Skyward Specialty Insurance Group, Inc. (SKWD) Covered Calls

Skyward Specialty Insurance Group, Inc. is a specialty property and casualty insurer providing tailored solutions for complex and niche risks. The company operates through several divisions, including Professional Lines, Accident and Health, and Transactional E&S. By leveraging data analytics and a niche-focused strategy, it delivers innovative products to small and mid-sized businesses often underserved by the traditional admitted insurance market.

You can sell covered calls on Skyward Specialty Insurance Group, Inc. to lower risk and earn monthly income. Born To Sell's covered call screener gives you customized search capabilities across all possible covered calls but here are a couple of examples for SKWD (prices last updated Tue 4:16 PM ET):

Skyward Specialty Insurance Group, Inc. (SKWD) Stock Quote
Last Change Bid Ask Volume P/E Market Cap
45.07 -2.09 41.90 47.00 996K 14 1.9
Covered Calls For Skyward Specialty Insurance Group, Inc. (SKWD)
Expiration Strike Call Bid Net Debit Return
If Flat		 Annualized
Return If Flat
Mar 20 45 0.70 46.30 -2.8% -40.9%
Apr 17 45 1.40 45.60 -1.3% -9.0%
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Skyward Specialty Insurance Group, Inc. (SKWD) is a leading specialty insurer focused on the non-admitted and admitted commercial markets. Headquartered in Houston, Texas, the company distinguishes itself through its disciplined "Rule Our Niche" strategy, where it seeks to lead in specialized segments such as construction, energy, professional liability, and surety. Following its strategic acquisition of Apollo Group Holdings in early 2026, the company has expanded its global footprint, integrating a Lloyd’s of London platform to offer multinational solutions to its client base.

The company business model centers on high-execution underwriting fueled by proprietary technology. Its "SkyVUE" workstation and AI partnerships allow underwriters to process complex risk data more efficiently than legacy competitors. By focusing on "complex-technical" risks—those requiring specialized knowledge rather than standardized high-volume processing—the company maintains a high-quality portfolio. Its revenue streams are diversified across nine primary divisions, including a significant presence in the Excess and Surplus (E&S) property market and life sciences logistics.

Competitive Landscape

The competitive landscape for Skyward Specialty includes global insurance giants and specialized boutique insurers. Key rivals that are publicly traded on the NYSE or NASDAQ and offer active options markets include Kinsale Capital Group and W. R. Berkley Corporation. These companies are primary peers in the high-growth E&S and specialty casualty sectors.

Other notable competitors in the property and casualty space with active options trading include Stewart Information Services and American Financial Group. While larger carriers like Chubb offer massive balance sheets, Skyward Specialty differentiates itself through its agility and its focus on the "top quartile" of underwriting performance. The company’s recent rebranding under the "Skyward Group" name reflects its evolution into a global entity capable of competing for sophisticated international risks that were previously the domain of only the largest insurers.

Strategic Outlook

Strategic innovation is focused on the full integration of AI-powered underwriting workflows to enhance speed-to-market and risk selection accuracy. Through a partnership with Sixfold, the company is automating the pre-processing of submissions, allowing underwriters to focus on judgment-based decision-making. This "AI-first" approach is intended to provide a durable competitive advantage in the 2026 insurance market, where data responsiveness is a key differentiator for broker partnerships.

The outlook involves a commitment to sustainable growth through the expansion of its E&S property and life sciences offerings. Management is prioritizing the capture of "syndicate management fees" from its new Lloyd’s operations to diversify income beyond traditional premiums. By maintaining a conservative reserve profile and a disciplined combined ratio target, the company aims to capitalize on the continuing "hard market" in specialty insurance, where capacity for complex risks remains limited and pricing power favors technically proficient underwriters.