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Skyward Specialty Recruits Corey LaFlamme to Lead Captives & Specialty Programs Divisions; Hill Transitions To Divisions' Chairman

1. Skyward Specialty appointed Corey LaFlamme as President of Captives & Specialty Programs. 2. Kirby Hill becomes Chairman, focusing on business development and mentorship. 3. LaFlamme brings over 20 years' experience, enhancing strategic leadership. 4. Skyward aims to expand in a high-growth specialty market segment. 5. Company operates with a strong portfolio of subsidiary insurance companies.

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Why Bullish?

Strategic appointments can enhance company growth and investor confidence, similar to prior leadership changes in successful firms which often led to stock price increases. The positive sentiment around the new leadership suggests potential for expansion and innovation in Skyward Specialty's insurance offerings.

How important is it?

The leadership change is pivotal as it aligns with the company’s growth strategy in a lucrative segment, indicating this will likely resonate positively with investors and market analysts, enhancing stock value.

Why Long Term?

Strategic leadership changes typically yield results over the long term, affecting company performance and stock prices as the new executives implement their vision. Historical precedents show sustained leadership improvements can drive organic growth over time.

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HOUSTON, May 13, 2025 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc.™ (Nasdaq: SKWD) ("Skyward Specialty" or "the Company") a leader in the specialty property and casualty (P&C) market, announced today the Company has recruited Corey LaFlamme to assume the role of President, Captives & Specialty Programs, marking a key strategic move to support its continued growth in one of the fastest-expanding segments of the specialty market. Additionally, the Company announced that Kirby Hill, who has played a central role in building Skyward Specialty’s Captives & Specialty Programs divisions, will assume the role of Chairman, Captives & Specialty Programs. In this new capacity, Hill will focus on business development, key account relationship management, key strategic matters and mentoring. LaFlamme brings more than 20 years of experience across the specialty landscape. He joins Skyward Specialty from The Hartford, where he served most recently as Head of Programs. Throughout his career, LaFlamme built a reputation for cultivating strong relationships, driving innovation and delivering consistent performance. "Corey’s arrival comes at a pivotal time for Skyward Specialty. His experience, leadership and his balanced growth and underwriting mindset align perfectly with our vision to expand and lead in the Captives & Specialty Programs markets,” said Skyward Specialty Chairman and CEO Andrew Robinson. “At the same time, I want to recognize the impact Kirby has had in building this business into the true market contender it is. His continued involvement as Chairman will be instrumental in supporting Corey and ensuring that we accelerate our momentum. With this exceptional leadership team in place, we are well-positioned to lead in a space we view as one of the market’s most promising and dynamic areas.” About Skyward SpecialtySkyward Specialty (Nasdaq: SKWD) is a rapidly growing and innovative specialty insurance company, delivering commercial property and casualty products and solutions on a non-admitted and admitted basis. The Company operates through eight underwriting divisions -- Accident & Health, Agriculture and Credit (Re)insurance, Captives, Construction & Energy Solutions, Global Property, Professional Lines, Specialty Programs, Surety and Transactional E&S. Skyward Specialty's subsidiary insurance companies consist of Great Midwest Insurance Company, Houston Specialty Insurance Company, Imperium Insurance Company, and Oklahoma Specialty Insurance Company. These insurance companies are rated A (Excellent) with a stable outlook by A.M. Best Company. For more information about Skyward Specialty, its people, and its products, please visit skywardinsurance.com. Media ContactHaley DoughtySkyward Specialty Insurance Group713-935-4944hdoughty@skywardinsurance.com Investor ContactNatalie SchoolcraftSkyward Specialty Insurance Group614-494-4988nschoolcraft@skywardinsurance.com

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