Business Technology Lead

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

At Trisura, we expect more because we believe it can be done better.

We are a young, growth-oriented team with a commitment to exceptional talent and have been one of the fastest-growing North American specialty insurance firms since 2006. Our growth and our entrepreneurial style, niche market position and development opportunities ensure that our people see the results of their commitment reflected in the company’s success.

We are currently seeking a driven and collaborative Business Technology Lead to join our forward-thinking information systems team in our downtown Toronto office.

Business Technology Lead

Position is hybrid in Chicago – Remote is not available

Overview

Trisura Insurance Company (TIC) is seeking a highly motivated Business Technology Lead to join our Business Technology Solutions (BTS) team. This role is responsible for aligning business strategy with technology solutions across Trisura’s North American platform. The successful candidate will serve as a key liaison between leadership and IT, ensuring that systems, data, and processes enable efficient, scalable, and high-quality 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 business growth.

Responsibilities

• Act as the primary 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-related initiatives in partnership with Engineering, PMO, Data & AI, and IT Operations teams.
• Collaborate with Data & AI teams to introduce advanced 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 (cycle time, cost, quality, and customer experience) 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, performance, and alignment with enterprise standards.
• Ensure compliance with regulatory, security, and data privacy requirements in partnership with Information Security teams.
• Drive adoption of new technologies and processes through effective change management and stakeholder engagement.

Qualifications

• Bachelor’s degree in Business, Technology, or a related field.
• 5+ years of experience in insurance, or technology roles supporting insurance functions.
• Strong understanding of the 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 working 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.

Key Competencies

• Business & Insurance Domain Expertise
• Strategic Thinking and Planning
• Cross-functional Leadership and Collaboration
• Technology and Architecture Understanding
• Change Management and Value Realization

About Structured Solutions

Structured Solutions (formerly US Programs) is Trisura’s fronting and program business. We partner with managing general agents, program administrators, and risk-bearing capital partners to bring specialty insurance programs to market on Trisura’s licensed, rated paper. The business combines underwriting oversight, regulatory and compliance governance, claims and policy administration, and reinsurance structuring to support partners across a range of specialty lines. Because these programs depend on sophisticated risk-transfer arrangements, the team works closely with Ceded Reinsurance on treaty placement, bordereaux, and reporting. The Business Technology Lead will support both teams, enabling the platforms, data, and integrations that let us onboard partners efficiently and manage program performance at scale.

We thank all candidates for their interest however only those selected for an interview will be contacted

We are committed to an inclusive and barrier-free workplace that reflects the diversity in each of our offices across America. Accommodation will be provided on request for candidates taking part in all aspects of our recruitment and selection process.

The salary range is expected to be $105,000 to $125,000 plus bonus within the terms of the company plan. Trisura offers a comprehensive benefit package that includes medical, dental, and vision insurance, as well as 401(k) with company match and Employee Stock Purchase Plan.