Chief Technology Officer

About the role

This position is located in Wisconsin and is responsible for defining and executing the agency's enterprise technology, AI, digital transformations and data strategy under the direction of the CEO and in partnership with the executive leadership team.

Responsibilities

• Define and execute a multi-year enterprise technology roadmap aligned with agency growth and scalability objectives.
• Serve as a strategic advisor to the CEO and executive leadership team on technology investments and priorities.
• Establish technology as a measurable business driver with defined ROI and performance outcomes.
• Execute key components of the Customer Experience Strategic Initiative, focusing on streamlining workflows, improving operational effectiveness, and enhancing the overall customer experience.
• Lead the implementation process for approved solutions, including pilot programs, integration planning, change management, adoption strategies, and measurement of return on investment (ROI).
• Ensure a scalable and integrated technology ecosystem across agency management systems, CRM and client experience platforms, and data and analytics infrastructure.
• Establish an enterprise data strategy to support real-time decision-making and identify and leverage internal and external data sources for growth, market expansion, and M&A.
• Own vendor selection, negotiation, and performance management, ensuring alignment of vendor investments with strategic objectives and financial benchmarks.
• Lead the agency's AI strategy, including the evaluation, deployment, and governance of AI, machine learning tools, and automations across operations, client experience, sales, and support functions.
• Own the agency's cybersecurity posture, including threat detection, incident response planning, vendor risk management, and compliance with state insurance regulatory requirements.

Qualifications

• Demonstrated experience leading AI or ML initiatives, including vendor selection and build-vs-buy decisions.
• Familiarity with agentic AI frameworks and workflow automation platforms, such as n8n, Make, LangChain, or equivalent.
• Working knowledge of cybersecurity frameworks, including SOC 2, NIST, and ISO 27001.
• Experience with regulatory compliance in a financial services or insurance context.
• Track record of building and leading technology teams through periods of significant change.
• Bachelor’s degree required; advanced degree preferred.
• 10+ years of technology or digital leadership experience.
• Experience in insurance or service-based industries preferred.
• Proven track record of enterprise transformation.
• Strong financial and analytical skills.
• Excellent communication and leadership abilities.

Why Work for Ansay?

Ansay is a growing, employee-focused insurance agency with strong community roots, valuing collaboration, continuous improvement, and professional growth, and investing in our people through training, technology, and career development opportunities.

Our core values guide our behaviors: Respect, Integrity, Accountability, Passion, Positive “I Can Do” Mentality, and Excellence/Professionalism.