Chairman and CEO, Skyward Group · Skyward Specialty Insurance Group, Inc. (SKWD)

Andrew Robinson

A named executive officer of Skyward Specialty Insurance in every fiscal year CompBrief holds from FY2022 to FY2025. Every figure below is printed as the company filed it and cited to the filing it came from.

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Total disclosed compensation, FY2025

$5,532,117

FY2024: $4,641,869

1st of 5 named executive officers at Skyward Specialty Insurance by FY2025 total.

5 named officers on file for Skyward Specialty Insurance, FY2025

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What this number hides

The filing gives the total. Skyward Specialty Insurance’s full Executive Compensation Report gives every award, the disclosed peer set and what the total leaves out — the pair adds the board’s.

Compensation figures as of the proxy filed March 25, 2026 (DEF 14A). Insider transactions since that proxy, current to 2026-11-06.

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Andrew Robinson compensation by year

Skyward Specialty Insurance Summary Compensation Table · all 4 fiscal years held
In US dollars, as Skyward Specialty Insurance reports it. Most recent year shaded. Totals are the company’s disclosed totals.
ComponentFY2022FY2023FY2024FY2025
Salary$750,000$800,000$900,000$975,000
Bonus$0$0$0$0
Stock awards$950,000$900,000$1,634,869$1,563,117
Option awards$0$0$0$0
Non-equity incentive$810,000$2,132,000$2,107,000$2,973,000
Pension and deferred compensation$0$0$0$0
All other$172,198$16,500$0$21,000
Total$2,682,198$3,848,500$4,641,869$5,532,117

Each year as stated in that year's proxy. A dash means the company reported no figure in that column. Source: Skyward Specialty Insurance Group, Inc. DEF 14A filed March 25, 2026, accession 0001519449-26-000021, and prior-year filings. Open the filing on EDGAR.

How this page was built: the Skyward Specialty Insurance Group, Inc. filed document, accession 0001519449-26-000021. Every figure is read from that document and cited to the page and table it appears in. Filed March 25, 2026.

$2.7M
$3.8M
$4.6M
$5.5M
FY22
FY23
FY24
FY25
SalaryNon-equity incentiveStock awardsAll other

Equity holdings

unvested awards at FY2025 year-end
TypeUnvested unitsValue at year-endExercise price
RSU100,000$5,111,000—
RSU50,000$2,555,500—
PSU29,918$1,529,109—
PSU20,266$1,035,795—
RSU17,575$898,258—
RSU15,151$774,368—
PSU15,151$774,368—
RSU14,959$764,554—
RSU10,133$517,898—
Option400,000—$15.00

Per the Outstanding Equity Awards at Fiscal Year-End table in Skyward Specialty Insurance Group, Inc.'s FY2025 proxy; value at the fiscal year-end close, as the company printed it.

Insider transactions since the last proxy

3 Form 4 lines since the FY2025 proxy (filed March 25, 2026)
current to 2026-11-06 · updated nightly
DateTransactionPlanSharesPriceHeld after
2026-05-06Exercise or conversion—20,150$0.00187,824
2026-05-06Tax withholding—7,930$43.68179,894
2026-05-06Exercise or conversion derivative—15,151$0.000

The 3 most recent of 3 lines, each as reported on the Form 4. "10b5-1" marks a trade the filing reports under a pre-arranged trading plan. View every Form 4 filing on EDGAR →

Change-in-control & termination

estimated payments Skyward Specialty Insurance discloses, by trigger · FY2025
TriggerCash severanceAccelerated equityBenefits continuationTotal as disclosed
Change in control and involuntary termination$1,000,000$28,782,271$26,845$31,309,116
Retirement—$4,219,780—$4,219,780
Death—$28,782,271—$30,282,271
Involuntary termination without cause$1,000,000$2,056,820$26,845$4,583,665

Per the Potential Payments Upon Termination or Change in Control table in Skyward Specialty Insurance Group, Inc.'s FY2025 proxy. Estimates as the company printed them; a dash means it printed no figure.

Skyward Specialty Insurance’s named executive officers, FY2025

as the company reported each
Named executive officerRoleFY2025 total
Andrew Robinson · this pageChairman and CEO, Skyward Group$5,532,117
John BurkhartPresident, U.S. Property and Casualty, Skyward Specialty$1,775,352
Mark HaushillCFO, Skyward Group$1,634,144
Patricia RyanChief Legal Officer and Corporate Secretary, Skyward Group$1,153,807
Sandip KapadiaPresident, Reinsurance and Head of Actuarial, Skyward Specialty$1,130,768

Board service

Skyward Specialty Insurance board · FY2022–FY2025

How this board is paid

Company policy: Skyward Specialty Insurance pays directors a $75,000 cash retainer and $100,000 in equity. As stated in Skyward Specialty Insurance's FY2025 proxy.

The full Skyward Specialty Insurance compensation record

free company brief

This page is one person within Skyward Specialty Insurance's record. The company brief lists every named executive, each linking to their own page.

Peer companies

named in the Skyward Specialty Insurance proxy · each links to its own free brief

Compensation, the day it’s disclosed

The CompBrief Daily Digest lists the newest executive and director compensation disclosures as companies file them. Or order Skyward Specialty Insurance's full Executive Compensation Report with peer benchmarking.

How this record is built

Every figure on this page is one figure from a public SEC filing, printed as the filing states it and cited to the document. Compensation totals are Skyward Specialty Insurance's own disclosed totals, not summed by Velarion. Insider transactions are read from Form 4 filings and cover every line filed since the most recent proxy. Nothing is estimated by Velarion; where the company does not disclose a value the cell reads "—", and a section appears only where the company discloses the data. Corrections: records@velarion.ai.

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Andrew Robinson's compensation dossier