Strategic Technology Lead — Insurance Ops & AI Initiatives

Trisura Guarantee Insurance Company; Chicago (IL); Hybrid; USD 105,000 - 125,000; Full time

Job summary

Trisura Guarantee Insurance Company in Chicago seeks a driven Business Technology Lead to align business strategy with technology solutions across the North American platform. You will serve as a key liaison between leadership and IT, ensuring systems, data, and processes enable efficient, scalable operations.

This role requires strong domain expertise in business processes, strategic thinking, and the ability to lead cross-functional initiatives that improve operational efficiency and support

Qualifications

• Bachelor’s degree in Business, Technology, or related field.
• 5+ years of experience in insurance or technology roles supporting insurance.
• Understanding of end-to-end software lifecycle and related systems.
• Experience leading technology or process-improvement initiatives in a complex environment.
• Strong analytical, problem-solving and decision-making skills.
• Excellent communication and stakeholder management abilities.
• Experience with Agile methodologies and cross-functional teams.
• Familiarity with cloud-based systems, data platforms, and integration patterns.
• Preferred: Experience with AI, automation, or advanced analytics in insurance operations.

Responsibilities

• Act as the liaison between business leadership and IT, translating business objectives into technology strategies and solutions.
• Develop and maintain a technology roadmap aligned with business priorities and enterprise IT strategy.
• Lead initiatives to optimize and automate business processes, reducing cycle times, manual effort, and operational inefficiencies.
• Oversee delivery of business initiatives with Engineering, PMO, Data & AI, and IT Operations teams.
• Collaborate with Data & AI teams to introduce analytics, automation, and AI-driven capabilities in technology solutions.
• Manage demand intake and prioritization for technology initiatives based on business value, ROI, and strategic alignment.
• Ensure defined success metrics are established and tracked for all initiatives.
• Conduct post-implementation reviews to validate value realization and drive continuous improvement.
• Manage and rationalize technology vendors and platforms, ensuring integration and alignment with standards.
• Ensure compliance with regulatory, security, and data privacy requirements with Information Security teams.
• Drive adoption of new technologies and processes through change management and stakeholder engagement.

Skills

Business stakeholder liaison

Agile methodologies

Cloud-based systems

Data analytics awareness

Education

Bachelor's degree

Tools

Data platforms

Cloud platforms

AI/Automation tooling

Job description

Trisura Guarantee Insurance Company in Chicago seeks a driven Business Technology Lead to align business strategy with technology solutions across the North American platform. You will serve as a key liaison between leadership and IT, ensuring systems, data, and processes enable efficient, scalable operations.

This role requires strong domain expertise in business processes, strategic thinking, and the ability to lead cross-functional initiatives that improve operational efficiency and support