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Compare Upstart Holdings Inc (UPST) vs White Mountains Insurance Group Ltd. Common Stock (WTM) Price & Performance

Upstart Holdings IncTrade
White Mountains Insurance Group Ltd. Common StockTrade

Price performance (Past 24H)

Key statistics

Upstart Holdings Inc vs White Mountains Insurance Group Ltd. Common Stock — how do they compare? Upstart Holdings Inc trades at $22.48 (market cap $2.21B), while White Mountains Insurance Group Ltd. Common Stock trades at $2,090 (market cap $5.01B). The key difference: White Mountains Insurance Group Ltd. Common Stock is far larger — about 2.3× Upstart Holdings Inc's market cap, and White Mountains Insurance Group Ltd. Common Stock pays a 0.05% dividend while Upstart Holdings Inc pays none. Which is the better fit depends on your goals.

UPSTWTM
Market Cap
$2.21B$5.01B
Volume
5,011,54219,324
Sector
FinancialsFinancials
52-Week High
$52.74$2.32K
52-Week Low
$22.74$1.85K
Typical Hold Time
39 Days—
Enterprise Value
$3.78B$5.84B
Dividend Yield
—0.05%

Aura AI Summary

Signals from Pluang's Aura AI — not financial advice

Upstart Holdings Inc

UPST trades at $23.83, up 0.34% on the day but remains in a bearish technical trend. The company achieved profitability in 2025 with $1.02B revenue and $53.6M net income, though recent quarters show earnings misses. Analyst consensus is mixed with a $38.13 price target, while technical indicators signal caution with bearish moving averages and neutral oscillators.

The outlook balances AI-driven lending growth potential against execution risks and volatile cash flows. Key opportunities include expanding partnerships and securitization deals, while risks involve credit market sensitivity and rising debt levels. The stock trades at a premium valuation despite recent operational challenges.

White Mountains Insurance Group Ltd. Common Stock

White Mountains Insurance Group (WTM) trades at $2,093.13, up 0.31% with neutral technical signals. The stock shows strong fundamentals with a P/E of 4.8 and ROE of 21.9%, though recent earnings were mixed with Q2 2026 beating estimates while Q1 missed. Book value per share reached $2,258 as of June 2026, up 4% quarterly. Recent product launches and board additions signal strategic growth initiatives.

WTM presents value investment appeal with attractive valuation multiples and solid profitability, but faces execution risks from volatile quarterly earnings and negative cash flow trends. Analyst consensus remains neutral with 100% hold ratings, suggesting cautious optimism pending clearer earnings consistency and cash flow improvement.

Returns comparison

Trailing returns across standard periods

Investor sentiment on Pluang

What Pluang investors did over the last 30 days

UPST
100% Buy0% Sell
Avg holding period · 39 Days
WTM

No sentiment data available yet.

About Upstart Holdings Inc

Upstart Holdings Inc provides credit services. The company provides a proprietary, cloud-based, artificial intelligence lending platform. The platform aggregates consumer demand for loans and connects it to the network of Upstart AI-enabled bank partners. The revenue of the company is primarily comprised of fees paid by banks.

Read more on UPST →

About White Mountains Insurance Group Ltd. Common Stock

White Mountains Insurance Group Ltd. is a Bermuda-based holding company that owns and builds insurance and financial services businesses. Its operating segments include Ark, a specialty insurance and reinsurance underwriter; HG Global, which reinsures municipal bond insurer Build America Mutual; and Kudu Investment Management, which provides capital to boutique asset managers.

Read more on WTM →