Skyward Specialty Insurance
Richard Jolly is a seasoned technology leader with extensive experience in the insurance and financial sectors. Currently serving as the Director of Corporate Services at Skyward Specialty Insurance since February 2024, Richard also operates as the CIO, Owner, and Advisor at KinISO. Previous roles include Director of IT Strategy & Control at Centennial Bank, Chief Audit Executive and various auditing positions at SWBC, and Vice President of Operations at Instructus Media, Ltd. Richard has a rich background with significant positions at Argo Group and Trident Public Risk Solutions. Richard holds a Master of Science in Engineering Management from The University of Texas at Austin and a Bachelor of Science in Computer Science from the University of Central Arkansas.
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Skyward Specialty Insurance
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Skyward Specialty is a property and casualty insurance holding company formed in 2007. Based in Houston, Texas, and with staff throughout the country, Skyward Specialty provides admitted and non-admitted solutions to retail and wholesale distributors, managing general agents and captive markets. We have built highly respected businesses in specialty lines including management professional liability, medical stop loss, surety, E&S property and liability, and large commercial property, as well as multi-line solutions for the energy, trucking and construction industries.