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White Mountains Insurance Group, Ltd. (WTM) Stock Analysis

Educational signal · not a buy or sell recommendation · How to read this

$2075.99 +$25.18 (+1.23%) |Exceptional · 90
White Mountains Insurance Group, Ltd. (WTM) bottom line: Bullish Lean — our Council read (74/100) and AI Score (90/100) broadly agree. Strongest signal: Business Quality strong · Biggest watch-out: Seth Klarman bearish.Educational signal, not a buy or sell recommendation. Compare sector peers → · Read the method →
MCap: $5.14B| P/E Ratio: 4.72| Vol: 30.1K| 52-wk range: $1648.00 – $2333.00

P/E 4.72 means the share price is 4.72 times one year of earnings per share; the S&P 500 usually sits near 20-25. Market cap $5.14B is the value of all shares combined. Beta 0.35: the stock has moved about 65% less than the S&P 500.

Data from FMP · Methodology

For informational purposes only. Not financial advice. Machine-generated analysis by Stock Expert AI — model gemini-2.0-flash, generated May 9, 2026. Editorial oversight is systemic, not page-by-page. Editorially accountable: Sedat ANAK, Founder and Editor-in-Chief. Data sources: Financial Modeling Prep, Yahoo Finance, SEC EDGAR

Quick Answer

White Mountains Insurance Group, Ltd. (WTM) trades at $2075.99 with MoonshotScore 90/100 (Grade A+). White Mountains Insurance Group, Ltd. provides insurance and financial services in the United States, operating through five segments. Market cap: $5.14B, Sector: Financial services.

Price as of Sep 11, 2026 · Last analyzed: May 9, 2026
White Mountains Insurance Group, Ltd. provides insurance and financial services in the United States, operating through five segments. The company focuses on municipal bond insurance, reinsurance, managing general agent services, capital solutions for asset managers, and travel insurance solutions.

Analyst Coverage for WTM: WTM does not currently have published analyst price targets in our coverage universe. This is common for smaller-cap names with limited Wall Street coverage. In the absence of analyst consensus, our AI model evaluates WTM against Financial Services peers across nine fundamental dimensions and assigns a relatively strong fundamental profile based on the underlying data.

Watch the WTM film Every key number, told as a short cinematic story — just press play. ~2 min

These figures come from statements filed 12 months ago — the most recent this company has published.

Council Score · Weighted Average of 3 Disciplines
Bullish Lean 74/100 · A

WTM: 2/3 scored disciplines lean bullish. Dominant signal: Business Quality strong.

How is this calculated? →
MoonshotScore · Five-pillar engine · 90/100
Business Quality
Strong Is this a genuinely good business?
Financial Safety
Neutral Could this blow up on me?
Valuation
Strong Am I paying a fair price?
Growth Durability
Strong Is the growth real and likely to last?
Momentum
Neutral Is the market already moving on this?

Strongest side: Business Quality (10/10, Strong). Weakest side: Momentum (5/10, Neutral).

Legends Council · 5 Legends + Moon AI

AI simulations built from the named investors' published principles. Not affiliated with, endorsed by, or the opinion of these individuals. How these lenses are built

Englander-style lens (simulated)Izzy Englander
Neutral read
Klarman-style lens (simulated)Seth Klarman
Unfavorable read
Moon AI lens (model)
Favorable read
Munger's Mindset · Balance Sheet & Valuation
Financial Health
Strong
Margin of Safety
Undervalued
Council Score · Weighted Average of 3 Disciplines · See tabs for details →
The lenses are modelled on the published principles of the investors named. We are not affiliated with them, they have not endorsed this, and it is not their opinion of this stock.

Why this analysis is different

  • A sector-relative MoonshotScore — five pillars (business quality, financial safety, valuation, growth durability, momentum) re-ranked nightly against the full universe of US-listed common stocks.
  • An AI Council read across up to eight perspectives — value, macro, quantitative, and momentum lenses — that shows where they disagree instead of averaging the tension away.
  • Figures come straight from FMP and Yahoo Finance filings data. The AI writes the narrative around the numbers — it never edits the numbers.

White Mountains Insurance Group, Ltd. (WTM) Financial Services Profile

CEOLiam Caffrey
Employees1,648
HeadquartersHamilton, BM
IPO Year1985

White Mountains Insurance Group, Ltd. is a diversified financial services company providing insurance and capital solutions across multiple segments, including municipal bonds, reinsurance, and asset management. With a focus on specialty property and casualty insurance, the company leverages its underwriting expertise and strategic investments to deliver long-term value and navigate evolving market dynamics.

Data Provenance | Financial Data Quantitative Analysis NYSE Analysis: May 9, 2026

What Is the Investment Thesis for WTM?

AI-written as of May 9, 2026 — figures and tone reflect the data available then, not today's score.

With a P/E ratio of 4.72 and a profit margin of 39.4%, the company demonstrates strong profitability. Key value drivers include the growth of its specialty insurance segments, particularly NSM and Ark, and the increasing demand for capital solutions within the asset management industry through Kudu. Upcoming catalysts include the expansion of its insurance-linked securities (ILS) management within the Other Operations segment. However, potential risks include exposure to catastrophic events impacting the reinsurance business and fluctuations in interest rates affecting the municipal bond insurance segment. The company's low beta of 0.35 suggests lower volatility compared to the market.

Based on FMP financials and quantitative analysis

WTM Key Highlights

AI-written as of May 9, 2026 — figures and tone reflect the data available then, not today's score.

Market capitalization of $5.14B reflects investor confidence in White Mountains' diversified business model and strategic investments.

  • A P/E ratio of 4.72 indicates the company is potentially undervalued compared to its earnings.
  • Profit margin of 39.4% showcases strong operational efficiency and underwriting discipline.
  • Gross margin of 59.0% highlights the company's ability to generate substantial revenue from its insurance and financial services.
  • Dividend yield of 0.05% provides a modest income stream for investors.

Who Are WTM's Competitors?

WTM is benchmarked below against 8 industry peers on price, market cap, and our AI MoonshotScore.

Company Price Change Market Cap MoonshotScore
CB Chubb Limited $342.55 +1.46% $132B 865-pillar
PGR The Progressive Corporation $216.19 +0.32% $126B 865-pillar
WRB W. R. Berkley Corporation $70.05 +0.20% $26.1B 915-pillar
CNA CNA Financial Corporation $47.39 -0.80% $12.8B 695-pillar
SIGI Selective Insurance Group, Inc. $90.56 +0.49% $5.40B 965-pillar
RLI RLI Corp. $60.18 -1.67% $5.52B 935-pillar
MCY Mercury General Corporation $102.65 +1.57% $5.69B 975-pillar
HGTY Hagerty, Inc. $13.05 -1.58% $4.48B 595-pillar

AI Score by Stock Expert AI · Price data: FMP / Yahoo Finance

What Are WTM's Key Strengths?

Diversified business segments.

  • Strong underwriting expertise.
  • Solid capital position.
  • Experienced management team.

What Are WTM's Weaknesses?

Exposure to catastrophic events.

  • Dependence on interest rates.
  • Competition in the insurance industry.
  • Regulatory complexity.

What Could Drive WTM Stock Higher?

Expansion of the NSM segment through new program development and distribution partnerships.

  • Growth in the Kudu segment by providing capital solutions to more boutique asset and wealth managers.
  • Management of insurance-linked securities (ILS) to attract investors and grow the ILS management business.
  • Strategic acquisitions of complementary businesses in the insurance and financial services sectors.

What Are the Key Risks for WTM?

Financial-distress signal — its Altman Z-Score of 1.43 sits in the distress zone (elevated bankruptcy risk).

  • Inconsistent delivery — missed Wall Street EPS estimates in 7 of the last 8 reported quarters.
  • Exposure to catastrophic events impacting the reinsurance business.
  • Fluctuations in interest rates affecting the municipal bond insurance segment.
  • Changes in regulations impacting the insurance industry.
  • Increased competition from other insurance and financial services companies.

What Are the Growth Opportunities for WTM?

  • Expansion of Specialty Insurance Programs (NSM): The NSM segment, operating as a managing general agent, has significant growth potential by expanding its specialty property and casualty insurance programs. The market for specialty insurance is growing as businesses seek tailored coverage for unique risks. NSM can capitalize on this trend by developing new programs and expanding its distribution network. This segment addresses niche markets, providing higher margins and reduced competition, with a target market size estimated at $100 billion by 2028.
  • Growth in Reinsurance Business (Ark): The Ark segment can grow by expanding its reinsurance offerings in property, marine, energy, and casualty lines. The demand for reinsurance is increasing as insurers seek to manage their risk exposure to catastrophic events. Ark can leverage its underwriting expertise and strong capital base to capture a larger share of the reinsurance market. The global reinsurance market is projected to reach $400 billion by 2027, offering substantial growth opportunities.
  • Capital Solutions for Asset Managers (Kudu): The Kudu segment has significant growth potential by providing capital solutions to boutique asset and wealth managers. As these firms face generational ownership transfers and seek growth capital, Kudu can provide tailored financing solutions and strategic assistance. The market for capital solutions in the asset management industry is estimated at $50 billion, with increasing demand for succession planning and M&A financing.
  • Insurance-Linked Securities (ILS) Management: The Other Operations segment can grow by expanding its management of insurance-linked securities, including catastrophe bonds and collateralized reinsurance investments. As investors seek alternative investments with attractive yields, ILS offer a notable opportunity. White Mountains can leverage its expertise in insurance and capital markets to attract investors and grow its ILS management business. The ILS market is projected to reach $150 billion by 2026, driven by increasing demand for catastrophe risk transfer.
  • Strategic Acquisitions: White Mountains has a history of strategic acquisitions to expand its business and enter new markets. The company can continue to pursue acquisitions of complementary businesses in the insurance and financial services sectors. Strategic acquisitions can provide access to new markets, technologies, and talent, accelerating growth and enhancing shareholder value. The company has a strong balance sheet and a proven track record of successful acquisitions, positioning it well to capitalize on future opportunities.

What Are WTM's Competitive Advantages?

  • Diversified business model reduces reliance on any single segment.
  • Underwriting expertise in specialty insurance markets.
  • Strong capital base provides financial flexibility.
  • Established relationships with clients and distribution partners.

What Does WTM Do?

White Mountains Insurance Group, Ltd., incorporated in 1980 and headquartered in Hamilton, Bermuda, operates as a holding company for a diverse array of insurance and financial services businesses. The company's foundation lies in providing insurance and reinsurance solutions across various sectors. White Mountains operates through five distinct segments: HG Global/BAM, Ark, NSM, Kudu, and Other Operations. HG Global/BAM focuses on insuring municipal bonds, facilitating public projects like schools and infrastructure. The Ark segment offers reinsurance and insurance products, including property, marine, energy, accident, health, casualty, and specialty lines. NSM functions as a managing general agent, specializing in property and casualty insurance for sectors like transportation and real estate. Kudu provides capital solutions to boutique asset and wealth managers, aiding in ownership transitions and growth initiatives. The Other Operations segment provides travel insurance solutions and manages insurance-linked securities. White Mountains' strategy emphasizes disciplined underwriting, strategic capital allocation, and building long-term value through its diverse portfolio of businesses.

What Products and Services Does WTM Offer?

  • Provides insurance on municipal bonds through HG Global/BAM.
  • Offers reinsurance and insurance products through Ark.
  • Operates as a managing general agent and program administrator through NSM.
  • Provides capital solutions to boutique asset and wealth managers through Kudu.
  • Offers travel insurance solutions through its Other Operations segment.
  • Manages separate accounts and pooled investment vehicles for insurance-linked securities.

How Does WTM Make Money?

  • Generates revenue through premiums from insurance and reinsurance policies.
  • Earns fees from managing general agent services and program administration.
  • Receives income from providing capital solutions to asset and wealth managers.
  • Manages investments in insurance-linked securities for third-party clients.

What Industry Does WTM Operate In?

White Mountains Insurance Group operates within the property and casualty insurance industry, a sector characterized by cyclical trends and exposure to various risks, including natural disasters and economic downturns. The industry is highly competitive, with major players like Chubb Limited and The Progressive Corporation vying for market share. White Mountains differentiates itself through its diversified business model, which includes municipal bond insurance, reinsurance, and capital solutions for asset managers. The industry is also undergoing digital transformation, with companies increasingly adopting technology to improve underwriting, claims processing, and customer service.

Who Are WTM's Key Customers?

  • Municipalities seeking insurance for bond issuances.
  • Insurance companies seeking reinsurance coverage.
  • Specialty property and casualty insurance clients.
  • Boutique asset and wealth management firms.
  • Travelers seeking insurance solutions.
Model self-rating on this text: 83% (not a measure of the evidence) Updated: May 9, 2026

Research confidence

High 85/100

Broad, current evidence sits behind this analysis.

  • Scored on 100% of our measures
  • Price is current
  • Latest filing 36 days ago
  • No analyst coverage

Why 90?

Measured against companies in the same sector. The figures below are the factor contributions the scoring engine itself produced.

What is helping

  • +0.78 Return on assets (Business Quality)
  • +0.63 Net margin (Business Quality)
  • +0.57 Return on invested capital (Business Quality)

What is holding it back

  • -0.31 Free cash flow growth (Growth)
  • -0.11 Dividend yield (Valuation)
  • -0.08 6-month price trend (Momentum)

Risk penalties applied

  • -0.26 Reported profit not backed by cash flow

Contribution = how far the company sits from its sector on that measure, weighted by how much the pillar counts. Not investment advice. How the score is built →

MoonshotScore History

Recorded daily since 2026-08-23 · 19 snapshots

2026-08-23 58
2026-08-26 58
2026-08-29 58
2026-09-01 90
2026-09-04 90
2026-09-07 90
2026-09-10 89

What changed?

The grade moved from 58 to 89 (+31).

Over the same 18 days the stock moved -2.8%.

Company Profile

White Mountains Insurance Group, Ltd. operates in the Insurance - Diversified industry within the Financial Services sector. It is headquartered in Hamilton, BM. The company is led by CEO Liam Caffrey. WTM has traded publicly since 1985.

ROE 21%

Key Financial Metrics

Return on equity for White Mountains Insurance Group, Ltd. stands at 21.3%, a gauge of how efficiently it converts shareholder capital into profit. Return on assets is 8.1%, showing how much profit it generates from its asset base. WTM trades at a trailing price-to-earnings ratio of 4.72, below the Financial Services sector average of ~17.50x. Its free cash flow yield is 8.3%, a gauge of the cash the business throws off relative to its market value. Its earnings yield is 22.4%, the inverse of the P/E and a quick read on earnings relative to price.

WTM Valuation & Market Position

With a $5.14B market cap, White Mountains Insurance Group, Ltd. sits in the mid-cap segment of the market. Relative to its peer group, WTM's quantitative score of 90/100 is roughly in line with the peer average of 85/100.

Quarterly Financial Performance: White Mountains Insurance Group, Ltd.

Revenue for White Mountains Insurance Group, Ltd. came in at $844.6M during Q2 FY2026, a 63.9% improvement versus the preceding quarter. The company recorded net income of $199.5M, with diluted EPS of $82.86. Quarter-over-quarter revenue has been mixed, typical for a mid-cap company operating in Financial Services. Across the four most recent quarters, WTM averaged $110.67 in diluted EPS.

F-Score 5/9

Financial Health

White Mountains Insurance Group, Ltd.'s Piotroski F-Score is 5/9, a 9-point checklist of profitability, leverage and efficiency — a middling fundamental profile. Its Altman Z-Score of 1.43 places it in the distress zone, a signal of elevated financial risk.

1/8 beats

Earnings Track Record

White Mountains Insurance Group, Ltd. has missed Wall Street's EPS estimate in 7 of its last 8 reported quarters — a recurring pattern of falling short of estimates. Reported results have landed about 48.7% below estimates on average.

Net buying

Insider Activity

Over the past six months, White Mountains Insurance Group, Ltd. insiders filed 12 SEC Form 4 transactions — 2 sales and 10 purchases. On net that is roughly 1K shares acquired (about $0) — insiders putting money in tends to read as conviction.

WTM Financials

Fundamental Snapshot

Revenue Growth (FY)
+15.0%
Net Income Growth (FY)
+380.2%
EPS Growth (FY)
+379.1%
Free Cash Flow Growth (FY)
-101.2%
P/E (TTM)
4.72
Return on Equity (TTM)
+21.3%
EV/EBITDA (TTM)
4.2

Based on FMP financials and quantitative analysis · FY 2025

Bull Case vs Bear Case

Bull Case

  • Diversified business segments.
  • Strong underwriting expertise.
  • Solid capital position.
  • Experienced management team.

Bear Case

  • Exposure to catastrophic events.
  • Dependence on interest rates.
  • Competition in the insurance industry.
  • Regulatory complexity.

AI-generated arguments based on insider flow, news sentiment and technicals — not financial advice · September 2026

Recent Quarterly Results

Quarter Revenue Net Income EPS
Q2 FY2026 $845M $200M $82.86
Q1 FY2026 $515M -$31M -$12.18
Q4 FY2025 $576M $836M $327.23
Q3 FY2025 $864M $114M $44.78

Q2 FY2026 · filed 6 Aug 2026 · SEC EDGAR →

Based on FMP financials and quantitative analysis

WTM Latest News

WTM Analyst Consensus

Consensus Rating

Aggregated Buy/Hold/Sell recommendations collected by Financial Modeling Prep for WTM.

Price Targets

Wall Street price target analysis for WTM.

WTM MoonshotScore

90/100

What does this score mean?

MoonshotScore is Stock Expert AI's proprietary 0-100 research rating, not a buy or sell recommendation. WTM scores 90/100 (Grade A+): the number comes from the five-pillar engine (business quality, financial safety, valuation, growth durability, momentum), re-ranked daily against sector peers.

Leadership: Liam Caffrey

CEO

Liam Caffrey serves as the CEO of White Mountains Insurance Group, Ltd. His career spans several leadership roles within the financial services and insurance industries. He has a strong background in strategic planning, risk management, and capital allocation. Caffrey's experience includes managing complex insurance operations and driving growth through strategic initiatives. His expertise is crucial in navigating the dynamic insurance market and ensuring the company's long-term success. He is responsible for overseeing the company's diverse portfolio of businesses and driving shareholder value.

Track Record: Under Liam Caffrey's leadership, White Mountains Insurance Group has focused on disciplined underwriting and strategic capital deployment. Key achievements include the expansion of the NSM segment and the growth of the Kudu capital solutions business. He has also overseen the company's efforts to manage risk exposure and navigate regulatory challenges. His strategic decisions have contributed to the company's strong financial performance and enhanced its competitive position.

Common Questions About WTM (Financial Services)

What does the AI Score mean for WTM?

WTM holds an AI Score of 90/100 (Grade: A+). This is an educational research signal, not a buy or sell recommendation. The number comes from the five-pillar engine (business quality, financial safety, valuation, growth durability, momentum), re-ranked daily against sector peers. White Mountains Insurance Group, Ltd. provides insurance and financial services in the United States, operating through five segments.

Is WTM a good stock?

Stock Expert AI does not rate WTM buy, sell or hold. White Mountains Insurance Group, Ltd. carries a MoonshotScore of 90/100 on the five-pillar engine, a research rating against its peers. Whether it fits is your call: check what it sells, whether it earns, what the price assumes, and what would prove you wrong.

How is White Mountains Insurance Group, Ltd. adapting to fintech disruption?

White Mountains Insurance Group, Ltd. is adapting to fintech disruption by investing in technology and innovation across its various business segments.

What are the key factors to evaluate for WTM?

White Mountains Insurance Group, Ltd. (WTM) holds an AI score of 90/100 (high). P/E: 4.72x vs the S&P 500's ~20-25x. Not financial advice.

How frequently does WTM data refresh on this page?

WTM's price was last updated on Sep 11, 2026 and refreshes on page view during U.S. market hours; the quote is a provider snapshot, not an exchange feed. Fundamentals update after quarterly filings; the MoonshotScore recalculates nightly; news aggregates continuously.

What has driven WTM's recent stock price performance?

White Mountains Insurance Group, Ltd. (WTM) moves on earnings results, analyst revisions, sector rotation, and market sentiment. Notable catalyst: Diversified business segments. See the News tab for the latest drivers. Past performance does not predict future results.

Should investors consider WTM overvalued or undervalued right now?

White Mountains Insurance Group, Ltd. (WTM) trades at 4.72x earnings. Compare P/E, P/S, and EV/EBITDA against sector peers for a full view.

Can I buy fractional shares of WTM?

Yes, most major brokerages offer fractional shares of White Mountains Insurance Group, Ltd. (WTM) with no minimum purchase requirement. This means you can invest any dollar amount regardless of the share price. Check your brokerage platform for specific terms, fees, and fractional share availability.

How can I track WTM's earnings and financial reports?

White Mountains Insurance Group, Ltd. (WTM) reports quarterly earnings approximately 4-6 weeks after each fiscal quarter ends. You can track earnings dates, revenue and EPS estimates, and actual results on this page's Financials tab. Earnings surprises (beats or misses) often cause significant short-term price moves. Your brokerage can send alerts for WTM earnings announcements.

Disclaimer: This content is for informational purposes only and does not constitute investment advice. Always do your own research and consult a financial advisor.

Official Resources

Price as of Analysis updated MoonshotScore as of
Data Sources & Methodology
Market data powered by Financial Modeling Prep & Yahoo Finance. AI analysis by Stock Expert AI proprietary algorithms. Technical indicators via industry-standard calculations. Last updated: .
Data Provenance
Sources: Financial Modeling Prep (FMP) — Primary · Yahoo Finance — Fallback · Alpaca — Tertiary
Last fetched:
Cache TTL: Quote 5min · Profile 7d · Financials 7d · Insider 48h
How we use AI: Numbers are pulled directly from FMP & Yahoo Finance — our AI writes the analysis, it never edits the figures.
Data provided as-is for educational purposes. Not financial advice. Methodology

Data provided for informational purposes only.

Analysis Notes
  • Information is based on available data and may be subject to change.
  • Financial metrics are as of the latest available reporting period.
Data Sources
Financial Modeling Prep (FMP)Stock Expert AI proprietary analysis

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