Sifting through countless of stocks in the Insurance industry can be tedious, and sometimes two stocks are just too similar to judge which is the better investment. If you’re on the fence about investing in CNA Financial Corporation, White Mountains Insurance Group or Ltd. because you’re not sure how they measure up, it’s important to compare them on a few factors before making your decision.

Read on to learn how CNA Financial Corporation, White Mountains Insurance Group and Ltd. compare based on key financial metrics to determine which better meets your investment needs.

About CNA Financial Corporation, White Mountains Insurance Group and Ltd.

CNA Financial Corporation, an insurance holding company, primarily provides commercial property and casualty insurance products in the United States, Canada, the United Kingdom, Continental Europe, and internationally. It operates through Specialty, Commercial, International, and Life & Group segments. The company offers professional liability coverage and risk management services to various professional firms, including architects, real estate agents, and accounting and law firms; directors and officers, errors and omissions, employment practices, fiduciary, and fidelity and cyber coverage to small and mid-size firms, public and privately held firms, and not-for-profit organizations; professional and general liability, as well as associated casualty coverages for healthcare industry; surety and fidelity bonds; and warranty and alternative risks products. It also provides property, marine, boiler, and machinery coverage insurance products; casualty insurance products comprising workers' compensation, general and product liability, commercial auto, umbrella, and excess and surplus coverages; specialized loss-sensitive insurance programs and total risk management services; and a run-off long-term care business. The company was founded in 1853 and is based in Chicago, Illinois. CNA Financial Corporation is a subsidiary of Loews Corporation.

White Mountains Insurance Group, Ltd. provides insurance services in the United States, the United Kingdom, Bermuda, and internationally. It operates through Ark/WM Outrigger, HG Global, Kudu, Distinguished, and Other Operations segments. The company offers property insurance and reinsurance; specialty insurance and reinsurance consisting of aviation, contingency, cyber, fine art and specie, mortgage, nuclear, political and credit, space, surety, and terrorism and political violence; marine and energy insurance and reinsurance; casualty insurance and reinsurance, such as medical malpractice, and professional and general liability; and accident and health insurance and reinsurance, which includes personal accident, sickness, disability, travel, short-term life, and medical products through brokers, managing general agents (MGA), and reinsurance intermediaries. It also provides municipal bond guarantee reinsurance, which focuses on single risk limits for small-to-medium sized, and public investment grade municipal bonds that are issued to finance public purpose projects, including schools, utilities, and transportation facilities. In addition, the company offers capital solutions for boutique asset and wealth managers for generational ownership transfers, management buyouts, acquisition and growth finance, and legacy partner liquidity; strategic advice; investment management; and specialty electrical contracting services. Further, it operates as a full-service MGA and program administrator for specialty property and casualty insurance for the real estate and hospitality end markets, and start-up programs; and an MGA for leisure travel and global expatriate medical insurance in Israel, the European Union, and Australia. The company was formerly known as Fund American Enterprises Holdings, Inc. and changed its name to White Mountains Insurance Group, Ltd. in 1999. White Mountains Insurance Group, Ltd. was incorporated in 1980 and is headquartered in Hamilton, Bermuda.

Latest Insurance and CNA Financial Corporation, White Mountains Insurance Group, Ltd. Stock News

As of September 2, 2026, CNA Financial Corporation had a $13.1 billion market capitalization, compared to the Insurance median of $7.3 million. CNA Financial Corporation’s stock is up 2.7% in 2026, up 0.2% in the previous five trading days and down 0.86% in the past year.

Currently, CNA Financial Corporation’s price-earnings ratio is 10.7. CNA Financial Corporation’s trailing 12-month revenue is $15.2 billion with a 8.2% net profit margin. Year-over-year quarterly sales growth most recently was 3.0%. Analysts expect adjusted earnings to reach $4.300 per share for the current fiscal year. CNA Financial Corporation currently has a 8.1% dividend yield.

As of September 2, 2026, White Mountains Insurance Group, Ltd. had a $5.0 billion market cap, putting it in the 67th percentile of all stocks. White Mountains Insurance Group, Ltd.’s stock is up 1.9% in 2026, down 0.4% in the previous five trading days and up 14.6% in the past year.

Currently, White Mountains Insurance Group, Ltd.’s price-earnings ratio is 4.7. White Mountains Insurance Group, Ltd.’s trailing 12-month revenue is $3.0 billion with a 37.7% net profit margin. Year-over-year quarterly sales growth most recently was 22.5%. There are no analysts providing consensus earnings estimates for the current fiscal year. White Mountains Insurance Group, Ltd. does not currently pay a dividend.

How We Compare CNA Financial Corporation, White Mountains Insurance Group and Ltd. Stock Grades

Stock evaluation requires access to huge amounts of data and the knowledge and time to sift through it all, make sense of financial ratios, read income statements and analyze recent stock movements. AAII created A+ Investor, a robust data suite that condenses data research in an actionable and customizable way suitable for investors of all knowledge levels, to help investors streamline and work through such data.

AAII’s proprietary stock grades come with A+ Investor. These offer intuitive A‐F grades for each of five key investing factors: value, growth, momentum, earnings estimate revisions and quality. Here, we’ll take a closer look at CNA Financial Corporation, White Mountains Insurance Group and Ltd.’s stock grades to see how they measure up against one another.

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CNA Financial Corporation, White Mountains Insurance Group and Ltd. Stock Value Grades

Company	Ticker	Value
CNA Financial Corporation	CNA	A
White Mountains Insurance Group, Ltd.	WTM	A

Successful stock investing involves buying low and selling high, so stock valuation is an important consideration for stock selection.

Buying stocks that are going to go up typically means buying stocks that are undervalued in the first place, although momentum investors may argue that point.

AAII’s A+ Investor Value Grade derives from a stock’s value score. The Value Score is the percentile rank of the average of the percentile ranks of the price-to-sales ratio, price-earnings ratio, enterprise-value-to-EBITDA (EV/EBITDA) ratio, shareholder yield, price-to-book-value ratio and price-to-free-cash-flow ratio. The score is variable, meaning it can consider all six ratios or, should any of the six ratios not be valid, the remaining ratios that are valid. To be assigned a Value Score, stocks must have a valid (non-null) ratio and corresponding ranking for at least two of the six valuation ratios.

Stocks with a Value Score from 81 to 100 are considered deep value, those with a score between 61 and 80 are a good value and so on.

CNA Financial Corporation has a Value Score of 94, which is Deep Value. White Mountains Insurance Group, Ltd. has a Value Score of 92, which is Deep Value.

The Value Stock Winner: It’s a Tie!

Looking at the Value Grade breakdown above, both CNA Financial Corporation, White Mountains Insurance Group and Ltd. have a Value Grade of A. For investors who focus solely on a company’s valuation, you will need to conduct further research into both of these companies’ other metrics to see if they could be good additions to your portfolio. It’s important for investors to analyze multiple factors based on a wide range of metrics before deciding whether to buy.

CNA Financial Corporation, White Mountains Insurance Group and Ltd. Growth Grades

Company	Ticker	Growth
CNA Financial Corporation	CNA	A
White Mountains Insurance Group, Ltd.	WTM	C

The foundation of growth investing is seeking out stocks of companies exhibiting strong, consistent and prolonged growth that is expected to continue into the future.

In order to compute the growth score and assign it a letter grade, the percentile ranks for each of three components‐consistency of annual sales growth, five-year sales growth rankings adjusted for extreme levels, and consistency of positive annual cash from operations‐must be determined. These three rank figures are added together, and the sum is ranked against the entire stock universe to arrive at a company’s Growth Score to create an equal distribution of grades.

The companies in the bottom 20% of the stock universe receive Growth Grades of F, considered to be very weak, while those in the top 20% receive A grades, which are considered very strong.

CNA Financial Corporation has a Growth Score of 95, which is Very Strong. White Mountains Insurance Group, Ltd. has a Growth Score of 59, which is Average.

The Growth Grade Winner: CNA Financial Corporation

As you can clearly see from the Growth Grade breakdown above, CNA Financial Corporation has a more attractive growth grade than White Mountains Insurance Group, Ltd.. For investors who focus solely on how a company is growing relative to other companies in the same industry, CNA Financial Corporation could be a good stock to add to their portfolio. However, it’s important for investors to analyze multiple factors based on a wide range of metrics before deciding whether to buy.

CNA Financial Corporation, White Mountains Insurance Group and Ltd.’s Estimate Revisions Grades

Company	Ticker	Earnings Estimate
CNA Financial Corporation	CNA	B
White Mountains Insurance Group, Ltd.	WTM	na

Earnings estimate revisions scores consider the magnitude of a company’s earnings surprise in its last two reported fiscal quarters. Often, positive surprises beget further positive surprises‐or at least continued sales growth (the exact opposite is generally true, too).

Estimate revisions offer an indication of what analysts are thinking about the short-term prospects of a firm. Estimate revisions are based on the statistical significance of a firm’s last two quarterly earnings surprises and the percentage change in its consensus estimate for the current fiscal year over the past month and past three months.

CNA Financial Corporation has a Earnings Estimate Score of 76, which is Positive. White Mountains Insurance Group, Ltd. does not have a meaningful Earnings Estimate Score.

The Earnings Estimate Revisions Stock Winner: Undetermined

If you are strictly an investor who focuses on earnings estimate revisions, you may want to add CNA Financial Corporation to your watch list. However, because only one of the companies in our comparison has a valid Earnings Estimate Revisions Grade, we cannot call it a clear winner. Evaluation of the other grades for both companies is necessary in order to understand which stock is the better investment based on AAII’s proprietary scores and analysis.

Other CNA Financial Corporation, White Mountains Insurance Group and Ltd. Grades

In addition to Value, Estimate Revisions and Growth, A+ Investor also provides grades for Momentum and Quality.

Momentum grades help uncover stocks experiencing anomalously high rates of return; research finds that stocks with high relative levels of momentum tend to outperform, whereas those with low levels of momentum tend to continue underperforming.

AAII’s A+ Investor Quality Grade comes from the ranking of key metrics. Specifically, the quality grade is the percentile rank of the composite of return on assets (ROA), return on invested capital (ROIC), gross profit relative to assets, buyback yield, change in total liabilities to assets, accruals, Z double prime bankruptcy risk (Z) score and F-Score.

These 2 key factors, when combined with the above, provide a holistic view into a particular stock. Further, by joining A+ Investor you can see whether CNA Financial Corporation, White Mountains Insurance Group and Ltd. pass any of our 60+ stock screens that have outperformed the market since their creation.

So, Which Is the Better Investment, CNA Financial Corporation, White Mountains Insurance Group or Ltd. Stock?

Overall, CNA Financial Corporation stock has a Value Score of 94, Growth Score of 95 and Estimate Revisions Score of 76.

White Mountains Insurance Group, Ltd. stock has a Value Score of 92, Growth Score of 59 and Estimate Revisions Score of .

Comparing CNA Financial Corporation, White Mountains Insurance Group and Ltd.’s grades, scores and metrics can act as a solid basis to determine whether they may be a good investment or not. You’ll also want to look at your portfolio’s asset allocation as well as your risk tolerance and financial goals to see if either of these stocks would make a good fit for you. AAII can help you figure out which investments align with your individual needs and preferences.

Investors are encouraged to do their own due diligence and research. In this way, individuals can effectively become managers of their own assets‐without having to rely on others for financial independence. You can count on AAII for timeless articles on financial planning and stock-picking, unbiased research and actionable analysis.

A+ Investor adds to our qualitative teaching with a powerful data suite to help you whittle down investment choices to find stocks, exchange-traded funds (ETFs) or mutual funds that meet your needs.

AAII Disclaimer

We make no representations or warranties that any investor will, or is likely to, achieve profits similar to those shown, because past, hypothetical or simulated performance is not necessarily indicative of future results. Before making an investment decision, you should consider your circumstances and whether the information on our content is applicable to your situation. This information was prepared in good faith, and we accept no liability for any errors or omissions. The full disclaimer can be read here.