Skyward Specialty Insurance Group, Inc.

Skyward Specialty Insurance Group, Inc.

SKWD·NASDAQ

$42.73

-3.3%
Financial ServicesInsurance - Property & Casualty

Skyward Specialty Insurance Group, Inc., an insurance holding company, engages in underwriting commercial property and casualty insurance coverages in the United States. The company offers general liability, excess liability, professional liability, commercial auto, group accident and health, property, surety, and workers' compensation insurance products. Skyward Specialty Insurance Group, Inc. was incorporated in 2006 and is headquartered in Houston, Texas.

At a Glance

Live Snapshot
Market Cap$1.73B
EPS4.2100
P/E Ratio10.15
Earnings Date07/29/2026
-16.91%
Return on Invested Capital
-580%
3Y-1115.0%
5Y-50.0%
10Y-
16.84%
Return on Equity
13%
3Y+80.0%
5Y-117.0%
10Y-
3.55%
Return on Assets
11%
3Y+113.0%
5Y-123.0%
10Y-
Skyward Specialty Insurance Group, Inc.

Skyward Specialty Insurance Group, Inc. Management Team

SKWD · NASDAQ
MA

Mr. Andrew Scott Robinson

Chief Executive Officer & Chairperson of the Board

Compensation

$3,007,000

Born 1966(Age 60)
male
MD

Mr. Daniel Paul K. Bodnar

Chief Information & Technology Officer

Born 1967(Age 59)
male
MT

Mr. Thomas N. Schmitt

Chief People & Administrative Officer

Born 1960(Age 66)
male
MM

Mr. Mark William Haushill CPA

Executive Vice President & Chief Financial Officer

Compensation

$1,025,250

Born 1962(Age 64)
male
MK

Mr. Kirby Allen Hill

Executive Vice President and Chairman of Captives & Specialty Programs

Compensation

$628,542

Born 1965(Age 61)
male
MJ

Mr. John Ambrose Burkhart

Executive Vice President and President of Specialty Lines & Industry Solutions

Compensation

$918,126

Born 1970(Age 56)
male
MS

Mr. Sandip A. Kapadia FCAS, MAAA

Executive Vice President, Chief Actuary & Analytics Officer

Compensation

$668,811

Born 1981(Age 45)
male
MP

Ms. Patricia A. Ryan

General Counsel & Corporate Security

Born 1970(Age 56)
female
MH

Ms. Haley Doughty

Vice President of Communications & Chief Marketing Officer

female
MN

Ms. Natalie Schoolcraft

Vice President of Investor Relations

female
skwd

Skyward Specialty Insurance Group, Inc. Insider Positioning

SKWD · NASDAQ

During the last 12 months, insiders have purchased $821K and sold $6.43M worth of SKWD shares, resulting in $5.61M of net selling activity.

3 Months

Bought

1.0K

47.20K

Sold

100

4.63K

Net Activity

+43K

+$43K

3-6 Months

Bought

16.4K

773.57K

Sold

9.2K

443.86K

Net Activity

+330K

+$330K

6-9 Months

Bought

0

0.00

Sold

0

0.00

Net Activity

+0

+$0

9-12 Months

Bought

0

0.00

Sold

99.4K

5.99M

Net Activity

-6.0M

-$5.99M

Top Buyers

1
RAS

Robinson Andrew S

Director, Officer: Chairman & Ceo, Skyward Group

11.3K shares1 transactions

$529K

2
KAJ

Kuczinski Anthony J

Director

6.0K shares4 transactions

$287K

3
MTL

Mcharg Taryn Leonie

Officer, Other: Cfo - Apollo

100 shares1 transactions

$5K

Top Sellers

1
HMW

Haushill Mark W

Officer: Evp & Cfo

63.3K shares2 transactions

$3.72M

2
RAS

Robinson Andrew S

Director, Officer: Chairman & Ceo

36.1K shares1 transactions

$2.26M

3
KSA

Kapadia Sandip A

Officer: Head Of Actuarial

6.5K shares2 transactions

$326K

4
STN

Schmitt Thomas N

Officer: Cpo, Skyward Group

2.7K shares2 transactions

$118K

5
AGL

Ashe Gena L

Director

100 shares1 transactions

$5K

Insider Activity Analysis

Net Insider Sentiment

Bearish

Strong bearish signal with $5.61M net selling. Heavy insider selling may indicate concerns about valuation or near-term prospects.

Buy/Sell Ratio

0.13:1

Weak buy/sell ratio. Selling significantly exceeds buying—monitor for potential fundamental concerns.

Recent Trend (3 Months)

$43K

Very strong recent buying momentum. Recent insider purchases significantly outpace sales, suggesting near-term optimism.

Insider Participation

Moderate Selling

5 insider sellers vs. 3 buyers. More insiders selling than buying suggests cautious or negative sentiment.

SEC Filings

SKWD - Filing history and reports

Filing TypeFiling DatePeriod EndingFiscal YearActions
DEF 14A

DEF 14A 2026

N/A

March 25, 2026
May 05, 2026
2026
DEF 14A

DEF 14A 2025

N/A

March 26, 2025
May 07, 2025
2025
DEF 14A

DEF 14A 2024

N/A

April 01, 2024
May 09, 2024
2024
DEF 14A

DEF 14A 2023

N/A

April 14, 2023
May 25, 2023
2023
Showing 1 to 4 of 4 filings