6 Undervalued Insurance Stocks for Monday, September 21

By Michael Rose
September 21, 2026
Diamond graphic indicating best value stocks in their industry
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Based on key financial metrics such as the price-to-sales ratio, shareholder yield and the price-earnings ratio, the following 6 stocks made the list for top value stocks in the Insurance industry. Those looking for value stocks to add to their portfolio may want to use this list as a starting point for further investment research.

Why Focus on Undervalued Insurance Stocks?

Value investors seek to buy stocks at a discount to their intrinsic value. Long-term returns show that such strategies are advantageous. Value stocks, as a group, tend to outperform growth stocks over extended periods of time. Typically, value investors perform financial analysis of numerous metrics, don’t follow the herd and are long-term investors.

AAII’s A+ Investor Value Grade is derived 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.

What Goes Into AAII’s Value Grade?

Stock evaluation requires access to huge amounts of data as well as the knowledge and time to sift through it all, make sense of financial ratios, read income statements and analyze recent stock movement. 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 with that task.

AAII’s proprietary stock grades come with A+ Investor. These offer intuitive A–F grades for more than just value. It is possible for a stock to appear cheap based on one valuation metric but appear expensive on another. It is also possible for one valuation ratio to be associated with outperforming stocks during certain periods of time but not others. Some stocks may even have null values for certain metrics like the price-earnings ratio or the price-to-book ratio but not others. An example of this would be a company with losses instead of profits or a negative book value because of heavy borrowing. Negative earnings or book value result in non-meaningful ratios that are left blank or null.

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6 Undervalued Insurance Stocks

Of course, there are countless value stocks that are worth mentioning, but this is a concise list of the top 6 undervalued stocks in the Insurance industry for Tuesday, September 22, 2026. Let’s take a closer look at their individual scores to see how they measure up against each other and the Insurance industry median.

Company Ticker Price/Sales Price/Earnings EV/EBITDA Shareholder Yield Price/Book Value Price/Free Cash Flow Value Grade
American Financial Group, Inc. AFG 1.46 12.3 8.3 3.1% 2.43 9.2 B
American International Group, Inc. AIG 1.54 13.7 6.4 10.3% 0.96 14.1 A
Assurant, Inc. AIZ 1.03 13.3 7.8 3.6% 2.25 9.4 A
Ategrity Specialty Insurance Company Holdings ASIC 2.36 12.7 7.4 (14.1%) 1.95 7.6 B
Slide Insurance Holdings, Inc. SLDE 1.59 5.9 10.5 (71.6%) 2.34 2.9 B
W. R. Berkley Corporation WRB 1.82 14.2 11.3 4.8% 2.72 7.8 B

The Value Grade is assigned based on how each stock’s composite valuation compares to all other stocks.

The process for assigning grades starts with each variable for a given stock. The percentile rankings for all valid ratios that a stock has are calculated. So, for instance, a stock could have a price-to-book ranking in the 43rd percentile, a price-earnings ranking in the 67th percentile, a price-to-sales ranking in the 23rd percentile, etc. Then, those rankings are averaged for each stock. (A minimum of two valid variables are required, though all six will be used if available.)

Once the average of the individual variables is calculated, that average is ranked against all stocks. Put another way, each stock’s composite valuation is compared to all other stocks. These ranks are then sorted into quintiles from the cheapest 20% (a grade of A) to the most expensive 20% (a grade of F).

As always, we recommend that you conduct proper due diligence and research before investing in any security. We also suggest that investors utilize numerous grades, not just value, when it comes to deciding whether a company is a good fit for their allocation needs.

American Financial Group, Inc.’s Value Grade

Value Grade:

Metric Score AFG Industry Median
Price/Sales 40 1.46 1.23
Price/Earnings 28 12.3 11.9
EV/EBITDA 27 8.3 8.9
Shareholder Yield 26 3.1% 2.4%
Price/Book Value 59 2.43 1.56
Price/Free Cash Flow 22 9.2 8.9

American Financial Group, Inc., an insurance holding company, provides property and casualty insurance products in the United States. It operates through Property and Casualty Insurance and Other segments. The company offers property and transportation insurance products, such as physical damage and liability coverage for buses and trucks, other specialty transportation niches, inland and ocean marine, agricultural-related products, and other commercial property coverages; specialty casualty insurance, including primarily excess and surplus, executive and professional liability, general liability, umbrella and excess liability, and specialty coverage in targeted markets, as well as customized programs for small to mid-sized businesses and workers compensation insurance; and specialty financial insurance products comprising risk management insurance programs for lending and leasing institutions, fidelity and surety products, and trade credit insurance. It sells its property and casualty insurance products through independent insurance agents and brokers. American Financial Group, Inc. was formerly known as American Financial Group Holdings Inc and changed its name to American Financial Group, Inc. in July 1997. The company was founded in 1872 and is headquartered in Cincinnati, Ohio.

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

American Financial Group, Inc. has a Value Score of 77, which is considered to be undervalued.

When you look at American Financial Group, Inc.’s price-to-sales ratio at 1.46 compared to the industry median at 1.23, this company has a higher price relative to revenue compared to its peers. This could make American Financial Group, Inc.’s stock less attractive for value investors.

American Financial Group, Inc.’s price-earnings ratio is 12.30 compared to the industry median at 11.90. This means it has a higher share price relative to earnings compared to its peers. This could make American Financial Group, Inc. less attractive for value investors.

Now, let’s assess American Financial Group, Inc.’s EV/EBITDA ratio, also known as enterprise multiple. At 8.3, when compared to the industry median of 8.9, the company may be considered undervalued in relation to its peers. Value investors could use the enterprise multiple to identify stocks that are considered overvalued or undervalued relative to their industry.

Shareholder yield is the sum of a stock’s dividend yield (paid over previous 12 months minus special dividends) and the percentage of net share buybacks over the previous 12 months. American Financial Group, Inc.’s shareholder yield is higher than its industry median ratio of 2.40%. Value investors may look for an attractive shareholder yield because it can be a powerful tool for identifying if the company has a good management team.

As one of the most common value metrics, the price-to-book ratio evaluates a company’s current market price relative to its book value. American Financial Group, Inc.’s price-to-book ratio is higher than its industry median ratio of 1.56. This could make American Financial Group, Inc. less attractive to investors looking for a new addition to their portfolio.

Lastly, let’s take a look at American Financial Group, Inc.’s price-to-free-cash-flow ratio (P/FCF), which can indicate a company’s market value relative to its operating cash flow. American Financial Group, Inc.’s price-to-free-cash-flow ratio is higher than its industry median ratio of 8.90. This could make American Financial Group, Inc. less attractive because the higher P/FCF ratio indicates that American Financial Group, Inc. is undervalued. The P/FCF ratio metric can also be viewed over a long-term time frame to see if the company's cash flow to share price value is generally improving or worsening.

American International Group, Inc.’s Value Grade

Value Grade:

Metric Score AIG Industry Median
Price/Sales 42 1.54 1.23
Price/Earnings 34 13.7 11.9
EV/EBITDA 17 6.4 8.9
Shareholder Yield 5 10.3% 2.4%
Price/Book Value 21 0.96 1.56
Price/Free Cash Flow 38 14.1 8.9

American International Group, Inc. provides insurance products for commercial, institutional, and individual customers in North America and internationally. It operates through three segments: North America Commercial, International Commercial, and Global Personal. The company offers commercial and industrial property insurance, including business interruption and package insurance that cover exposure to made and natural disasters; general liability, environmental, commercial automobile liability, workers’ compensation, excess casualty, and crisis management insurance products; risk-sharing and other customized structured programs for large corporate and multinational customers; professional liability insurance; and marine, energy-related property insurance products, aviation, political risk, trade credit, and trade finance products. It also provides group personal accident and business travel products for employees, associations, and other organizations; voluntary and sponsor-paid personal accident and supplemental health products for individuals; and personal auto and homeowners in selected markets, comprehensive extended warranty, device protection insurance, home warranty and related services, and insurance for high net-worth individuals. In addition, the company offers mortgage and other loans receivable, such as commercial mortgages, life insurance policy loans, commercial loans, and other loans and notes receivable. American International Group, Inc. was founded in 1919 and is headquartered in New York, New York.

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

American International Group, Inc. has a Value Score of 89, which is considered to be undervalued.

American International Group, Inc.’s price-earnings ratio is 13.7 compared to the industry median at 11.9. This means that it has a higher price relative to its earnings compared to its peers. This makes American International Group, Inc. less attractive for value investors.

American International Group, Inc.’s price-to-book ratio is higher than its peers. This could make American International Group, Inc. less attractive for value investors when compared to the industry median at 1.56.

You can read more about American International Group, Inc.’s key financial metrics like shareholder yield, price-to-free-cash-flow and EV/EBITDA ratio, or learn more about its Momentum and Growth Grades, by subscribing to A+ Investor.

Assurant, Inc.’s Value Grade

Value Grade:

Metric Score AIZ Industry Median
Price/Sales 32 1.03 1.23
Price/Earnings 32 13.3 11.9
EV/EBITDA 24 7.8 8.9
Shareholder Yield 23 3.6% 2.4%
Price/Book Value 56 2.25 1.56
Price/Free Cash Flow 23 9.4 8.9

Assurant, Inc. provides protection services to connected devices, homes, and automobiles in North America, Latin America, Europe, and the Asia Pacific. It operates through Global Lifestyle and Global Housing segments. The Global Lifestyle segment offers mobile device solutions, and extended service contracts and related services for consumer electronics and appliances, and credit and other insurance products; and vehicle protection, commercial equipment protection, and other related services. The Global Housing segment provides lender-placed homeowners, manufactured housing, and flood insurance; renters insurance and other products; and voluntary manufactured housing, and condominium and homeowners insurance products. The company was formerly known as Fortis, Inc. and changed its name to Assurant, Inc. in February 2004. Assurant, Inc. was founded in 1892 and is headquartered in Atlanta, Georgia.

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

Assurant, Inc. has a Value Score of 81, which is considered to be undervalued.

Assurant, Inc.’s price-earnings ratio is 13.3 compared to the industry median at 11.9. This means that it has a higher price relative to its earnings compared to its peers. This makes Assurant, Inc. less attractive for value investors.

Assurant, Inc.’s price-to-book ratio is lower than its peers. This could make Assurant, Inc. more attractive for value investors when compared to the industry median at 1.56.

You can read more about Assurant, Inc.’s key financial metrics like shareholder yield, price-to-free-cash-flow and EV/EBITDA ratio, or learn more about its Momentum and Growth Grades, by subscribing to A+ Investor.

Ategrity Specialty Insurance Company Holdings’s Value Grade

Value Grade:

Metric Score ASIC Industry Median
Price/Sales 54 2.36 1.23
Price/Earnings 30 12.7 11.9
EV/EBITDA 21 7.4 8.9
Shareholder Yield 77 (14.1%) 2.4%
Price/Book Value 50 1.95 1.56
Price/Free Cash Flow 17 7.6 8.9

Ategrity Specialty Insurance Company Holdings, through its subsidiaries, provides excess and surplus lines insurance and reinsurance products to small and medium-sized businesses in the United States. The company offers property and casualty insurance solutions, including general liability, commercial property, management liability, miscellaneous PL, allied healthcare, and architects and engineers insurance products to the retail, real estate, hospitality, and construction sectors. It markets and distributes its products through brokerage and small business channels. The company was formerly known as Ategrity Specialty Holdings LLC and changed its name to Ategrity Specialty Insurance Company Holdings in June 2025. Ategrity Specialty Insurance Company Holdings was incorporated in 2017 and is based in New York, New York. Ategrity Specialty Insurance Company Holdings operates as a subsidiary of Zimmer Financial Services Group LLC.

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

Ategrity Specialty Insurance Company Holdings has a Value Score of 62, which is considered to be undervalued.

Ategrity Specialty Insurance Company Holdings’s price-earnings ratio is 12.7 compared to the industry median at 11.9. This means that it has a higher price relative to its earnings compared to its peers. This makes Ategrity Specialty Insurance Company Holdings less attractive for value investors.

Ategrity Specialty Insurance Company Holdings’s price-to-book ratio is lower than its peers. This could make Ategrity Specialty Insurance Company Holdings more attractive for value investors when compared to the industry median at 1.56.

You can read more about Ategrity Specialty Insurance Company Holdings’s key financial metrics like shareholder yield, price-to-free-cash-flow and EV/EBITDA ratio, or learn more about its Momentum and Growth Grades, by subscribing to A+ Investor.

Slide Insurance Holdings, Inc.’s Value Grade

Value Grade:

Metric Score SLDE Industry Median
Price/Sales 43 1.59 1.23
Price/Earnings 6 5.9 11.9
EV/EBITDA 40 10.5 8.9
Shareholder Yield 91 (71.6%) 2.4%
Price/Book Value 57 2.34 1.56
Price/Free Cash Flow 6 2.9 8.9

Slide Insurance Holdings, Inc. provides property and casualty insurance services in the United States. The company writes coastal specialty personal lines insurance, including homeowners, condominium unit owners, commercial residential, and other products, as well as offers reinsurance and insurance agency services. Slide Insurance Holdings, Inc. was incorporated in 2021 and is headquartered in Tampa, Florida.

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

Slide Insurance Holdings, Inc. has a Value Score of 64, which is considered to be undervalued.

Slide Insurance Holdings, Inc.’s price-earnings ratio is 5.9 compared to the industry median at 11.9. This means that it has a lower price relative to its earnings compared to its peers. This makes Slide Insurance Holdings, Inc. more attractive for value investors.

Slide Insurance Holdings, Inc.’s price-to-book ratio is lower than its peers. This could make Slide Insurance Holdings, Inc. more attractive for value investors when compared to the industry median at 1.56.

You can read more about Slide Insurance Holdings, Inc.’s key financial metrics like shareholder yield, price-to-free-cash-flow and EV/EBITDA ratio, or learn more about its Momentum and Growth Grades, by subscribing to A+ Investor.

W. R. Berkley Corporation’s Value Grade

Value Grade:

Metric Score WRB Industry Median
Price/Sales 46 1.82 1.23
Price/Earnings 36 14.2 11.9
EV/EBITDA 44 11.3 8.9
Shareholder Yield 17 4.8% 2.4%
Price/Book Value 63 2.72 1.56
Price/Free Cash Flow 18 7.8 8.9

W. R. Berkley Corporation, an insurance holding company, operates as a commercial line writer worldwide. The company operates through Insurance and Reinsurance & Monoline Excess segments. The Insurance segment underwrites commercial insurance business, including excess and surplus lines, admitted lines, and specialty personal lines. This segment also provides accident and health insurance and reinsurance products; insurance for commercial risks; casualty and specialty environmental products; insurance coverages for fine arts and jewelry exposures; excess liability and inland marine coverage for small to medium-sized insureds; and commercial general liability, umbrella, professional liability, directors and officers, commercial property, and surety products, as well as products for technology, and life sciences and travel industries. In addition, it offers cyber risk solutions; crime and fidelity insurance products; medical professional coverages; workers’ compensation insurance products; management liability and general insurance products; personal lines insurance solutions, including home, condo/co-op, auto, fine arts and collectibles, liability, collector vehicle, and recreational marine; law enforcement, public officials and educator's legal, and employment practices liability, as well as incidental medical, property, and crime insurance products; at-risk and alternative risk insurance program management services; professional liability; energy and marine risks; and insurance products to the Lloyd's marketplace. The Reinsurance & Monoline Excess segment provides treaty and facultative reinsurance solutions; property and casualty reinsurance products; facultative reinsurance products include automatic, semi-automatic, and individual risk assumed reinsurance; and turnkey products, such as cyber, employment practices liability insurance, liquor liability insurance and violent events. The company was founded in 1967 and is headquartered in Greenwich, Connecticut.

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

W. R. Berkley Corporation has a Value Score of 71, which is considered to be undervalued.

W. R. Berkley Corporation’s price-earnings ratio is 14.2 compared to the industry median at 11.9. This means that it has a higher price relative to its earnings compared to its peers. This makes W. R. Berkley Corporation less attractive for value investors.

W. R. Berkley Corporation’s price-to-book ratio is lower than its peers. This could make W. R. Berkley Corporation more attractive for value investors when compared to the industry median at 1.56.

You can read more about W. R. Berkley Corporation’s key financial metrics like shareholder yield, price-to-free-cash-flow and EV/EBITDA ratio, or learn more about its Momentum and Growth Grades, by subscribing to A+ Investor.

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Other Insurance Stock Grades

Value is just one of the five Stock Grades included in our A+ Investor service. AAII members can see the top-graded stocks—those with grades of A or B for value, growth, momentum, earnings estimate revisions and quality—on the A+ Stock Grades Screener.

Also, if you want full access to all of AAII’s premium services, you can subscribe to one convenient bundled plan called AAII Platinum where you can try out A+ Investor, AAII Dividend Investing, the Stock Superstars Report, Growth Investing and VMQ Stocks. With the other premium services, you can dive deep into additional metrics, portfolios, commentary and information about Insurance stocks as well as other industrys.

Choosing Which of the 6 Best Insurance Stocks Is Right for You

Choosing which value stocks to invest in will ultimately depend on your individual goals and allocation; however, comparing similar value stocks in the same industry can help you analyze which might be better investments for you in the long run. So, let’s take a look at the Value Grade for all of our stocks.

  • American Financial Group, Inc. stock has a Value Grade of B.
  • American International Group, Inc. stock has a Value Grade of A.
  • Assurant, Inc. stock has a Value Grade of A.
  • Ategrity Specialty Insurance Company Holdings stock has a Value Grade of B.
  • Slide Insurance Holdings, Inc. stock has a Value Grade of B.
  • W. R. Berkley Corporation stock has a Value Grade of B.

Now that you have a bit more background about each of the 6 undervalued stocks in the Insurance industry as well as their overall grades, it’s time for you to conduct additional research to see if these could fit your portfolio needs based on your goals and risk tolerance. AAII can help you figure out both and identify which investments align with what works best for you.

We do so through a program of education that teaches you to invest for yourself and become an effective manager of your own wealth—no more relying on others for your financial independence. You can rely on AAII for timeless articles on financial planning and stock-picking, unbiased research and actionable analysis that makes you a better investor.

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

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Additional Resources About Insurance Stocks

Want to learn more about Insurance stocks to see if they could be the right investment for you? Check out some additional resources and articles to help you on your financial journey.

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.



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