MetaCap

Kingsway (KWY) vs Octave Specialty Group (OSG)

Head-to-head comparison of performance, valuation, growth, profitability and dividends. Prices delayed 15 minutes; data as of Oct 9, 2026.

Summary

Kingsway (KWY) has outperformed Octave Specialty Group (OSG) over the past year, losing 37.0% versus a loss of 44.9%. Over five years, KWY leads with a +68.9% price change compared with -67.9% for OSG. Kingsway is the larger company by market cap ($274.8 million vs $212.2 million), about 1.3 times the size.

Summary generated from market data by MetaCap's automated system. Methodology

Relative performance

KWY-37.03%OSG-44.86%
+20%-19%-58%
Oct 8, 20251 yearOct 8, 2026
KWY+67.08%OSG-67.33%
+205%+59%-86%
Oct 4, 20215 yearsOct 5, 2026

Percent change in share price from the first common trading day shown; excludes dividends.

Head-to-head

KWY versus OSG key metrics
MetricKWYOSG
Share price$9.50$4.71
Market cap$274.84M$212.19M
1-day change+0.11%-1.26%
YTD return-29.44%-38.69%
1-year return-37.03%-44.86%
5-year return+68.86%-67.92%
Forward P/E—8.46
EPS (TTM)$-0.30$-1.98
Dividend yield0.00%0.00%
Annual dividend$0.00$0.00
52-week high$16.51$10.38
52-week low$8.41$3.88
Distance from 52-week high-42.46%-54.62%
Analyst consensus—none
Avg. price target upside—+147.77%
Average volume55.79K478.00K
Shares outstanding28.93M45.05M
Employees569483
SectorFinanceFinance
IndustryProperty-Casualty InsurersProperty-Casualty Insurers

Highlighted cells mark the higher value for growth, returns, margins and yield, and the lower value for P/E ratios. Highlighting is a mechanical comparison, not a recommendation.

About Kingsway

KWY stock →

Kingsway Corporation through its subsidiaries, engages in the extended warranty and business services in the United States. It operates through two segments: Kingsway Search Xcelerator and Extended Warranty.

Finance · Property-Casualty Insurers · 569 employees

About Octave Specialty Group

OSG stock →

Octave Specialty Group, Inc., an insurance holding company, primarily engages in the specialty property and casualty insurance business in the United States and the United Kingdom. It operates in two segments, Specialty Property and Casualty Insurance; and Insurance Distribution.

Finance · Property-Casualty Insurers · 483 employees

KWY vs OSG FAQ

Which is bigger, Kingsway or Octave Specialty Group?

Kingsway (KWY) is larger, with a market capitalization of $274.84M compared with $212.19M for Octave Specialty Group (OSG).

Which stock has performed better over the past year, KWY or OSG?

KWY returned -37.03% over the past 12 months, compared with -44.86% for OSG (price return, excluding dividends). Past performance does not predict future results.

Are Kingsway and Octave Specialty Group in the same industry?

Yes. Both are classified in the Property-Casualty Insurers industry within the Finance sector.

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