Director of AI Strategy & Enterprise Adoption

RLI Insurance Company; Chicago (IL); Hybrid; USD 139,797 - 203,755; Full time

Benefits offered by this job

Flexible & hybrid work arrangements

Tuition reimbursement

Employee stock ownership plan (ESOP)

PTO and holidays

Life and disability insurance

Job summary

RLI Insurance Company is seeking a Director, IT - AI to lead the enterprise AI strategy, governance, and adoption across business and technology teams in a hybrid work environment. You will guide AI initiatives, measure value and risk, and collaborate with senior stakeholders to ensure responsible, scalable AI solutions.

The role requires a bachelor’s degree in a related field and 7+ years in tech/AI leadership, with experience in generative AI, cloud platforms, and enterprise AI programs.

Qualifications

• Bachelor’s degree in a tech or related field and 7+ years of technology/AI leadership.
• Experience developing or leading enterprise AI strategy and adoption programs.
• Experience with generative AI, LLMs, cloud-based AI platforms, and ML technologies.

Responsibilities

• Lead enterprise AI strategy, governance, and operating model initiatives.
• Build relationships with senior leaders to identify AI opportunities and prioritize use cases.
• Establish measures of value, risk, and performance for AI programs.
• Guide AI engineers and cross-functional teams to deliver measurable enterprise value.
• Promote responsible AI, governance, and alignment with enterprise standards.

Skills

AI strategy

Stakeholder management

Communication

Leadership

AI concepts

Education

Bachelor's degree in Computer Science, Information Technology, Engineering, Data Science, or related field

Tools

Cloud platforms

ML frameworks

Generative AI tools

Job description

RLI Insurance Company is seeking a Director, IT - AI to lead the enterprise AI strategy, governance, and adoption across business and technology teams in a hybrid work environment. You will guide AI initiatives, measure value and risk, and collaborate with senior stakeholders to ensure responsible, scalable AI solutions.

The role requires a bachelor’s degree in a related field and 7+ years in tech/AI leadership, with experience in generative AI, cloud platforms, and enterprise AI programs.