Leadership Team

Steve has nearly 40 years of experience working in program business and surplus lines. He previously served as Everspan's Chief Underwriting and Reinsurance Officer. During his career, Steve has managed both individual risk and delegated underwriting platforms at Crum & Forster, Endurance Specialty and GenRe. Steve has built his expertise in the program space as both an insurance and reinsurance executive where he has underwritten a broadly-based book of business which included property, casualty and professional related exposures.

Darwin has more than 20 years of experience in program insurance. Prior to joining Everspan, he was U.S. Head of Casualty & Professional Hybrid Solutions at Everest Reinsurance Company, where he managed the program portfolio and developed reinsurance relationships for the Facultative Reinsurance division. He also has held senior leadership positions at Maxum Specialty Insurance Group, Regional Excess Underwriters (a WRBC company) and Insential Insurance Co.

Steven is a Certified Professional Accountant with over 20 years of financial accounting and reporting experience. Prior to joining Everspan, Steven served as the insurance controller of Ambac Assurance Corporation for eight years where he managed insurance and reinsurance reporting, financial planning and expense analysis, and supported rating agency and corporate modeling.

Michael has 30 years' experience in the specialty program segment, most recently at AXA XL and as President of United Casualty and Surety Insurance Company. Michael has worked for both MGAs as well as carriers, focused on program analysis, negotiation, and program optimization, along with extensive experience in actuarial modeling and pricing of P&C business.

Having served as in-house counsel to both large international and start-up insurance operations, Nick has substantial legal, regulatory, compliance, Enterprise Risk Management, corporate governance, and claims management experience. Nick joined Everspan from Spinnaker Insurance, a pioneering participatory fronting carrier, where he built and enforced MGA/TPA operational oversight processes in addition to managing the company’s legal, claims and regulatory affairs. Nick’s (re)insurance industry experience includes serving as counsel to QBE North America’s reinsurance and program/MGA operations and as a reinsurance claims executive for Beazley Syndicate.

Megan has a decade of experience in the insurance industry. Prior to joining Everspan in 2021, she was an analyst at Ambac Assurance Corporation, where she was responsible for evaluating the credit risk of insured exposures.

Justin has nearly 20 years of experience in the insurance industry. Prior to joining Everspan, he spent 10 years as Chief Operating Officer of Berkley Environmental, a W.R. Berkley company. He previously served as Chief Information Officer, Americas, for Torus Insurance and Chief Information Officer for Arch Re.

Flavia joined Everspan in 2024, bringing nearly 20 years of experience in claims management and handling. She previously worked at Ascot, Berkely Environmental, Navigators, Markel, and AIG.

Sima has more than 16 years of experience in the insurance industry and deep knowledge of compliance and regulatory/corporate filings. Prior to joining Everspan in 2021, she was Assistant Vice President, Regulatory & Compliance, at QBE North America for 13 years.

Kevin has over 35 years of experience in the insurance industry and leads business development at Everspan. During his career, he has managed reinsurance and wholesale brokerage firms, managing general agents and Lloyd’s coverholders, and third-party administrators, including on behalf of large organizations such as Crump Group and Brown & Brown. Over the course of his career, Kevin has developed over $2.5 billion in program business premium. He has also been active in building and selling private fee-for-service companies in the insurance sector.