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White Mountains Insurance Group (WTM)
NYSE:WTM
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White Mountains Insurance Group (WTM) AI Stock Analysis

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WTM

White Mountains Insurance Group

(NYSE:WTM)

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Outperform 79 (OpenAI - 5.2)
Rating:79Outperform
Price Target:
$2,456.00
▲(11.23% Upside)
Action:Reiterated
Date:08/07/26
The score is driven primarily by strong financial performance (debt-free balance sheet and robust recent profitability) and very favorable valuation (low P/E and solid dividend yield). These positives are tempered by uneven cash flow conversion and a mixed technical picture with neutral-to-soft momentum.
Positive Factors
Debt-free balance sheet
The absence of debt and substantial equity provide financial flexibility through insurance cycles, reduce funding risk, and support continued capital deployment or shareholder returns without relying heavily on external financing.
Negative Factors
Unreliable cash flow conversion
Cash generation remains positive but has been inconsistent relative to reported earnings. This volatility can constrain predictable capital returns and makes it harder to assess the durability of profitability across insurance and investment cycles.
Read all positive and negative factors
Positive Factors
Negative Factors
Debt-free balance sheet
The absence of debt and substantial equity provide financial flexibility through insurance cycles, reduce funding risk, and support continued capital deployment or shareholder returns without relying heavily on external financing.
Read all positive factors

White Mountains Insurance Group (WTM) vs. SPDR S&P 500 ETF (SPY)

White Mountains Insurance Group Business Overview & Revenue Model

Company Description
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 comp...
How the Company Makes Money
White Mountains makes money primarily through (1) underwriting income from its insurance and reinsurance operations and (2) investment income and gains on the assets it holds at the parent company and within its regulated insurance subsidiaries. U...

White Mountains Insurance Group Financial Statement Overview

Summary
Strong overall fundamentals led by an excellent balance sheet (no debt in TTM, sizable equity base) and very strong recent profitability (high net and EBIT margins). Offsetting this, results appear cycle-sensitive with notable earnings swings across years, and cash flow conversion is less reliable (TTM free cash flow down ~32% and historical inconsistency).
Income Statement
86
Very Positive
Balance Sheet
90
Very Positive
Cash Flow
62
Positive
BreakdownTTMDec 2025Dec 2024Dec 2023Dec 2022Dec 2021
Income Statement
Total Revenue2.80B2.71B2.35B2.17B1.16B614.40M
Gross Profit1.72B1.45B1.07B1.15B370.90M33.10M
EBITDA1.41B1.41B371.10M610.30M-104.80M-231.50M
Net Income1.12B1.11B230.40M509.20M792.80M-275.40M
Balance Sheet
Total Assets13.77B12.31B9.93B8.39B7.39B7.00B
Cash, Cash Equivalents and Short-Term Investments1.79B3.15B1.22B1.61B1.18B605.80M
Total Debt932.50M837.00M562.50M564.60M575.20M639.10M
Total Liabilities7.51B6.05B4.79B3.82B3.45B3.30B
Stockholders Equity5.39B5.43B4.48B4.24B3.75B3.55B
Cash Flow
Free Cash Flow425.00M-7.20M586.80M404.10M434.00M98.20M
Operating Cash Flow425.00M-7.20M586.80M404.10M434.00M98.20M
Investing Cash Flow-432.20M212.70M-447.00M-543.90M155.70M-204.00M
Financing Cash Flow-251.40M-205.20M4.20M7.20M-461.80M149.20M

White Mountains Insurance Group Technical Analysis

Technical Analysis Sentiment
Negative
Last Price2208.05
Price Trends
50DMA
2118.52
Negative
100DMA
2145.56
Negative
200DMA
2112.79
Positive
Market Momentum
MACD
-3.81
Positive
RSI
46.61
Neutral
STOCH
49.63
Neutral
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For WTM, the sentiment is Negative. The current price of 2208.05 is above the 20-day moving average (MA) of 2135.93, above the 50-day MA of 2118.52, and above the 200-day MA of 2112.79, indicating a neutral trend. The MACD of -3.81 indicates Positive momentum. The RSI at 46.61 is Neutral, neither overbought nor oversold. The STOCH value of 49.63 is Neutral, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Negative sentiment for WTM.

White Mountains Insurance Group Risk Analysis

White Mountains Insurance Group disclosed 19 risk factors in its most recent earnings report. White Mountains Insurance Group reported the most risks in the "Legal & Regulatory" category.
Finance & Corporate - Financial and accounting risks. Risks related to the execution of corporate activity and strategy
Latest Risks Added 0 New Risks

White Mountains Insurance Group Peers Comparison

Overall Rating
UnderperformOutperform
Sector (68)
Financial Indicators
Name
Overall Rating
Market Cap
P/E Ratio
ROE
Dividend Yield
Revenue Growth
EPS Growth
79
Outperform
$5.05B4.8021.95%0.05%21.20%445.91%
78
Outperform
$5.41B11.3513.87%1.80%7.30%32.16%
74
Outperform
$5.75B6.2537.19%1.18%9.95%140.12%
68
Neutral
$18.00B11.429.92%3.81%9.73%1.22%
65
Neutral
$4.40B31.629.81%7.75%-20.74%
55
Neutral
$1.61B-3.21-19.33%4.44%-3.92%-256.50%
52
Neutral
$3.92B-28.54-26.78%76.73%35.36%
* Financial Sector Average
Performance Comparison
Ticker
Company Name
Price
Change
% Change
WTM
White Mountains Insurance Group
2,110.95
248.58
13.35%
MCY
Mercury General
105.70
30.35
40.28%
SIGI
Selective Insurance Group
91.47
14.31
18.55%
KMPR
Kemper
27.03
-24.43
-47.48%
LMND
Lemonade
53.37
-3.45
-6.07%
HGTY
Hagerty Inc Class A
13.08
2.15
19.67%

White Mountains Insurance Group Corporate Events

Business Operations and StrategyFinancial DisclosuresM&A TransactionsShareholder Meetings
White Mountains Highlights 2026 Investor Presentation and Strategy
Positive
Jun 5, 2026
White Mountains Insurance Group used its 2026 Annual Investor Presentation to highlight a strong 2025, when book value per share rose 25% to $2,188, supported by good operating results, solid though benchmark-lagging investment performance, and ov...
Executive/Board ChangesShareholder Meetings
White Mountains Shareholders Approve Governance Changes at AGM
Positive
May 21, 2026
At its 2026 Annual General Meeting held on May 21, 2026 in Hamilton Parish, Bermuda, White Mountains Insurance Group, Ltd. reported that director Steven M. Yi did not stand for re-election and concluded his service on the board at the end of his t...
Glossary
BuyA stock rated as a "Buy" is expected to perform better than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock is likely to deliver higher returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
HoldA stock rated as a "Hold" is expected to perform in line with the overall market or a specific benchmark. This rating indicates that the stock is neither particularly compelling nor unfavorable for investment. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
SellA stock rated as a "Sell" is expected to perform worse than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock may deliver lower returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.

Disclaimer

This AI Analyst Stock Report is automatically generated by our AI systems using advanced algorithms and publicly available financial, technical, and market data. While the information provided aims to be accurate and insightful, it is intended for informational purposes only and should not be considered financial advice. Any content created by an AI (Artificial Intelligence) system may contain inaccuracies and/or contain errors. Investing in stocks carries inherent risks, and past performance is not indicative of future results. This report does not account for your personal financial circumstances, objectives, or risk tolerance. Always conduct your own research or consult with a qualified financial advisor before making investment decisions. The analysis and recommendations provided are based on historical and current data and may not fully reflect future market conditions or unexpected developments. Neither the creators of this report nor its affiliated entities guarantee the accuracy, completeness, or reliability of the information presented. Use this report at your own discretion and risk.Date of analysis: Aug 07, 2026