White Mountains [WTM] vs Progressive [PGR] Detailed Stock Comparison

TLDR: Quick Comparison Summary

Based on 20 vital metrics comparison: White Mountains Insurance Group Ltd. wins in 12 metrics, Progressive Corporation wins in 8 metrics, with 0 ties. White Mountains Insurance Group Ltd. appears stronger overall.

View Metrics Details

Vital Metrics Comparison

Metric White Mountains Insurance Group Ltd. Progressive Corporation Better
P/E Ratio (TTM) 5.27 10.45 White Mountains Insurance Group Ltd.
Price-to-Book Ratio 1.02 3.75 White Mountains Insurance Group Ltd.
Debt-to-Equity Ratio 14.28 26.17 White Mountains Insurance Group Ltd.
PEG Ratio -0.01 1.06 Progressive Corporation
EV/EBITDA 3.24 8.33 White Mountains Insurance Group Ltd.
Profit Margin (TTM) 29.62% 12.93% White Mountains Insurance Group Ltd.
Operating Margin (TTM) 64.32% 16.39% White Mountains Insurance Group Ltd.
EBITDA Margin (TTM) 64.32% 16.39% White Mountains Insurance Group Ltd.
Return on Equity 21.11% 37.90% Progressive Corporation
Return on Assets (TTM) 8.94% 7.94% White Mountains Insurance Group Ltd.
Free Cash Flow (TTM) $550.50M $17.20B Progressive Corporation
Dividend Yield 0.05% 8.67% Progressive Corporation
1-Year Return 15.69% -33.18% White Mountains Insurance Group Ltd.
Price-to-Sales Ratio (TTM) 1.50 1.34 Progressive Corporation
Enterprise Value $5.18B $126.25B Progressive Corporation
EV/Revenue Ratio 1.39 1.41 White Mountains Insurance Group Ltd.
Revenue per Share (TTM) $1,474 $153 White Mountains Insurance Group Ltd.
Earnings per Share (Diluted) $430.24 $19.65 White Mountains Insurance Group Ltd.
Beta (Stock Volatility) 0.35 0.33 Progressive Corporation
Short % of Float 3.42% 1.25% Progressive Corporation

White Mountains Insurance Group Ltd. vs Progressive Corporation Stock Performance Analysis

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Performance Comparison

Short-term Returns

Stock1D1W1M3M6MYTD
White Mountains Insurance Group Ltd.-0.82%-3.68%-5.38%-8.61%1.15%0.44%
Progressive Corporation-1.71%-0.94%-1.17%-7.73%-13.92%-7.17%

Long-term Returns

Stock1Y3Y5Y10Y15Y20Y
White Mountains Insurance Group Ltd.15.69%44.52%80.49%153.06%408.58%289.04%
Progressive Corporation-33.18%47.03%89.72%479.08%807.96%589.11%

Performance & Financial Health Analysis: White Mountains Insurance Group Ltd. vs Progressive Corporation

MetricWTMPGR
Market Information
Market Cap i$5.66B$120.11B
Market Cap CategoryMid capLarge cap
10 Day Avg. Volume i14,6453,008,670
90 Day Avg. Volume i17,2183,010,043
Last Close$2,034.02$193.46
52 Week Range$1,648.00 - $2,333.00$189.20 - $289.96
% from 52W High-12.82%-33.28%
All-Time High$2,333.00 (Apr 17, 2026)$292.99 (Mar 17, 2025)
% from All-Time High-12.82%-33.97%
Growth Metrics
Quarterly Revenue Growth3.48%0.09%
Quarterly Earnings Growth1.11%0.10%
Financial Health
Profit Margin (TTM) i0.30%0.13%
Operating Margin (TTM) i0.64%0.16%
Return on Equity (TTM) i0.21%0.38%
Debt to Equity (MRQ) i14.2826.17
Cash & Liquidity
Book Value per Share (MRQ)$2,217.38$54.71
Cash per Share (MRQ)$848.10$3.64
Operating Cash Flow (TTM) i$550.50M$12.39B
Levered Free Cash Flow (TTM) i$1.29B$11.31B
Dividends
Last 12-Month Dividend Yield i0.05%8.67%
Last 12-Month Dividend i$1.00$18.40

Valuation & Enterprise Metrics Analysis: White Mountains Insurance Group Ltd. vs Progressive Corporation

MetricWTM (Apr 24, 2026)PGR (Apr 24, 2026)
Price Ratios
P/E Ratio (TTM) i5.2710.45
Forward P/E i25.2112.73
PEG Ratio i-0.011.06
Price to Sales (TTM) i1.501.34
Price to Book (MRQ) i1.023.75
Market Capitalization
Market Capitalization i$5.66B$120.11B
Enterprise Value i$5.18B$126.25B
Enterprise Value Metrics
Enterprise to Revenue i1.391.41
Enterprise to EBITDA i3.248.33
Risk & Other Metrics
Beta i0.350.33
Book Value per Share (MRQ) i$2,217.38$54.71

Financial Statements Comparison: White Mountains Insurance Group Ltd. vs Progressive Corporation

Financial Metrics

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Revenue

Operating Margin

Profit Margin

Long Term Debt

Income Flow Analysis

Financial Statements Comparison

Income Statement

MetricWTM (2025)PGR (2025)
Revenue/Sales i2.89B87.64B
Cost of Goods Sold iN/AN/A
COGS % of Revenue i0.0%0.0%
Gross Profit iN/AN/A
Gross Margin i0.0%0.0%
Research & Development iN/AN/A
Operating Income (EBIT) iN/AN/A
Operating Margin i0.0%0.0%
EBITDA iN/AN/A
EBITDA Margin i0.0%0.0%
Pre-Tax Income i1.33B14.22B
Pre-Tax Income % of Revenue i46.0%16.2%
Income Tax i126.90M2.92B
Income Tax % of Revenue i4.4%3.3%
Net Income (Profit) i1.20B11.31B
Profit Margin i41.6%12.9%

Balance Sheet & Liquidity Metrics

MetricWTM (2025)PGR (2025)
Cash & Equivalents i184.90M125.00M
Total Current Assets iN/AN/A
Total Current Assets % of Revenue i0.0%0.0%
Total Current Liabilities iN/AN/A
Total Current Liabilities % of Revenue i0.0%0.0%
Long-Term Debt i837.00M6.90B
Long-Term Debt % of Revenue i29.0%7.9%
Total Shareholders Equity i6.26B30.32B
Retained Earnings i4.85B27.33B
Retained Earnings % of Revenue i167.9%31.2%
Property, Plant & Equipment iN/AN/A

Cash Flow Statement Comparison

MetricWTM (2025)PGR (2025)
Operating Cash Flow i1.21B12.39B
Operating Cash Flow % of Revenue i41.9%14.1%
Capital Expenditures iN/A-268.00M
Free Cash Flow i550.50M17.20B
FCF Margin i19.1%19.6%
Debt Repayment i-17.50MN/A
Common Stock Repurchase i-202.60M-166.00M

Short Interest & Institutional Ownership Analysis

MetricWTMPGR
Shares Short i82,2417.29M
Short Ratio i4.242.32
Short % of Float i3.42%1.25%
Shares Outstanding i2.48M584.40M
Float Shares i2.36M582.21M
% Held by Insiders i3.05%0.25%
% Held by Institutions i94.25%89.29%
% Held by Public i2.70%10.46%

Dividend Analysis & Yield Comparison: White Mountains Insurance Group Ltd. vs Progressive Corporation

MetricWTMPGR
Last 12-Month Dividend i$1.00$18.40
Last 12-Month Dividend Yield i0.05%8.67%
3-Year Avg Annual Dividend i$1.00$6.62
3-Year Avg Dividend Yield i0.05%0.71%
3-Year Total Dividends i$3.00$19.85
Ex-Dividend DateMar 16, 2026Jan 02, 2026