,774
2026-02-09 2026-02-09 PrS Proposed sale
1.5
Thomas Schmitt

officer

Officer
2,616
43.46
US$113,696 		2,616 43.46 US$113,696
2025-12-19 2025-12-18 PlS Planned sale
1.5
Kapadia Sandip A

Head of Actuarial

Officer
5,030 -38.4%
50.01
US$251,550 		5,030 -38.4% 50.01 US$251,550
2025-12-18 2025-12-18 PrS Proposed sale
1.5
Sandip Kapadia

Officer

Officer
5,030
49.98
US$251,402 		5,030 49.98 US$251,402
2025-12-16 2025-12-12 PrS Proposed sale
1.5
Sandip Kapadia

Officer

Officer
1,686
79.64
US$134,270 		1,686 79.64 US$134,270
2025-12-16 2025-12-12 PlS Planned sale
1.5
Kapadia Sandip A

Head of Actuarial

Officer
1,200 -8.4%
50.01
US$60,012 		1,200 -8.4% 50.01 US$60,012
2025-12-16 2025-12-12 PlS Planned sale
1.5
Kapadia Sandip A

Head of Actuarial

Officer
1,486 -9.4%
50.03
US$74,345 		1,486 -9.4% 50.03 US$74,345
2026-06-12 2025-12-11 PrS Proposed sale
1.5
Thomas Schmitt

Officer

Officer
1,000
47.38
US$100,000 		1,000 47.38 US$100,000
2025-12-11 2025-12-11 PrS Proposed sale
1.5
Thomas Schmitt

Officer

Officer
88
47.38
US$4,170 		88 47.38 US$4,170
2025-12-11 2025-12-11 PlS Planned sale
1.5
Schmitt Thomas N

CHIEF PEOPLE & ADMIN.OFFICER

Officer
88 -0.9%
47.61
US$4,190 		88 -0.9% 47.61 US$4,190
2025-06-17 2025-06-16 PlS Planned sale
2.4
HAUSHILL MARK W

EVP & CFO

Officer
10,566 -7.9%
59.07
US$624,109 		10,566 -7.9% 59.07 US$624,109
2025-06-17 2025-06-13 PlS Planned sale
2.4
HAUSHILL MARK W

EVP & CFO

Officer
52,748 -28.3%
58.76
US$3,099,583 		52,748 -28.3% 58.76 US$3,099,583
2025-06-13 2025-06-13 PrS Proposed sale
2.4
HAUSHILL MARK W

Officer

Officer
75,000
59.54
US$4,465,294 		75,000 59.54 US$4,465,294
2025-06-10 2025-06-06 PlS Planned sale
2.4
Robinson Andrew S

CHAIRMAN & CEO

Executive Director
168 -0.3%
63.58
US$10,681 		168 -0.3% 63.58 US$10,681
2025-06-10 2025-06-06 PlS Planned sale
2.4
Robinson Andrew S

CHAIRMAN & CEO

Executive Director
36,103 -35.6%
62.65
US$2,261,694 		36,103 -35.6% 62.65 US$2,261,694
2025-06-06 2025-06-06 PrS Proposed sale
2.4
Robinson Andrew S

Officer

Officer
36,271
62.65
US$2,272,378 		36,271 62.65 US$2,272,378
2025-05-15 2025-05-14 S Sale
2.8
Hill Kirby

Chairman, Captives & Programs

Officer
8,249 -50.0%
60.87
US$502,135 		8,249 -50.0% 60.87 US$502,135
2025-05-14 2025-05-14 PrS Proposed sale
2.8
Hill Kirby

Officer

Officer
8,249
60.84
US$501,888 		8,249 60.84 US$501,888
2025-05-09 2025-05-08 S Sale
2.4
HAUSHILL MARK W

EVP & CFO

Officer
3,447 -1.8%
59.23
US$204,172 		3,447 -1.8% 59.23 US$204,172
2025-05-09 2025-05-08 S Sale
2.4
Robinson Andrew S

CHAIRMAN & CEO

Executive Director
13,786 -12.0%
59.23
US$816,570 		13,786 -12.0% 59.23 US$816,570
2025-05-08 2025-05-08 PrS Proposed sale
2.4
HAUSHILL MARK W

Officer

Officer
3,447
59.23
US$204,172 		3,447 59.23 US$204,172
2025-05-08 2025-05-08 PrS Proposed sale
2.4
Robinson Andrew S

Officer

Officer
13,786
59.23
US$816,570 		13,786 59.23 US$816,570
2025-03-26 2025-03-17 PrS Proposed sale
1.5
Duffy Sean W

Officer

Officer
5,625
48.37
US$272,062 		5,625 48.37 US$272,062
2025-03-18 2025-03-17 PlS Planned sale
1.5
Duffy Sean W

EVP & CHIEF CLAIMS OFFICER

Officer
5,625 -39.0%
48.90
US$275,062 		5,625 -39.0% 48.90 US$275,062
2025-03-17 2025-03-17 PrS Proposed sale
1.5
Duffy Sean W

Officer

Officer
5,625
48.90
US$275,062 		5,625 48.90 US$275,062
2025-03-10 2025-03-06 S Sale
1.5
Schmitt Thomas N

CHIEF PEOPLE & ADMIN. OFFICER

Officer
1,928 -16.5%
50.24
US$96,863 		1,928 -16.5% 50.24 US$96,863
2025-03-10 2025-03-06 S Sale
1.5
Schmitt Thomas N

CHIEF PEOPLE & ADMIN. OFFICER

Officer
1,697 -20.3%
50.24
US$85,257 		1,697 -20.3% 50.24 US$85,257
2025-03-10 2025-03-06 S Sale
1.5
Clark Chase M

Chief Underwriting Officer

Officer
628 -16.1%
50.24
US$31,551 		628 -16.1% 50.24 US$31,551
2025-03-10 2025-03-06 S Sale
1.5
Clark Chase M

Chief Underwriting Officer

Officer
473 -25.2%
50.24
US$23,763 		473 -25.2% 50.24 US$23,763
2025-03-10 2025-03-06 S Sale
1.5
Kapadia Sandip A

EVP, CHIEF ACTUARY

Officer
1,866 -10.8%
50.24
US$93,748 		1,866 -10.8% 50.24 US$93,748
2025-03-10 2025-03-06 S Sale
1.5
Kapadia Sandip A

EVP, CHIEF ACTUARY

Officer
1,095 -8.2%
50.24
US$55,013 		1,095 -8.2% 50.24 US$55,013
2025-03-10 2025-03-06 S Sale
2.8
Hill Kirby

PRESIDENT - INDUSTRY SOLUTIONS

Officer
2,707 -14.1%
50.24
US$135,999 		2,707 -14.1% 50.24 US$135,999
2025-03-10 2025-03-06 S Sale
2.8
Hill Kirby

PRESIDENT - INDUSTRY SOLUTIONS

Officer
2,562 -17.0%
50.24
US$128,715 		2,562 -17.0% 50.24 US$128,715
2025-03-10 2025-03-06 S Sale
1.5
Shaunty Leslie

GENERAL COUNSEL & SECRETARY

Officer
1,412 -5.1%
50.24
US$70,939 		1,412 -5.1% 50.24 US$70,939
2025-03-10 2025-03-06 S Sale
1.5
Shaunty Leslie

GENERAL COUNSEL & SECRETARY

Officer
828 -3.5%
50.24
US$41,599 		828 -3.5% 50.24 US$41,599
2025-03-10 2025-03-06 S Sale
2.4
HAUSHILL MARK W

EVP & CFO

Officer
2,363 -1.3%
50.24
US$118,717 		2,363 -1.3% 50.24 US$118,717
2025-03-10 2025-03-06 S Sale
3.4
Ashe Gena L
Non-Executive Director
1,000 -57.7%
50.62
US$50,615 		1,000 -57.7% 50.62 US$50,615
2025-03-10 2025-03-06 S Sale
2.4
Robinson Andrew S

CHAIRMAN & CEO

Executive Director
20,311 -19.8%
50.24
US$1,020,423 		20,311 -19.8% 50.24 US$1,020,423
2025-03-10 2025-03-06 S Sale
1.5
Burkhart John A III

PRESIDENT - SPECIALTY LINES

Officer
2,570 -10.6%
50.24
US$129,117 		2,570 -10.6% 50.24 US$129,117
2025-03-10 2025-03-06 S Sale
1.5
Burkhart John A III

PRESIDENT - SPECIALTY LINES

Officer
2,262 -11.4%
50.24
US$113,643 		2,262 -11.4% 50.24 US$113,643
2025-03-10 2025-03-06 S Sale
1.5
Bodnar Dan PK

CHIEF INFORMATION OFFICER

Officer
1,928 -10.0%
50.24
US$96,863 		1,928 -10.0% 50.24 US$96,863
2025-03-10 2025-03-06 S Sale
1.5
Bodnar Dan PK

CHIEF INFORMATION OFFICER

Officer
1,131 -7.3%
50.24
US$56,821 		1,131 -7.3% 50.24 US$56,821
2025-03-10 2025-03-06 S Sale
1.5
Duffy Sean W

EVP & CHIEF CLAIMS OFFICER

Officer
2,008 -12.2%
50.24
US$100,882 		2,008 -12.2% 50.24 US$100,882
2025-03-10 2025-03-06 S Sale
1.5
Duffy Sean W

EVP & CHIEF CLAIMS OFFICER

Officer
2,002 -14.9%
50.24
US$100,580 		2,002 -14.9% 50.24 US$100,580
2025-03-06 2025-03-06 PrS Proposed sale
1.5
Kapadia Sandip A

Officer

Officer
2,961
50.24
US$148,760 		2,961 50.24 US$148,760
2025-03-06 2025-03-06 PrS Proposed sale
1.5
Clark Chase M

Officer

Officer
1,101
50.24
US$55,314 		1,101 50.24 US$55,314
2025-03-06 2025-03-06 PrS Proposed sale
1.5
Bodnar Dan PK

Officer

Officer
3,059
50.24
US$153,684 		3,059 50.24 US$153,684
2025-03-06 2025-03-06 PrS Proposed sale
1.5
Duffy Sean W

Officer

Officer
4,010
50.24
US$201,462 		4,010 50.24 US$201,462
2025-03-06 2025-03-06 PrS Proposed sale
1.5
Shaunty Leslie

Officer

Officer
2,240
50.24
US$112,537 		2,240 50.24 US$112,537
2025-03-06 2025-03-06 PrS Proposed sale
1.5
Schmitt Thomas N

Officer

Officer
3,625
50.24
US$182,120 		3,625 50.24 US$182,120
2025-03-06 2025-03-06 PrS Proposed sale
2.4
HAUSHILL MARK W

Officer

Officer
2,363
50.24
US$118,717 		2,363 50.24 US$118,717
2025-03-06 2025-03-06 PrS Proposed sale
1.5
Burkhart John A III

Officer

Officer
4,832
50.24
US$242,759 		4,832 50.24 US$242,759
2025-03-06 2025-03-06 PrS Proposed sale
2.8
Hill Kirby

Officer

Officer
5,269
50.24
US$264,714 		5,269 50.24 US$264,714
2025-03-06 2025-03-06 PrS Proposed sale
2.4
Robinson Andrew S

Officer

Officer
20,311
50.24
US$1,020,423 		20,311 50.24 US$1,020,423
2025-03-06 2025-03-06 PrS Proposed sale
3.4
Ashe Gena L

Director

Non-Executive Director
1,000
50.62
US$50,615 		1,000 50.62 US$50,615
2025-03-04 2025-03-03 PrS Proposed sale
1.5
Schmitt Thomas N

Officer

Officer
6,300
51.92
US$327,096 		6,300 51.92 US$327,096
2025-03-04 2025-03-03 PlS Planned sale
1.5
Schmitt Thomas N

CHIEF PEOPLE & ADMIN. OFFICER

Officer
6,300 -61.5%
51.92
US$327,096 		6,300 -61.5% 51.92 US$327,096
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