InsiderFlow

Skyward Specialty Insurance Group, Inc.

$45.03-0.20 (-0.44%)

Prev Close

$45.23

Open

$45.92

High

$46.37

Low

$44.80

Volume

406.6K

Market Cap

$2.05B

P/E

11.04

Div Yield

Over the past 12 months, insider activity at Skyward Specialty Insurance Group, Inc. (SKWD) has been dominated by selling, with 4 insider purchases totaling $1.67M and 23 insider sales totaling $12.05M. The most recent insider transaction was by Kuczinski Anthony J (director), who purchased $478.9K worth of shares on Mar 4, 2026. Skyward Specialty Insurance Group, Inc. operates in the Financial Services sector, within the Insurance - Property & Casualty industry, with a market cap of $2.05B.

Buys (12M)

4

$1.67M

Sells (12M)

23

$12.05M

Net Activity

Net Seller

$10.38M

Active Insiders

12

last 12 mo

SKWD Price Chart

SKWD Insider Trading Activity

DateInsiderRoleTypeSharesAvg PriceValueShares After
Mar 4, 2026Kuczinski Anthony JdirectorBuy10,000$47.89$478.9K11,903
Mar 3, 2026McHarg Taryn Leonieofficer, other: CFO - ApolloBuy100$46.71$4.7K100
Mar 3, 2026Peirce Christopher LockedirectorBuy3,200$47.30$151.4K3,200
Feb 27, 2026Robinson Andrew Sdirector, officer: Chairman & CEO, Skyward GroupBuy22,100$46.76$1.03M167,674
Feb 10, 2026Schmitt Thomas Nofficer: CPO, Skyward GroupSell2,616$43.49$113.8K14,747
Feb 9, 2026Schmitt Thomas NCPO, Skyward GroupSell2,616$43.49$113.8K0
Jan 12, 2026Bodnar Dan PKChief Information OfficerSell3,917$46.10$180.6K0
Jan 12, 2026Burkhart John A IIIPresident, US P&C, Skyward GrpSell5,421$46.10$249.9K0
Jan 12, 2026Duffy Sean WEVP & Chief Claims OfficerSell4,371$46.10$201.5K0
Jan 12, 2026HAUSHILL MARK WEVP & CFO, Skyward GroupSell5,420$46.10$249.9K0
Jan 12, 2026Kapadia Sandip AHead of ActuarialSell3,793$46.10$174.9K0
Jan 12, 2026Robinson Andrew SChairman & CEO, Skyward GroupSell39,532$46.10$1.82M0
Jan 12, 2026Schmitt Thomas NCPO, Skyward GroupSell4,117$46.10$189.8K0
Jan 1, 2026Burkhart John A IIIPresident, US P&C, Skyward GrpSell1,435$51.11$73.3K0
Jan 1, 2026Duffy Sean WEVP & CHIEF CLAIMS OFFICERSell1,267$51.11$64.8K0
Jan 1, 2026HAUSHILL MARK WEVP & CFO, Skyward GroupSell1,501$51.11$76.7K0
Jan 1, 2026Robinson Andrew SChairman & CEO, Skyward GroupSell5,973$51.11$305.3K0
Jan 1, 2026Schmitt Thomas NCPO, Skyward GroupSell1,004$51.11$51.3K0
Dec 18, 2025Kapadia Sandip AHead of ActuarialSell5,030$50.01$251.6K0
Dec 12, 2025Kapadia Sandip AHead of ActuarialSell2,686$50.02$134.4K0
Dec 11, 2025Schmitt Thomas NCHIEF PEOPLE & ADMIN.OFFICERSell88$47.61$4.2K0
Jun 13, 2025HAUSHILL MARK WEVP & CFOSell63,314$58.81$3.72M0
Jun 6, 2025Robinson Andrew SCHAIRMAN & CEOSell36,271$62.65$2.27M0
May 14, 2025Hill KirbyChairman, Captives & ProgramsSell8,249$60.87$502.1K0
May 7, 2025HAUSHILL MARK WEVP & CFOSell3,447$59.23$204.2K0
May 7, 2025Robinson Andrew SCHAIRMAN & CEOSell13,786$59.23$816.6K0
Mar 17, 2025Duffy Sean WEVP & CHIEF CLAIMS OFFICERSell5,625$48.90$275.1K0
Mar 6, 2025Ashe Gena LDirectorSell1,000$50.62$50.6K0
Mar 6, 2025Bodnar Dan PKCHIEF INFORMATION OFFICERSell3,059$50.24$153.7K0
Mar 6, 2025Burkhart John A IIIPRESIDENT - SPECIALTY LINESSell4,832$50.24$242.8K0
Mar 6, 2025Clark Chase MChief Underwriting OfficerSell1,101$50.24$55.3K0
Mar 6, 2025Duffy Sean WEVP & CHIEF CLAIMS OFFICERSell4,010$50.24$201.5K0
Mar 6, 2025HAUSHILL MARK WEVP & CFOSell2,363$50.24$118.7K0
Mar 6, 2025Hill KirbyPRESIDENT - INDUSTRY SOLUTIONSSell5,269$50.24$264.7K0
Mar 6, 2025Kapadia Sandip AEVP, CHIEF ACTUARYSell2,961$50.24$148.8K0
Mar 6, 2025Robinson Andrew SCHAIRMAN & CEOSell20,311$50.24$1.02M0
Mar 6, 2025Schmitt Thomas NCHIEF PEOPLE & ADMIN. OFFICERSell3,625$50.24$182.1K0
Mar 6, 2025Shaunty LeslieGENERAL COUNSEL & SECRETARYSell2,240$50.24$112.5K0
Mar 3, 2025Schmitt Thomas NCHIEF PEOPLE & ADMIN. OFFICERSell6,300$51.92$327.1K0

SKWD Insider Buying Activity

The following table shows recent insider purchases of Skyward Specialty Insurance Group, Inc. (SKWD) stock reported via SEC Form 4 filings.

DateInsiderRoleTypeSharesAvg PriceValueShares After
Mar 4, 2026Kuczinski Anthony JdirectorBuy10,000$47.89$478.9K11,903
Mar 3, 2026McHarg Taryn Leonieofficer, other: CFO - ApolloBuy100$46.71$4.7K100
Mar 3, 2026Peirce Christopher LockedirectorBuy3,200$47.30$151.4K3,200
Feb 27, 2026Robinson Andrew Sdirector, officer: Chairman & CEO, Skyward GroupBuy22,100$46.76$1.03M167,674

SKWD Insider Selling Activity

The following table shows recent insider sales of Skyward Specialty Insurance Group, Inc. (SKWD) stock reported via SEC Form 4 filings.

DateInsiderRoleTypeSharesAvg PriceValueShares After
Feb 10, 2026Schmitt Thomas Nofficer: CPO, Skyward GroupSell2,616$43.49$113.8K14,747
Feb 9, 2026Schmitt Thomas NCPO, Skyward GroupSell2,616$43.49$113.8K0
Jan 12, 2026Bodnar Dan PKChief Information OfficerSell3,917$46.10$180.6K0
Jan 12, 2026Burkhart John A IIIPresident, US P&C, Skyward GrpSell5,421$46.10$249.9K0
Jan 12, 2026Duffy Sean WEVP & Chief Claims OfficerSell4,371$46.10$201.5K0
Jan 12, 2026HAUSHILL MARK WEVP & CFO, Skyward GroupSell5,420$46.10$249.9K0
Jan 12, 2026Kapadia Sandip AHead of ActuarialSell3,793$46.10$174.9K0
Jan 12, 2026Robinson Andrew SChairman & CEO, Skyward GroupSell39,532$46.10$1.82M0
Jan 12, 2026Schmitt Thomas NCPO, Skyward GroupSell4,117$46.10$189.8K0
Jan 1, 2026Burkhart John A IIIPresident, US P&C, Skyward GrpSell1,435$51.11$73.3K0
Jan 1, 2026Duffy Sean WEVP & CHIEF CLAIMS OFFICERSell1,267$51.11$64.8K0
Jan 1, 2026HAUSHILL MARK WEVP & CFO, Skyward GroupSell1,501$51.11$76.7K0
Jan 1, 2026Robinson Andrew SChairman & CEO, Skyward GroupSell5,973$51.11$305.3K0
Jan 1, 2026Schmitt Thomas NCPO, Skyward GroupSell1,004$51.11$51.3K0
Dec 18, 2025Kapadia Sandip AHead of ActuarialSell5,030$50.01$251.6K0
Dec 12, 2025Kapadia Sandip AHead of ActuarialSell2,686$50.02$134.4K0
Dec 11, 2025Schmitt Thomas NCHIEF PEOPLE & ADMIN.OFFICERSell88$47.61$4.2K0
Jun 13, 2025HAUSHILL MARK WEVP & CFOSell63,314$58.81$3.72M0
Jun 6, 2025Robinson Andrew SCHAIRMAN & CEOSell36,271$62.65$2.27M0
May 14, 2025Hill KirbyChairman, Captives & ProgramsSell8,249$60.87$502.1K0
May 7, 2025HAUSHILL MARK WEVP & CFOSell3,447$59.23$204.2K0
May 7, 2025Robinson Andrew SCHAIRMAN & CEOSell13,786$59.23$816.6K0
Mar 17, 2025Duffy Sean WEVP & CHIEF CLAIMS OFFICERSell5,625$48.90$275.1K0
Mar 6, 2025Ashe Gena LDirectorSell1,000$50.62$50.6K0
Mar 6, 2025Bodnar Dan PKCHIEF INFORMATION OFFICERSell3,059$50.24$153.7K0
Mar 6, 2025Burkhart John A IIIPRESIDENT - SPECIALTY LINESSell4,832$50.24$242.8K0
Mar 6, 2025Clark Chase MChief Underwriting OfficerSell1,101$50.24$55.3K0
Mar 6, 2025Duffy Sean WEVP & CHIEF CLAIMS OFFICERSell4,010$50.24$201.5K0
Mar 6, 2025HAUSHILL MARK WEVP & CFOSell2,363$50.24$118.7K0
Mar 6, 2025Hill KirbyPRESIDENT - INDUSTRY SOLUTIONSSell5,269$50.24$264.7K0
Mar 6, 2025Kapadia Sandip AEVP, CHIEF ACTUARYSell2,961$50.24$148.8K0
Mar 6, 2025Robinson Andrew SCHAIRMAN & CEOSell20,311$50.24$1.02M0
Mar 6, 2025Schmitt Thomas NCHIEF PEOPLE & ADMIN. OFFICERSell3,625$50.24$182.1K0
Mar 6, 2025Shaunty LeslieGENERAL COUNSEL & SECRETARYSell2,240$50.24$112.5K0
Mar 3, 2025Schmitt Thomas NCHIEF PEOPLE & ADMIN. OFFICERSell6,300$51.92$327.1K0

SKWD Insiders

Kuczinski Anthony J

director

Bought $478.9K
6 tradesLast: Mar 3, 2026
Peirce Christopher Locke

director

Bought $151.4K
1 tradesLast: Mar 2, 2026
McHarg Taryn Leonie

officer, other: CFO - Apollo

Bought $4.7K
1 tradesLast: Feb 27, 2026
Robinson Andrew S

director, officer: Chairman & CEO, Skyward Group

Bought $1.03M
2 tradesLast: Feb 27, 2026
Schmitt Thomas N

CPO, Skyward Group

Sold $354.9K
4 tradesLast: Feb 9, 2026
Schmitt Thomas N

officer: CPO, Skyward Group

Sold $113.8K
1 tradesLast: Feb 9, 2026
Bodnar Dan PK

Chief Information Officer

Sold $180.6K
2 tradesLast: Jan 12, 2026
Burkhart John A III

President, US P&C, Skyward Grp

Sold $323.3K
3 tradesLast: Jan 12, 2026
Duffy Sean W

EVP & Chief Claims Officer

Sold $201.5K
2 tradesLast: Jan 12, 2026
HAUSHILL MARK W

EVP & CFO, Skyward Group

Sold $326.6K
3 tradesLast: Jan 12, 2026
Kapadia Sandip A

Head of Actuarial

Sold $560.8K
5 tradesLast: Jan 12, 2026
Robinson Andrew S

Chairman & CEO, Skyward Group

Sold $2.13M
3 tradesLast: Jan 12, 2026
Duffy Sean W

EVP & CHIEF CLAIMS OFFICER

Sold $541.3K
4 tradesLast: Jan 1, 2026
Schmitt Thomas N

CHIEF PEOPLE & ADMIN.OFFICER

Sold $4.2K
1 tradesLast: Dec 11, 2025
HAUSHILL MARK W

EVP & CFO

Sold $4.05M
4 tradesLast: Jun 16, 2025
Robinson Andrew S

CHAIRMAN & CEO

Sold $4.11M
4 tradesLast: Jun 6, 2025
Hill Kirby

Chairman, Captives & Programs

Sold $502.1K
1 tradesLast: May 14, 2025
Ashe Gena L

Director

Sold $50.6K
1 tradesLast: Mar 6, 2025
Bodnar Dan PK

CHIEF INFORMATION OFFICER

Sold $153.7K
2 tradesLast: Mar 6, 2025
Burkhart John A III

PRESIDENT - SPECIALTY LINES

Sold $242.8K
2 tradesLast: Mar 6, 2025
Clark Chase M

Chief Underwriting Officer

Sold $55.3K
2 tradesLast: Mar 6, 2025
Hill Kirby

PRESIDENT - INDUSTRY SOLUTIONS

Sold $264.7K
2 tradesLast: Mar 6, 2025
Kapadia Sandip A

EVP, CHIEF ACTUARY

Sold $148.8K
2 tradesLast: Mar 6, 2025
Schmitt Thomas N

CHIEF PEOPLE & ADMIN. OFFICER

Sold $509.2K
3 tradesLast: Mar 6, 2025
Shaunty Leslie

GENERAL COUNSEL & SECRETARY

Sold $112.5K
2 tradesLast: Mar 6, 2025