ROARABLE // PRO
GLOBAL DESKS // NYC --:--:-- NYSE
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WTM // White Mountains Insurance Group Ltd.

DES <GO> NYSE RQD COCKPIT → CIK 0000776867 ↗
Financials • Property-Casualty Insurers
$2,317.42 ▲ +47.43 (+2.09%)
MKT CAP: $5.42B • VOL: 26.5K
WTM // ROARABLE RATING & 5-PILLAR RQD CONFIDENCE 02:00 EST DETERMINISTIC ENGINE
PRIOR: RQD 70/100 [B-] (+0 PT) • UNCHANGED
ROARABLE B-
RQD CONFIDENCE
70 / 100 +0D
5 X 20-PT QUANT PILLARS
E 0 D 35 C 59 B 70 A 86+
Roarable Buy — Sound Institutional Accumulation
01 MASSIVE / SEC XBRL
Forensic Fundamentals
[LOCKED] FLAGGED
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02 INSTITUTIONAL TAPE & TREND
Whale & Options Flow
14 / 20
SOLID
52W RANGE 86% • VS 200D +6.1% • RSI 71.9
03 SEC XBRL CAPITAL ALLOCATION
Insider & Capital Conviction
18 / 20
STRONG
FCF YIELD +7.1% • P/E 4.2x • F-SCORE 8/9
04 FRED 90D r-MATRIX
Macro Regime Fit
14 / 20
SOLID
TAILWIND • r(10Y)=-0.06 (+19bp) • r(OAS)=-0.16
05 10-K REDLINE AUDIT
Forensic 10-K Risk
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WTM // CANDLESTICK & AUTO-TRENDLINE WORKSTATION6M: +6.92%▲ RESISTANCE BREAKOUT
2026-11-03O $2,245.5H $2,317.4L $2,245.5C $2,317.4VOL 20.6K
RES: $2,012.5SUP: $1,951.6SMA50: $2,109.8SMA200: $2,139.8
$2,340.5$2,244.7$2,148.9$2,053.1$1,957.3RES $2,012.5SUP $1,951.6$2,317.42026-05-042026-06-182026-08-052026-09-212026-11-03
WTM // INSTITUTIONAL BULL VS. BEAR FORENSIC DEBATE
HIGH-CONVICTION LONG CONVICTION: 83/100
BEAR 0
100 BULL

White Mountains Insurance Group Ltd. (WTM) exhibits 45.0% gross margins and 16.4% return on invested capital within Financials (Property-Casualty Insurers), balanced against a 4.3x enterprise multiple and 4.8% implied options volatility.

▲ INSTITUTIONAL BULL THESIS (LONG)
01. Operating Leverage & Capital Efficiency Moat

Sustained 45.0% gross profitability converts into 36.1% operating margin and 16.4% ROIC, outpacing sector cost of capital.

ROIC: 16.4% // GM: 45.0%
02. Top-Line Expansion & Cash Conversion

YoY revenue trajectory of +66.8% paired with 7.14% free cash flow yield supports self-funded R&D and capital return.

REV YOY: +66.8% // FCF YLD: 7.14%
03. Balance Sheet Solvency & Forensic Quality

Altman Z-Score of 3.80 and Piotroski F-Score of 8/9 indicate low near-term refinancing stress.

ALTMAN Z: 3.80 // F-SCORE: 8/9
▼ INSTITUTIONAL BEAR THESIS (SHORT / RISK)
01. Multiple Compression & Duration Sensitivity

Trading at 4.8x trailing P/E (4.2x Fwd P/E) leaves valuation vulnerable if real 10Y TIPS yields spike.

P/E: 4.8x // EV/EBITDA: 4.3x
02. Options Skew & Event Volatility Risk

Options market prices a ±5.2% implied move with a 0.85 put/call ratio around $2,317.42 max pain.

IMPL MOVE: ±5.2% // P/C: 0.85
03. Competitive Margin & CapEx Cycle Pressure

Elevated industry capital intensity and customer concentration in Property-Casualty Insurers require continuous execution to defend 29.6% net margins.

NET MARGIN: 29.6% // D/E: 0.45x
KEY CATALYST // Upcoming 10-Q/10-K XBRL margin progression, guidance revision vs 4.2x forward consensus, and institutional 13F positioning.
MACRO REGIME // Monitor US 10Y Real Yields (DFII10) and High-Yield Credit Spreads (OAS) for beta-adjusted multiple impact (Beta 1.06).
FORM 4 & 13F FLOW OPEN OWN <GO>
FILER SIDE $ VALUE
INSPECT FULL OWNERSHIP LEDGER IN OWN <GO>
UNUSUAL OPTIONS TAPE OPEN OPT <GO>
STRIKE / EXP TYPE PREMIUM
INSPECT GEX & CHAIN IN OPT <GO>
KEY VALUATION & PROFITABILITY RATIOS XBRL FA <GO>
TRAILING P/E 4.8x
FORWARD P/E 4.2x
EV / EBITDA 4.3x
FCF YIELD 7.14%
GROSS MARGIN —
OPERATING MARGIN 36.1%
NET MARGIN 29.6%
ROIC % 16.4%
REV GROWTH YOY +66.8%
DILUTED EPS TTM $463.56
DEBT / EQUITY —
DIVIDEND YIELD 0.05%
RSI-14 MOMENTUM 71.9
5Y EQUITY BETA 1.06
FRED MACRO SENSITIVITY (PEARSON r) ECST <GO>
MACRO CORRELATION CALIBRATION ACTIVE BELOW.
FRED MACRO REGIME STRESS-TEST SIMULATOR // WTMPEARSON R VARIANCE ENGINE
01 // SELECT FEDERAL RESERVE & CREDIT SHOCK SCENARIO
02 // POSITION NOTIONAL EXPOSURE
HEADLINE STRESS SCORE
75/100SEVERE DRAWDOWN PRESSURE
PRIMARY FACTOR EXPOSURE
DFII10 // -0.61 r
Latest: 2.08%
EST. DIRECTIONAL MOVE
-8.50%
Implied Px: $2,120.52
EST. DOLLAR VARIANCE
-$4,248
On $50,000 Notional
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HEAD-TO-HEAD PEER COMPARISONS COMP <GO>