[Hiring] Chief Technology Officer/ Head of Engineering, Virtual insurance @AIFT

Role Description

We are seeking a visionary and execution-focused Chief Technology Officer / Head of Engineering to lead our end-to-end technology strategy, architecture, and engineering organization. This role is responsible for driving digital innovation, ensuring regulatory compliance, strengthening cybersecurity posture, and building a resilient, scalable, and data-driven insurance platform. The CTO will partner closely with executive leadership to align technology initiatives with business growth and customer experience goals.

Responsibilities

• Technology Strategy & Leadership
  • Define and execute technology vision to transform insurance experience for B2C customers aligned with business objectives and regulatory requirements.
  • Lead digital platforms evolution across web and mobile applications.
  • Drive cloud-native architecture strategy and platform scalability.
  • Envision in AI adoption from development to user experience.
  • Build and foster a high-performance engineering culture emphasizing innovation, accountability, and continuous improvement.
• Platform & Engineering Excellence
  • Oversee end-to-end software development lifecycle, DevOps, and CI/CD practices.
  • Ensure system reliability, performance, and scalability across customer-facing and internal platforms.
  • Optimize data architecture and warehouse strategy to enable trusted reporting and analytics.
  • Lead modernization initiatives across infrastructure, applications, and integration layers.
• Data & Analytics Governance
  • Establish a unified and trusted data foundation to support reporting, regulatory submissions, and decision-making.
  • Drive improvements in ETL orchestration, data freshness, and reporting SLA performance.
  • Promote data governance, lineage, reconciliation accuracy, and audit readiness.
• Security, Risk & Compliance
  • Own company cybersecurity strategy and technology governance.
  • Ensure IT governance frameworks, incident and change management controls, and audit processes are embedded in engineering practices.
  • Strengthen identity management, infrastructure and data security, and threat monitoring.
• Team and Culture
  • Oversee engineering operations, FE, BE, QA, SRE, IS and Data teams to ensure high availability and business continuity.
  • Establish engineering best practices, scalable architecture standards, and digital products development discipline.
  • Foster a culture of experimentation, accountability, and measurable impact.
  • Collaborate cross-functionally with GTM, Product, Operations, Finance, Risk and Compliance teams.
  • Serve as a strategic advisor to the executive leadership on technology risk and innovation.
  • Mentor and develop technical leaders within the organization.

Qualifications

• Bachelor’s degree in Computer Science, Engineering, Information Technology, or a related field (Master’s preferred).
• 15+ years of progressive leadership experience in technology, preferably within insurance, fintech, or financial services.
• Proven experience leading digital transformation and AI adoption is preferred.
• Experience in leading technology teams in a regulated environment is a plus.
• Deep understanding of IT governance, cybersecurity, and regulatory compliance frameworks.
• Track record of building and scaling high-performing engineering organizations.
• Passionate about innovation and building technology that meaningfully transforms customer experience and insurance operations.
• Excellent communication skills with capabilities and patience to understand and balance interests of different stakeholders.
• A people manager who is willing to spend time to hold heart-to-heart conversations to coach and grow the team.