Owner Scorecard


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SKWD, Skyward Specialty Insurance Group Inc.

We are a growing specialty insurance company delivering commercial insurance products and solutions on a non-admitted and admitted basis, predominantly in the United States.

We operated under the name Houston International Insurance Group, Ltd. until we re-branded as Skyward Specialty in November 2020.

We focus our business on markets that are underserved, dislocated and/or for which standard insurance coverages are insufficient or inadequate to meet the needs of businesses, including our customers and prospective customers operating in these markets.

Latest annual: FY2025 10-K
SKWD · Skyward Specialty Insurance Group Inc.
I

The business

What it sells, where the money comes from, the kind of company it is.

Revenue · FY2025
$1.4B
+23.2% YoY · 27% 4-yr CAGR
Vital signs · TTM, with 5-yr average
Revenue $1.6B 5-yr avg $931M
Combined ratio 93% 5-yr avg 95%
Return on equity 15% 5-yr avg 13%

The business in brief

read the 10-K →

What this business is and what moves its needle, from its own SEC filings.

What moves the needle
Underwriting discipline and the float. What decides it: whether the combined ratio stays below 100% so the policies make money on their own, how large the float is against equity, and what that float earns once it is invested. On its own account, the filing leans hardest on pricing power & competition, set against the numbers in what the filing emphasizes, below.
Is it a good business?
It underwrites at a profit, about a 93% combined ratio (it keeps roughly 7% of premiums before investing the float). Book value per share, the measure Berkshire is judged on, has compounded about 16% a year across the record. The float runs about 2.4× equity, the leverage that magnifies both the underwriting and the investing. Whether the discipline holds through a soft market, and how the float is invested, are what the 10-K decides.

Every line is arithmetic on the company's filings, shown in full in the sections below.

II

The record

Ten years of arithmetic, read across the cycle.

The record, 2021–2025

realized figures from each filing · older years to the left
2021’212022’222023’232024’242025’25TTMTTMMar 2026
Income statement
$550M$653M$886M$1.2B$1.4B$1.6BRevenueRevenue
$500M$616M$829M$1.1B$1.3B$1.4BPremiums earnedPremiums
$25M$37M$40M$81M$84M$91MInvestment incomeInv. inc.
$38M$39M$86M$119M$170M$178MNet incomeNet inc.
21%21%22%22%21%22%Effective tax rateTax rate
Cash flow & returns
$175M$209M$338M$305M$408M$428MOperating cash flowOp. cash
$173M$207M$335M$302M$405M$424MOwner earningsOwner earn.
≈ 100%≈ 96%≈ 94%≈ 94%≈ 92%≈ 93%Combined ratioCombined
9%9%13%15%17%15%Return on equityROE
9%9%13%15%17%15%Retained to equityRetained/eq
Balance sheet
$980M$1.1B$1.3B$1.8B$2.3B$2.9BFloat (reserves)Float
$2.1B$2.4B$3.0B$3.7B$4.8B$6.5BTotal assetsAssets
$206M$167M$336M$397M$433M$642MCash & investmentsCash+inv
$426M$422M$661M$794M$1.0B$1.2BShareholders’ equityEquity
Per share
32.5M32.7M38.3M41.4M41.8M45.4MShares out (diluted)Shares
$1.18$1.21$2.24$2.87$4.07$3.91EPS (diluted)EPS
$5.33$6.33$8.74$7.29$9.68$9.34Owner earnings / shareOE/sh
$13.12$12.91$17.25$19.19$24.15$26.95Book value / shareBVPS
Per-share growththe realized rate an owner's share compounded
4-yr5-yr
Revenue / share+18.9%/yr+18.9%/yr (4-yr)
Owner earnings / share+16.1%/yr+16.1%/yr (4-yr)
EPS+36.2%/yr+36.2%/yr (4-yr)
Capital spending / share+18.4%/yr+18.4%/yr (4-yr)
Book value / share+16.5%/yr+16.5%/yr (4-yr)

The record, charted

FY2021–2025

Each measure over its full record; the current point and the worst year marked.

Share count
42Mpeak FY2025
Revenue
$1.4Blow FY2021
III

Quality & stewardship

Returns, the balance sheet, capital allocation, and pay.

Owner’s Scorecard

FY2025 10-K · source on SEC EDGAR →
Material weakness in financial controls
“We had identified a material weakness in our internal control over information technology general controls ("ITGCs") as of December 31, 2024, which was remediated as of December 31, 2025.”

The figures below are only as sound as the controls that produced them. read the note →

Is it a good business?

  • Combined ratio ≈ 92%
    Underwriting profit
    Total benefits, losses and expenses $1.2B ÷ premiums earned $1.3B
    Industry peers: median 100%

    In the filing’s words The filing discloses a material weakness in its financial controls — the reported numbers here, and the record built on them, are only as reliable as the controls that produced them.

    What this means

    The heart of a property-casualty insurer: claims and costs as a share of premiums. Below 100% means it is paid to hold the float, the gold standard; above 100% means it loses money on the policies and must make it back on investments. Approximate here, taken from the filer's total benefits, losses and expenses over premiums, so it can sit a point or two off the company's headline figure; a number held below 100% across cycles is the mark of a disciplined underwriter, the rarest thing in the business.

  • Strong
    Net income $170M ÷ equity $1.0B
    Industry peers: median 10%
    What this means

    What it earns on shareholders' capital, the underwriting result plus what the float earns invested. Durably above the ~10% cost of equity is what compounds book value.

The float

  • 2.3× equity
    Loss and claim reserves $2.3B, 2.3× equity
    What this means

    Money held against future claims and invested in the meantime. Buffett's insight was that good underwriting makes this float cost less than nothing, a pool of other people's money the owners earn on. Measured here from loss and claim reserves only; it excludes unearned premiums and funds held, so the true float is somewhat larger than shown. The larger it is against equity, the more that leverage works, for better or worse.

  • 3.6% on the float
    Net investment income $84M, 3.6% on the float
    What this means

    What the float and capital earned this year. This is the second engine: an insurer that breaks even on underwriting still wins if the float is large and invested well.

Does AI threaten the moat?

Low contestability

The moat is physical, regulated or balance-sheet-funded, the kind AI cuts costs within but does not contest.

In its own filing A competitive risk, new this year

Its FY2025 10-K names artificial intelligence as a competitive threat, in language that was not in the prior year's filing.

“The rapid growth and development of artificial intelligence and machine learning may alter the competitive landscape in which we operate.”

AI is unlikely to contest a moat that is physical, regulated or balance-sheet-funded; here it reads more as a cost tool than a threat, and the company is using it that way.

Read from the filing's own risk factors, paired with the industry's structure under its SIC code; the durability is read above, the price below.

All figures as filed; the source filing is linked above.

Management, ownership & pay

read the proxy →

From the proxy: how much of the business the people running it own, and how they are paid, beside what the business earned for its owners in the same years.

Fiscal yearChief executivePay, as filed“Actually paid”Owner earnings
2023Mr. Robinson$8.6M$23.2M$335M
2024Mr. Robinson$4.6M$17.1M$302M
2025Mr. Robinson$5.5M$6.1M$405M

Both pay figures are the company’s own, from the pay-versus-performance table its proxy statement files. “As filed” is the Summary Compensation Table total: salary, bonus, and equity awards at their value on the day of grant. “Actually paid” is the SEC’s prescribed recalculation, which re-marks those equity awards to what they became as they vested; it can swing far above or below the filed figure in either direction, and negative years occur. Owner earnings are the whole business's, from the record above, for the same fiscal years.

  • Insider ownership8.5%

    The stake all directors and executive officers hold together, per the 2026 proxy: skin in the game, the first thing Munger reads.

  • Stock-based compensation$12M

    The slice of the business handed to employees in shares this year, 1% of revenue, equal to 5% of operating profit. Buffett's oldest accounting fight: this is compensation, compensation is an expense, real whether or not the headline earnings admit it. One trap: the cash-flow statement adds SBC back, so the operating cash, and the owner earnings drawn from it, are flattered by exactly this amount; counted as the cost it is, what an owner keeps is lower.

What an owner would ask, FY2025

read the 10-K →
  • Which reported numbers are a judgment call?
    Management names Income taxes, Insurance reserves as critical estimates

    each rests partly on management's judgment; the filing's note sets out the assumptionsverify →

The questions the record and the charts do not answer on their own; each carries the figure and the place to look.

Peers, Insurance — Property & Casualty

The same industry, side by side on the underwriting lens. Each figure is a through-cycle median, so a peak or trough year can’t distort it; the group median at the foot is the line to read each against.

CompanyRevenueCombined ratioLoss ratioROE
RLIRLI Corp$1.9B90%48%20%
UVEUNIVERSAL INSURANCE HOLDINGS INC$1.6B104%73%18%
ROOTRoot Inc.$1.5B-62%
SKWDSkyward Specialty Insurance Group Inc.$1.4B94%13%
SAFTSafety Insurance Group Inc.$1.3B97%65%10%
SLDESlide Insurance Holdings Inc.$1.2B40%
PRAProAssurance Corporation$1.1B109%76%3%
TIPTTiptree Inc.$1.5B49%5%
Group median97%12%
IV

The price

What a price has to assume.

What the price implies

price / tangible book

An insurer is worth a multiple of its tangible book value, and the multiple it deserves is set by the return it earns on that book. Type today’s price; we show what you would be paying against what Skyward Specialty Insurance Group Inc.’s record justifies.

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The assumptions

Tangible book / share, delivered23%/yr’21→’25

The justified multiple is (return on tangible equity − growth) ÷ (cost of equity − growth). An insurer earning exactly its cost of equity is worth about one times tangible book; the premium above that prices each point of durable excess return. A higher cost of equity lowers the justified multiple for an insurer.

Enter a price above to run it.

Price / tangible book
Justified by the return
Normalized return on tangible equity15%
Price / book
Earnings yield
P/E (3-yr avg ’23–’25)
Graham’s price gate

Graham applied the same standards to financial enterprises (Intelligent Investor ch.14): the 15× multiple cap on averaged earnings, and P/E times price-to-book at most 22.5. The gate marks the bargain-hunter’s floor, not a verdict.

Tangible book $752M on 41M shares, a 15% normalized return on it. The dials set the multiple such a return would justify; your price sets the multiple you are paying. It assumes the insurer keeps earning that return; an underwriting cycle, a reserve shortfall or a bad year on the float changes it, which is what the record and the 10-K are for.

Cite: Owner Scorecard, "Skyward Specialty Insurance Group Inc. (SKWD), the owner's record," https://ownerscorecard.com/c/SKWD, data as of 2026-07-09.

Manual order: ← SJW its page in the Manual SKX →

Industry order: ← SIGIP the Insurance — Property & Casualty chapter SLDE →