Options Trading for Skyward Specialty Insurance Group (SKWD) in the First Week of November 21st
Written by Emily J. Thompson, Senior Investment Analyst
Updated: Sep 22 2025
0mins
Should l Buy SKWD?
Source: NASDAQ.COM
Put Contract Overview: The $45.00 put contract for SKWD has a bid of 65 cents, allowing investors to buy shares at a lower cost basis of $44.35, which is a 5% discount from the current price of $47.14. There is a 66% chance the contract may expire worthless, offering a potential 1.44% return on cash commitment.
Call Contract Overview: The $50.00 call contract has a bid of 70 cents, enabling investors to sell shares at a 6% premium to the current price. If the contract expires worthless, investors could retain their shares and earn a 1.48% additional return, or 9.03% annualized.
Volatility Insights: The implied volatility for the put contract is 45%, while the call contract's implied volatility is 43%. The actual trailing twelve-month volatility is calculated at 35%.
YieldBoost Concept: Both put and call contracts offer potential returns referred to as "YieldBoost," with the put providing an annualized return of 8.78% and the call providing 9.03% if they expire worthless.
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Analyst Views on SKWD
Wall Street analysts forecast SKWD stock price to rise
7 Analyst Rating
6 Buy
1 Hold
0 Sell
Strong Buy
Current: 45.770
Low
49.00
Averages
65.83
High
80.00
Current: 45.770
Low
49.00
Averages
65.83
High
80.00
About SKWD
Skyward Specialty Insurance Group, Inc. is a specialty insurance company, delivering commercial property and casualty products and solutions on a non-admitted and admitted basis. The Company operates through various underwriting divisions, including Accident & Health, Agriculture and Credit (Re)insurance, Captives, Construction & Energy Solutions, Global Property, Professional Lines, Specialty Programs, Aviation, Surety and Transactional E&S. Its Accident & Health underwriting division provides medical stop loss to employers who self-insure their employee benefits, as well as covering group and single-employer captives. The Global Property underwriting unit provides property-only solutions to large multi-jurisdictional entities with complex property exposures. The Company’s subsidiary insurance companies consist of Great Midwest Insurance Company, Houston Specialty Insurance Company, Imperium Insurance Company, and Oklahoma Specialty Insurance Company.
About the author
Emily J. Thompson
Emily J. Thompson, a Chartered Financial Analyst (CFA) with 12 years in investment research, graduated with honors from the Wharton School. Specializing in industrial and technology stocks, she provides in-depth analysis for Intellectia’s earnings and market brief reports.
Reinhart Partners Increases Stake in Skyward Specialty Insurance Group
- Share Acquisition: On February 10, 2026, Reinhart Partners acquired an additional 803,217 shares of Skyward Specialty Insurance Group, with an estimated transaction value of $38.60 million, reflecting confidence in the company's future growth potential.
- Increased Ownership: Following this acquisition, Reinhart's stake in Skyward reached 3.7%, indicating a strategic positioning in the insurance market despite the stock's 6.8% decline over the past year.
- Market Performance Analysis: Since its IPO in January 2023, Skyward's stock has appreciated by 211%, with a compound annual growth rate of 44.5%, yet it has remained nearly flat over the last 12 months, highlighting market volatility and potential risks.
- Investor Sentiment: Despite pressures in the commercial insurance market, some institutional investors like Reinhart remain bullish on Skyward, suggesting that average investors should carefully review the list of best insurance stocks for 2026 before making decisions.
See More
Skyward Specialty Launches Power Generation Insurance Solution
- New Product Launch: Skyward Specialty Insurance Group has introduced a specialized Power Generation insurance solution aimed at small to mid-sized power producers, designed to meet the evolving needs of power producers and brokers across the U.S., thereby further diversifying its existing portfolio.
- Expanded Coverage: The solution provides tailored coverage for a broad range of power assets, including small power plants, municipal and cooperative utilities, and industrial microgrids, addressing key coverage gaps in the market and enhancing the company's leadership position in the energy sector.
- Response to Industry Demand: As the demand for electricity continues to grow, Skyward Specialty leverages its deep industry expertise and nimble underwriting to help clients navigate the complexities and high repair costs of modern power facilities, thereby enhancing its competitive edge in the market.
- Strategic Development Focus: By expanding into the Power Generation sector, Skyward Specialty strengthens its leadership in complex niche markets, advancing its strategic goal of delivering specialized, customized solutions that align with the operational and financing needs of today's power assets.
See More
Skyward Specialty Insurance Group to Release Q4 2025 Earnings on February 23
- Earnings Release Schedule: Skyward Specialty Insurance Group is set to announce its Q4 2025 earnings after market close on February 23, 2026, with results available on the company website, ensuring timely access to critical financial information for investors.
- Earnings Call Details: The company will host an earnings call on February 24, 2026, at 8:30 a.m. EST, allowing investors to register for dial-in information and a unique PIN, enhancing engagement with management during the financial review.
- Acquisition Impact Clarification: The Q4 and year-end 2025 financial results will not include Apollo Group Holdings Ltd.'s financials due to the acquisition closing on January 1, 2026, highlighting the company's strategic planning in integrating new assets.
- Company Background Overview: Skyward Group serves as the holding company for its U.S. and Lloyd's businesses, focusing on delivering specialized insurance solutions for complex risks, aiming to drive sustainable growth and long-term shareholder value through disciplined execution and forward-looking insights.
See More
Skyward Specialty Expands E&S Property Insurance with New Excess Coverage
- Market Expansion: Skyward Specialty Insurance Group announces the addition of Excess coverage to its E&S Property offering, reflecting its ongoing investment and leadership in the specialty property and casualty insurance market.
- Strategic Execution: This expansion aligns with the company’s “Rule Our Niche” strategy, aiming to address the complex property risk demands that traditional markets fail to meet, thereby enhancing its competitive position.
- Leadership Enhancement: The appointment of Christopher Zitzmann as president of Inland Marine and Transactional E&S aims to further advance the company’s leadership in these highly specialized markets, ensuring the delivery of tailored solutions.
- Underwriting Capacity Boost: By expanding its excess coverage capabilities, Skyward Specialty strengthens its ability to support technically complex, non-catastrophe property risks, addressing the growing needs of clients and partners.
See More
Skyward Group Expands Life Sciences Insurance Solutions Globally
- Global Expansion: Skyward Specialty launches its global insurance solution for U.S. life sciences companies through a strategic collaboration with Apollo, significantly enhancing its international business capabilities and expected to boost market competitiveness.
- Synergistic Effect: This expansion leverages Apollo's Lloyd’s Syndicate 1969 platform alongside Skyward Specialty's underwriting expertise, enabling efficient support for specialty risks globally, thereby improving product quality and market responsiveness.
- Market Positioning: By expanding its offerings, Skyward Specialty further solidifies its position in the complex risk insurance market, likely attracting more international clients and driving sustainable growth and long-term value creation.
- Management Outlook: Skyward Group CEO Andrew Robinson stated that this expansion reflects the strong collaborative capabilities of both companies, with plans to explore further opportunities for cooperation to achieve higher market penetration and customer satisfaction.
See More
Skyward Specialty Completes Acquisition of Apollo Group, Enhancing Insurance Product Portfolio
- Acquisition Completed: Skyward Specialty Insurance Group has successfully completed its acquisition of Apollo Group Holdings Limited under previously agreed terms, further solidifying its position in the insurance market.
- Market Expansion: This acquisition enables Skyward Specialty to leverage Apollo's innovative insurance platform at Lloyd's of London, providing more competitive products and services to meet diverse risk needs.
- Business Integration: By integrating Apollo's data-driven solutions, Skyward Specialty anticipates enhancing its product quality and customer service capabilities, thereby strengthening its competitive edge in the market.
- Strategic Significance: This acquisition not only expands Skyward Specialty's product offerings but also lays the groundwork for future growth and market share enhancement, demonstrating the company's commitment to innovation and sustainability.
See More
Reinhart Partners Increases Stake in Skyward Specialty Insurance Group
- Share Acquisition: On February 10, 2026, Reinhart Partners acquired an additional 803,217 shares of Skyward Specialty Insurance Group, with an estimated transaction value of $38.60 million, reflecting confidence in the company's future growth potential.
- Increased Ownership: Following this acquisition, Reinhart's stake in Skyward reached 3.7%, indicating a strategic positioning in the insurance market despite the stock's 6.8% decline over the past year.
- Market Performance Analysis: Since its IPO in January 2023, Skyward's stock has appreciated by 211%, with a compound annual growth rate of 44.5%, yet it has remained nearly flat over the last 12 months, highlighting market volatility and potential risks.
- Investor Sentiment: Despite pressures in the commercial insurance market, some institutional investors like Reinhart remain bullish on Skyward, suggesting that average investors should carefully review the list of best insurance stocks for 2026 before making decisions.
See More
Skyward Specialty Launches Power Generation Insurance Solution
- New Product Launch: Skyward Specialty Insurance Group has introduced a specialized Power Generation insurance solution aimed at small to mid-sized power producers, designed to meet the evolving needs of power producers and brokers across the U.S., thereby further diversifying its existing portfolio.
- Expanded Coverage: The solution provides tailored coverage for a broad range of power assets, including small power plants, municipal and cooperative utilities, and industrial microgrids, addressing key coverage gaps in the market and enhancing the company's leadership position in the energy sector.
- Response to Industry Demand: As the demand for electricity continues to grow, Skyward Specialty leverages its deep industry expertise and nimble underwriting to help clients navigate the complexities and high repair costs of modern power facilities, thereby enhancing its competitive edge in the market.
- Strategic Development Focus: By expanding into the Power Generation sector, Skyward Specialty strengthens its leadership in complex niche markets, advancing its strategic goal of delivering specialized, customized solutions that align with the operational and financing needs of today's power assets.
See More
Skyward Specialty Insurance Group to Release Q4 2025 Earnings on February 23
- Earnings Release Schedule: Skyward Specialty Insurance Group is set to announce its Q4 2025 earnings after market close on February 23, 2026, with results available on the company website, ensuring timely access to critical financial information for investors.
- Earnings Call Details: The company will host an earnings call on February 24, 2026, at 8:30 a.m. EST, allowing investors to register for dial-in information and a unique PIN, enhancing engagement with management during the financial review.
- Acquisition Impact Clarification: The Q4 and year-end 2025 financial results will not include Apollo Group Holdings Ltd.'s financials due to the acquisition closing on January 1, 2026, highlighting the company's strategic planning in integrating new assets.
- Company Background Overview: Skyward Group serves as the holding company for its U.S. and Lloyd's businesses, focusing on delivering specialized insurance solutions for complex risks, aiming to drive sustainable growth and long-term shareholder value through disciplined execution and forward-looking insights.
See More
Skyward Specialty Expands E&S Property Insurance with New Excess Coverage
- Market Expansion: Skyward Specialty Insurance Group announces the addition of Excess coverage to its E&S Property offering, reflecting its ongoing investment and leadership in the specialty property and casualty insurance market.
- Strategic Execution: This expansion aligns with the company’s “Rule Our Niche” strategy, aiming to address the complex property risk demands that traditional markets fail to meet, thereby enhancing its competitive position.
- Leadership Enhancement: The appointment of Christopher Zitzmann as president of Inland Marine and Transactional E&S aims to further advance the company’s leadership in these highly specialized markets, ensuring the delivery of tailored solutions.
- Underwriting Capacity Boost: By expanding its excess coverage capabilities, Skyward Specialty strengthens its ability to support technically complex, non-catastrophe property risks, addressing the growing needs of clients and partners.
See More
Skyward Group Expands Life Sciences Insurance Solutions Globally
- Global Expansion: Skyward Specialty launches its global insurance solution for U.S. life sciences companies through a strategic collaboration with Apollo, significantly enhancing its international business capabilities and expected to boost market competitiveness.
- Synergistic Effect: This expansion leverages Apollo's Lloyd’s Syndicate 1969 platform alongside Skyward Specialty's underwriting expertise, enabling efficient support for specialty risks globally, thereby improving product quality and market responsiveness.
- Market Positioning: By expanding its offerings, Skyward Specialty further solidifies its position in the complex risk insurance market, likely attracting more international clients and driving sustainable growth and long-term value creation.
- Management Outlook: Skyward Group CEO Andrew Robinson stated that this expansion reflects the strong collaborative capabilities of both companies, with plans to explore further opportunities for cooperation to achieve higher market penetration and customer satisfaction.
See More
Skyward Specialty Completes Acquisition of Apollo Group, Enhancing Insurance Product Portfolio
- Acquisition Completed: Skyward Specialty Insurance Group has successfully completed its acquisition of Apollo Group Holdings Limited under previously agreed terms, further solidifying its position in the insurance market.
- Market Expansion: This acquisition enables Skyward Specialty to leverage Apollo's innovative insurance platform at Lloyd's of London, providing more competitive products and services to meet diverse risk needs.
- Business Integration: By integrating Apollo's data-driven solutions, Skyward Specialty anticipates enhancing its product quality and customer service capabilities, thereby strengthening its competitive edge in the market.
- Strategic Significance: This acquisition not only expands Skyward Specialty's product offerings but also lays the groundwork for future growth and market share enhancement, demonstrating the company's commitment to innovation and sustainability.
See More
