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SKWD
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Skyward Specialty Insurance Group, Inc.

SKWD · Financial Services · Skyward Specialty Insurance Group, Inc., an insurance holding company, provides commercial property and casualty insurance coverages in the…

Skyward Specialty Insurance Group, Inc. (SKWD), in the Financial Services sector, has 8 disclosed filings on Paydirt over the trailing twelve months from 1 member of Congress and 4 corporate insiders: 5 purchases and 3 sales, 2 filed past the deadline. Filers took a median of 2 days from execution to disclosure, and the most recent trade was executed Jul 16 and filed Sep 4. The most active filer was Andrew S Robinson with 6 filings.

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Filings, ttm
8
5 buys · 3 sells · 2 late
Traders, ttm
5
1 congress · 4 insiders
Volume, ttmiDollar value disclosed in the window
$2.0M
estimated for Congress, as filed for insiders
Median delay
2d
execution to disclosure
Last traded
Jul 16
Filed Sep 4
ADViAverage daily dollar volume
$31.8M
market data
Share price · 12M
$56.74 (+20.1%)
$65.63$53.44$41.26Sep 22 2025Mar 18Sep 11

Adjusted for splits and dividends.

Volume by month
$7.4M$3.7M$0Oct 2024Apr 2025Oct 2025Apr 2026Nov 2024 · sells $155KDec 2024 · sells $7.4MJan 2025 · sells $1.7MMar 2025 · sells $2.5MMay 2025 · sells $1.5MJun 2025 · sells $6.0MNov 2025 · buys $8KDec 2025 · sells $252KFeb 2026 · buys $1.0MFeb 2026 · sells $114KMar 2026 · buys $151KJun 2026 · sells $431KSep 2026 · buys $16K
Buys $1.2M Sells $20.0M

Estimated for Congress, as filed for insiders · by filing month · past 24 months

Who filed
AR Andrew S Robinson Chairman & CEO, Skyward Group 6 filings GC Gilbert Cisneros Representative 3 filings MH Mark W Haushill EVP & CFO 3 filings JH James Charles Hays Director 3 filings KH Kirby Hill PRESIDENT - INDUSTRY SOLUTIONS 3 filings TS Thomas N Schmitt CPO, Skyward Group 3 filings SD Sean W Duffy EVP & CHIEF CLAIMS OFFICER 2 filings SK Sandip A Kapadia Head of Actuarial 2 filings
Recent filings
Gilbert CisnerosPURCHASE Representative $16K
2 lots · $2K–30K bracket
Exec Jul 10
Filed Sep 4 †
Thomas N SchmittSALE CPO, Skyward Group $431K
8,397 sh × $51.32
Exec Jun 12
Filed Jun 15 · 5:30 PM ET
Christopher Locke PeircePURCHASE Director $151K
3,200 sh × $47.30
Exec Mar 2
Filed Mar 3 · 10:19 AM ET
Andrew S RobinsonPURCHASE Chairman & CEO, Skyward Group $1.0M
22,100 sh across 2 lots
Exec Feb 27
Filed Feb 27 · 4:56 PM ET
Gilbert CisnerosPURCHASE Representative $8K
$1K–15K bracket
Exec Jan 5
Filed Feb 13
Thomas N SchmittSALE CPO, Skyward Group $114K
2,616 sh × $43.49
Exec Feb 9
Filed Feb 10 · 5:30 PM ET
Sandip A KapadiaSALE Head of Actuarial $252K
5,030 sh × $50.01
Exec Dec 18 2025
Filed Dec 19 2025 · 5:30 PM ET
Gilbert CisnerosPURCHASE Representative $8K
$1K–15K bracket
Exec Oct 3 2025
Filed Nov 18 2025 †
Mark W HaushillSALE EVP & CFO $3.7M
63,314 sh across 2 lots
Exec Jun 13 2025
Filed Jun 17 2025 · 5:30 PM ET
Andrew S RobinsonSALE CHAIRMAN & CEO $2.3M
36,103 sh × $62.65
Exec Jun 6 2025
Filed Jun 10 2025 · 5:30 PM ET
Kirby HillSALE Chairman, Captives & Programs $502K
8,249 sh × $60.87
Exec May 14 2025
Filed May 15 2025 · 5:30 PM ET
Andrew S RobinsonSALE CHAIRMAN & CEO $817K
13,786 sh × $59.23
Exec May 8 2025
Filed May 9 2025 · 5:30 PM ET
Mark W HaushillSALE EVP & CFO $204K
3,447 sh × $59.23
Exec May 8 2025
Filed May 9 2025 · 5:30 PM ET
Sean W DuffySALE EVP & CHIEF CLAIMS OFFICER $275K
5,625 sh × $48.90
Exec Mar 17 2025
Filed Mar 18 2025 · 5:30 PM ET
John A Burkhart IIISALE PRESIDENT - SPECIALTY LINES $243K
4,832 sh across 2 lots
Exec Mar 6 2025
Filed Mar 10 2025 · 5:30 PM ET
Sean W DuffySALE EVP & CHIEF CLAIMS OFFICER $201K
4,010 sh across 2 lots
Exec Mar 6 2025
Filed Mar 10 2025 · 5:30 PM ET
Andrew S RobinsonSALE CHAIRMAN & CEO $1.0M
20,311 sh × $50.24
Exec Mar 6 2025
Filed Mar 10 2025 · 5:30 PM ET
Mark W HaushillSALE EVP & CFO $119K
2,363 sh × $50.24
Exec Mar 6 2025
Filed Mar 10 2025 · 5:30 PM ET
Kirby HillSALE PRESIDENT - INDUSTRY SOLUTIONS $265K
5,269 sh across 2 lots
Exec Mar 6 2025
Filed Mar 10 2025 · 5:30 PM ET
Thomas N SchmittSALE CHIEF PEOPLE & ADMIN. OFFICER $327K
6,300 sh × $51.92
Exec Mar 3 2025
Filed Mar 4 2025 · 5:30 PM ET
Andrew S RobinsonSALE CHAIRMAN & CEO $376K
8,304 sh across 2 lots
Exec Jan 7 2025
Filed Jan 10 2025 · 5:30 PM ET †
Dan PK BodnarSALE CHIEF INFORMATION OFFICER $135K
2,699 sh × $49.92
Exec Jan 2 2025
Filed Jan 6 2025 · 5:30 PM ET
Sandip A KapadiaSALE EVP, CHIEF ACTUARY $215K
4,347 sh × $49.51
Exec Jan 2 2025
Filed Jan 6 2025 · 5:30 PM ET
Andrew S RobinsonSALE CHAIRMAN & CEO $934K
19,348 sh across 3 lots
Exec Jan 2 2025
Filed Jan 6 2025 · 5:30 PM ET
James Charles HaysSALE Director $1.5M
27,950 sh × $54.84
Exec Dec 5 2024
Filed Dec 9 2024 · 5:30 PM ET