RLI Insurance Company
IT Director - AI
Chicago, IL, USA · Director
Sponsorship not specified$140k-$204kDetected 64 days ago
Cloud PlatformsMachine LearningData ScienceLLMsExcelPerformance ManagementCustomer SupportLeadershipCommunicationUnderwriting
Stay score
odds of building a lasting career here
59Sponsors, lottery-bound
Cap-exempt (no lottery)0
Sponsors this role80
Entry-level history0
PERM / green-card track0
Lottery odds (Level IV)94
Fits your clock70
Sponsors, but it's cap-subject — you still face the weighted lottery (~61% per draw at Level IV). Good if you win; have a cap-exempt backup on your list.
Lottery odds assume a STEM candidate.
Personalize to your clock →H-1B wage level
the lottery is wage-weighted — each level is one more entry
Level I$124,8421 entry
Level II$154,6902 entries
Level III$184,5173 entries
Level IV$214,3654 entries
$14,893 more — $154,690 — moves this role to Level II and 2 lottery entries. That figure is inside the range the employer already advertised.
Based on the DOL prevailing wage for this occupation and worksite, a base salary of $154,690 would place this position at wage Level II. That figure is within the posted range, and I'd like to target it. This role classifies under "Computer and Information Systems Managers" for prevailing-wage purposes.
DOL prevailing wage, 2026-27 wage year · Computer and Information Systems Managers (11-3021) · Chicago-Naperville-Elgin, IL-IN. Wage level is derived by USCIS from the offered wage, occupation and worksite; the occupation shown is inferred from the job title.
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About the role
- Creating a different and better insurance experience doesn't just happen.
- RLI is a Glassdoor Best Places to Work company with a strong, successful background.
- Please note that the base salary is only one component of our robust total rewards package at RLI.
Requirements
- Strong knowledge of artificial intelligence concepts, including generative AI, large language models, AI-enabled applications, and enterprise integration considerations.
- Strong understanding of the opportunities, limitations, risks, and operational requirements associated with implementing AI in a complex enterprise environment.
- Ability to evaluate and prioritize AI use cases based on business value, feasibility, scalability, risk, and strategic alignment.
- Ability to translate complex technical concepts into clear business language.
- Ability to motivate and guide highly technical, independent professionals.
Nice to have
- Knowledge of AI governance, responsible AI, data privacy, cybersecurity, regulatory considerations, model risk, and human oversight.
- Understanding of software development, enterprise architecture, cloud platforms, data ecosystems, and technology delivery practices.
- Experience in insurance, financial services, or another regulated industry.
- Formal people-management experience.
- Compensation Overview
- The below range may be modified in the future.
- $139,797.00 - $203,755.00
- Financial Incentives
Compensation
- Annual bonus plans
- Annual 401k and ESOP profit-sharing contributions (Up to 15% of eligible earnings)
- 2x base salary for group life and AD&D insurance
Benefits
- We hire the best and the brightest employees and allow them to share in the company's success through our Total Rewards.
- With the Employee Stock Ownership plan at its core, the Total Rewards program includes all compensation, benefits and perks that come with being an RLI employee.
- Annual bonus plans
- Employee stock ownership plan (ESOP)
- Annual 401k and ESOP profit-sharing contributions (Up to 15% of eligible earnings)
- Paid time off (PTO) and holidays
- Paid volunteer time off (VTO) to support our communities
- Parental and family care leave
- Flexible & hybrid work arrangements
Company info
- We're not like other insurance companies. From our specialty products to our business model, our culture to our results - we're different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn't just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us.
- RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar - a testament to our culture and validation of our reputation as an excellent underwriting company.
- Position Purpose
- Under general direction, leads the strategy, governance, operating model, and enterprise adoption of artificial intelligence, partnering with Business and Technology leaders to identify and deliver responsible AI solutions that create measurable value. Serves as a key liaison across business, technical, risk, and external partners, providing the expertise needed to evaluate emerging capabilities, communicate opportunities and limitations, and guide implementation across the organization.
- Works with Business and Technology partners to develop, communicate, and execute the enterprise AI vision, strategy, roadmap, governance framework, and operating model.
- Builds trusted relationships across the organization to understand business needs, identify meaningful AI opportunities, and prioritize use cases based on value, feasibility, scalability, risk, and strategic alignment.
- Establishes goals, metrics, and reporting practices to measure AI adoption, solution performance, business outcomes, risk, and return on investment.
- Communicates complex AI concepts, opportunities, risks, and limitations clearly to technical and nontechnical audiences, helping leaders make informed decisions about which initiatives to pursue, modify, delay, or decline.
- Partners with architecture, data, cybersecurity, legal, compliance, and other control functions to ensure AI solutions are secure, responsible, sustainable, and aligned with enterprise standards.
- Evaluates emerging AI technologies, vendors, platforms, and approaches while promoting consistency, reuse, scalability, and appropriate strategic control.
- Provides leadership across a portfolio of AI initiatives by helping teams prioritize work, resolve barriers, manage dependencies, and maintain focus on measurable enterprise value.
- Leads technical professionals directly or through influence and supports staffing, talent development, performance management, and succession planning as the AI function grows.
- Promotes a culture of continuous learning and development by remaining up to date of education and learning across IT, AI, and the broader enterprise, including awareness of emerging capabilities, responsible use, governance expectations, practical applications, and evolving risks.
- Typically requires a bachelor's degree in Computer Science, Information Technology, Engineering, Data Science, Business, or a related field.
Visa & Work Authorization
- nity employer and does not discriminate in hiring or employment on the basis of race, color, religion, national origin, citizenship, gender, marital status, sexual orientation, age, disability, veteran status, or any oth
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This listing is sourced directly from RLI Insurance Company's careers page and normalized into a canonical job model.