Skyward Specialty Insurance (SKWD)

Financial Services · Insurance - Property & Casualty
$58.32 -1.67% on the day Market cap $2.5B 52-week range $40.60 to $65.69 Prices as of Oct 11, 2026

What the price implies

A reverse DCF: instead of guessing a fair value, it asks what growth today's price already assumes. How it works.

Free cash flow growth the price needs
-11% a year for 10 years

At a market value of $2.5B, Skyward Specialty Insurance's free cash flow of $403M (fiscal 2025) would need to grow about -11% a year for the stock to be worth today's price. That is slower than the company has grown its free cash flow over the last 4 years.

Assumes a 9% discount rate and 3% growth after year 10, on free cash flow (operating cash flow minus capital spending) from Skyward Specialty Insurance's SEC filings. Change any assumption, or model revenue and margins instead, in the Modeling tab, or try your own numbers in the reverse DCF calculator.

Implied by the price-10.5% a year
Free cash flow, last 4 years23.5% a year
Revenue, same period26.7% a year
Price to free cash flow6.3x

Fundamental grade

B

Five factors scored 1 to 9 from SKWD's latest numbers, weighted into one grade. It describes the business, not whether the stock is a buy.

Valuation7
Profitability5
Growth9
Financial health1
Cash efficiency9

Results from SEC filings

Fiscal years, from Skyward Specialty Insurance's 10-K filings. Ten years of the full income statement, balance sheet and cash flow.

Fiscal year20212022202320242025
Revenue$550M$642M$886M$1.2B$1.4B
Net income$38M$39M$86M$119M$170M
Free cash flow$173M$207M$335M$301M$403M
EPS (diluted)$1.18$1.21$2.24$2.87$4.07
Operating margin8.8%7.7%12.4%13.3%15.3%

Where the revenue comes from

Revenue by products, fiscal 2025. Every breakdown, year by year.

SUA commission revenue$8M67%
SUA fee revenue$2M19%
Other commission and fee revenue (loss)$2M14%

Superinvestors who own SKWD

From each investor's latest 13F filing (what a 13F shows).

None of the superinvestors we track held SKWD in their latest 13F.

Insider buying

Open-market purchases by Skyward Specialty Insurance's executives and directors in the last 12 months, from SEC Form 4 filings. What insider buying tells you. Every purchase since records began.

DateInsiderSharesPriceValue
Mar 3, 2026 Anthony J Kuczinski
1,000$48.13$48,130
Mar 2, 2026 Christopher Locke Peirce
3,200$47.30$151,360
Mar 2, 2026 Anthony J Kuczinski
2,000$48.79$97,580
Feb 27, 2026 Anthony J Kuczinski
2,000$46.88$93,760
Feb 27, 2026 Taryn Leonie Mcharg
200$46.60$9,320
Feb 27, 2026 Andrew S Robinson
22,100$46.76$1M
Jan 5, 2026 Gilbert Ray Cisneros, Jr.
0$50.45—
Jan 5, 2026 Gilbert Ray Cisneros, Jr.
0$50.45—
Jan 5, 2026 Gilbert Ray Cisneros, Jr.
0$50.45—

Get an alert at your buy price

Pick the price you'd be interested at. We'll email you when SKWD trades at or below it.

$

New accounts get 7 days of Pro, price alerts included. No card needed.

In the full deep dive

DCF fair value per share
Yearly return (IRR) at today's price
Growth implied by revenue and margins
15+ years of statements and quarters

Questions

What growth does Skyward Specialty Insurance's stock price imply?

At a market value of $2.5B, Skyward Specialty Insurance would need its free cash flow to grow about -11% a year for 10 years (discounted at 9%, 3% growth after that) to be worth today's price. Over the last 4 years its free cash flow grew 23% a year.

Are Skyward Specialty Insurance insiders buying the stock?

9 open-market insider purchases of SKWD in the last 12 months, from SEC Form 4 filings.

Prices and ratios as of Oct 11, 2026; statements from SEC filings. Information only, not investment advice. Superinvestor holdings come from 13F filings, which are filed up to 45 days after each quarter ends.