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Skyward Specialty Insurance Group, Inc. (SKWD)

Skyward Specialty Insurance Group, Inc. at a glance — key fundamentals, SEC filings, insider buying and selling, and earnings dates.

Skyward Specialty Insurance Group, Inc. (SKWD) is a Insurance - Property & Casualty company based in US with a market capitalization of $1.8B. Revenue grew 23.2% year-over-year and the company generated $402.6M in free cash flow. This page tracks SKWD's SEC filings, insider buying and selling, earnings dates, and key fundamentals in one place.

US · 580 employees · IPO Jan 13, 2023

Valuation

Valuation & price

$46.01 · as of May 17, 2026 · -25.1% vs 52w high

11.3

P/E ratio

Latest-FY diluted EPS

1.79

P/B ratio

Market cap ÷ book equity

—

Dividend yield

Price — last 12 months

$61.42$51.42$41.42Jul 25Dec 25Jul 26Jul 7, 25$54.93Jul 9, 25$54.63Jul 11, 25$52.13Jul 15, 25$53.64Jul 17, 25$54.11Jul 21, 25$52.85Jul 23, 25$52.55Jul 25, 25$51.98Jul 29, 25$50.91Jul 31, 25$50.58Aug 4, 25$49.57Aug 6, 25$47.93Aug 11, 25$48.91Aug 13, 25$49.78Aug 15, 25$47.70Aug 19, 25$48.53Aug 21, 25$49.44Aug 25, 25$48.69Aug 27, 25$48.63Aug 29, 25$48.30Sep 3, 25$48.87Sep 5, 25$50.23Sep 9, 25$48.65Sep 11, 25$47.72Sep 16, 25$46.78Sep 18, 25$47.89Sep 22, 25$47.25Sep 24, 25$47.88Sep 26, 25$47.02Sep 30, 25$47.56Oct 2, 25$45.82Oct 6, 25$48.00Oct 8, 25$48.97Oct 10, 25$48.93Oct 14, 25$50.60Oct 16, 25$45.00Oct 21, 25$46.95Oct 23, 25$46.60Oct 27, 25$46.76Oct 29, 25$45.01Oct 31, 25$45.59Nov 4, 25$45.87Nov 6, 25$45.66Nov 10, 25$47.83Nov 12, 25$49.42Nov 14, 25$48.70Nov 18, 25$48.25Nov 20, 25$46.60Nov 25, 25$49.29Nov 28, 25$48.96Dec 2, 25$46.57Dec 4, 25$47.52Dec 8, 25$46.76Dec 10, 25$47.48Dec 12, 25$49.71Dec 16, 25$49.11Dec 18, 25$51.80Dec 22, 25$52.09Dec 24, 25$51.72Dec 29, 25$52.12Jan 2, 26$48.62Jan 6, 26$47.43Jan 8, 26$47.22Jan 12, 26$46.10Jan 14, 26$45.14Jan 16, 26$46.48Jan 21, 26$45.34Jan 23, 26$44.89Jan 27, 26$44.97Jan 29, 26$45.15Feb 2, 26$44.82Feb 4, 26$43.80Feb 9, 26$42.80Feb 11, 26$46.61Feb 13, 26$45.25Feb 18, 26$45.18Feb 20, 26$46.88Feb 24, 26$45.07Feb 26, 26$45.00Mar 2, 26$48.58Mar 4, 26$48.65Mar 6, 26$48.71Mar 10, 26$46.29Mar 12, 26$45.23Mar 17, 26$45.04Mar 19, 26$41.42Mar 23, 26$42.69Mar 25, 26$43.15Mar 27, 26$42.13Mar 31, 26$43.68Apr 2, 26$43.93Apr 7, 26$43.97Apr 9, 26$45.89Apr 13, 26$46.06Apr 15, 26$46.65Apr 17, 26$46.83Apr 22, 26$46.21Apr 24, 26$45.94Apr 28, 26$45.59Apr 30, 26$45.45May 4, 26$43.64May 6, 26$43.84May 8, 26$46.69May 12, 26$45.37May 14, 26$45.28May 18, 26$47.85May 20, 26$47.39May 22, 26$47.45May 28, 26$44.77Jun 1, 26$44.21Jun 3, 26$42.73Jun 5, 26$45.96Jun 9, 26$46.76Jun 11, 26$50.80Jun 15, 26$49.25Jun 17, 26$50.51Jun 22, 26$50.82Jun 24, 26$54.39Jun 26, 26$59.19Jul 2, 26$61.42
$41.2652-week range$61.42
Loading valuation history…

Fundamentals

Key fundamentals

$1.8B

Market cap

23.2%

Revenue growth (YoY)

44.0%

Gross margin

$402.6M

Free cash flow (USD)

-$1.4B

Net debt

Net cash position

1.0%

Share dilution

2/4

Graham criteria passed

Defensive-investor screen

Financial Services

Sector

Trajectory

Long-term trends

Revenue by year

2012 → 2025

FY 2012$98.4MFY 2013$218.2MFY 2020$447.9MFY 2021$535.8MFY 2022$636.4MFY 2023$895.4MFY 2024$1.1BFY 2025$1.4B
$98.4M$1.4B

Free cash flow by year

2012 → 2025

FY 2012$0.00FY 2013$0.00FY 2020$42.6MFY 2021$173.1MFY 2022$206.6MFY 2023$335.0MFY 2024$300.9MFY 2025$402.6M
$0$402.6M

Gross margin by year

2021 → 2025

FY 202125.1%FY 202226.4%FY 202330.3%FY 202428.6%FY 202544.0%
25.1%44.0%

Value screen

Graham defensive-investor tests

Computing the scorecard — refreshing any stale inputs…

1

Insider buys · 90 days

2

Insider sells · 90 days

Earnings

Last report: 10-Q filed May 11, 2026

Next expected: not yet scheduled

On the tape

Recent SEC & insider activity

  • Insider sellInsider Sell $431KSchmitt Thomas N · CPO, Skyward Group · $431KJun 15, 2026Filing
  • Insider buyInsider Buy $94KKuczinski Anthony J · Director · $94.2KMay 21, 2026Filing
  • Insider sellInsider Sell $34KAshe Gena L · Director · $34.3KMay 12, 2026Filing
  • Quarterly report10-Q FiledMay 11, 2026Filing
  • 8-K eventAnnual Meeting ResultsMay 11, 2026Filing
  • 8-K eventEarnings ReleaseMay 6, 2026Filing

Questions

Frequently asked questions

What is Skyward Specialty Insurance Group, Inc.'s market cap?

Skyward Specialty Insurance Group, Inc. (SKWD) has a market capitalization of $1.8B.

What is SKWD's P/E ratio?

SKWD trades at a price-to-earnings ratio of 11.3, based on its latest fiscal-year diluted earnings per share and the most recent cached price.

What is SKWD's price-to-book (P/B) ratio?

SKWD trades at 1.79 times book value per share.

Are insiders buying SKWD stock?

Yes — SEC Form 4 filings show 1 open-market insider buy and 2 sells at Skyward Specialty Insurance Group, Inc. in the last 90 days.

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Timeline

Every filing, insider trade & earnings on a price-anchored timeline

Filing Analyzer

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News

Latest press coverage in one feed

Data: SEC EDGAR filings and cached fundamental data; prices and ratios use the most recent cached quote and statements (may lag by up to a day). Educational and research purposes only. Not investment advice.