Sean Gilday is Vice President and Head of Network at ManchesterStory, a venture capital firm focused on investing in innovative companies across InsurTech, FinTech, and HealthTech. In his role, he leads the firm’s network strategy—connecting insurance carriers, brokers, and strategic partners with high-growth startups that are shaping the future of the industry.
With more than 25 years of global insurance and reinsurance experience, Sean brings deep industry expertise and a proven ability to build partnerships that drive innovation and measurable business impact. At ManchesterStory, he focuses on translating emerging technologies into practical solutions for the firm’s insurance company and broker investors, helping them identify opportunities to accelerate growth, enhance underwriting capabilities, and improve operational efficiency.
Throughout his career, Sean has held leadership and strategic roles across several major insurance and financial services organizations. His professional background includes positions with Canada Life, Manulife Financial, GE Capital, and Reinsurance Group of America (RGA), where he worked closely with insurers, reinsurers, and technology innovators to develop partnerships that support premium growth and operational transformation.
Sean’s experience spans consulting, reinsurance, and venture collaboration, giving him a unique perspective on how established insurers can effectively engage with startups and emerging technologies. This expertise enables him to bridge the gap between industry incumbents and entrepreneurial innovators, creating ecosystems that accelerate the adoption of transformative solutions across the insurance value chain.
At ManchesterStory, Sean works closely with the firm’s investors and portfolio companies to strengthen strategic relationships and unlock opportunities for collaboration across the broader insurance ecosystem. His work supports ManchesterStory’s mission to connect exceptional founders with strategic capital and industry partnerships that help scale next-generation insurance technology companies.
As a conference speaker, Sean shares insights on insurance innovation, venture capital, and the evolving InsurTech landscape, offering perspectives on how insurers and startups can work together to build the next generation of digital insurance solutions.
