

Stewart vs Skyward Specialty
This page compares Stewart Information Services Corporation and Skyward Specialty Insurance Group Inc. to illuminate their business models, financial performance, and market context in a neutral, accessible manner. Educational content, not financial advice.
This page compares Stewart Information Services Corporation and Skyward Specialty Insurance Group Inc. to illuminate their business models, financial performance, and market context in a neutral, acce...
Investment Analysis

Stewart
STC
Pros
- Stewart Information Services has demonstrated strong recent earnings growth with Q3 2025 EPS rising to $1.55 from $1.09 in Q3 2024.
- The company maintains solid financial health with a moderate debt-to-equity ratio of approximately 30%, supporting balance sheet stability.
- Stewart offers a healthy dividend yield around 2.9%, backed by consistent profitability and a shareholder-friendly payout policy.
Considerations
- Net profit margins remain relatively thin at about 3.65%, indicating limited profitability despite solid revenue scale.
- The valuation appears stretched with a price-to-earnings ratio above 20, which may limit upside in a market correction.
- Past stock performance has shown volatility, including a significant price drop of 43.67% in 2022, reflecting market cyclicality risks.
Pros
- Skyward Specialty Insurance Group commands a diversified commercial property and casualty insurance portfolio addressing multiple risk segments.
- The company shows strong returns on equity near 17%, indicating efficient capital utilisation in underwriting operations.
- SKWD maintains a relatively low price-to-earnings ratio around 14.7, suggesting a potentially more attractive valuation compared to peers.
Considerations
- Being a relatively recent IPO in 2023, Skyward faces higher execution risk associated with growth and market position establishment.
- Operating in the specialty insurance sector exposes the company to underwriting cycle volatility and potential claim spikes.
- Liquidity ratios are not clearly reported, possibly indicating less transparent short-term financial flexibility.
Which Baskets Do They Appear In?
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Which Baskets Do They Appear In?
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