Our client, a rapidly growing InsurTech MGA redefining how the industry underwrites and manages property risk in wildfire-exposed regions, is seeking a Chief Technology Officer (CTO) to lead its technology organization and shape the company’s next phase of growth. Reporting directly to the CEO, this executive will design and execute a technology strategy that supports best-in-class digital experiences for agents, homeowners, and partners.

The ideal candidate brings a strong foundation in Property & Casualty insurance technology, with a track record of building or scaling modern, API-driven systems in digitally native insurance or InsurTech environments. This role requires someone comfortable moving at startup speed, capable of turning complex distribution, quoting, and underwriting workflows into seamless digital experiences.

Responsibilities:

• Serve as a core member of the executive team, aligning technology initiatives with company goals around growth, operational efficiency, and customer experience. Define and maintain a scalable technology roadmap that enables rapid product evolution and new market expansion.
• Oversee design and performance of core insurance systems and integrations, including policy administration, quoting, and agent distribution platforms. Drive modernization of databases, APIs, and DevOps infrastructure to support real-time performance and resilience.
• Partner with product and insurance teams to enhance the end-to-end digital experience for agents and customers. Champion workflow automation, API integrations, and portal usability that differentiate the company in distribution speed and ease of doing business.
• Lead and develop a distributed engineering organization, fostering a culture of accountability, innovation, and delivery. Build strong internal and external partnerships—including with vendors, offshore teams, and capacity providers—to ensure technology supports business agility.

Qualifications:

• 10+ years of progressive technology leadership, including 3+ years in a CTO, VP of Engineering, or equivalent senior role.
• Proven success in InsurTech, MGA, or digital insurance environments, preferably within property lines.
• Expertise in policy administration systems, API architecture, and quote-to-bind workflows for brokers or agents.
• Experience managing engineering, DevOps, and data infrastructure teams in high-growth organizations.
• Ability to translate business strategy into scalable, flexible systems that drive measurable impact.
• Background in modern development stacks (e.g., TypeScript, JavaScript, Python) preferred.

About Galecki Search Associates:

Too many insurance companies waste an incredible amount of time and resources searching for the right hire. At Galecki Search Associates, we developed the HireSure framework to match you with the right hire, so you can be proud of the team you have built.