Job Description

AI Lead

Hybrid Remote • Rolling Meadows, IL

Description

Associated is one of the top privately held insurance and risk management firms in the country. We assist businesses and individuals with their insurance needs, including property, casualty, employee benefits, and more. Founded in 1890, our longevity in the industry provides unparalleled expertise and longstanding relationships with leading insurance carriers.

A career with Associated means an opportunity with an employer that offers:

1. Stability – 135-year-old privately held insurance brokerage and risk advisory firm.

2. Culture – We are committed to creating a family-oriented environment.

3. Investing in talent – Consistently developing our talent by encouraging teammates to grow their knowledge and expand their careers.

4. A winning team – Delivered over 10% growth of both revenue and headcount every year for the past five years.

5. Flexibility – Collaborate with our teammates to shape work schedules in a way that balances personal, professional, and organizational needs.

6. Access to senior leadership – Intentional communication strategy that includes virtual and in-person engagement with an emphasis on feedback from the team.

7. Benefits – We deliver a well-rounded offering to our teammates from robust dental and health benefits, which includes mental wellness, to more unique offerings like pet insurance and time off perks.

Role Summary

The AI Lead partners with business leaders across the agency to identify and implement AI initiatives that support brokerage operations, enhance client and advisor experience, and support business decision making. This role focuses on evaluating opportunities, aligning priorities, and guiding the execution of AI solutions that drive efficiency, insight, and consistency across client service, placement, and operational workflows.

Key Responsibilities

• Partner with business leaders across the organization to identify and assess potential AI use cases
• Evaluate AI opportunities with a focus on customer experience improvement and supporting/enhancing organizational decision making
• Present AI concepts, use cases, and recommendations to senior leadership to support prioritization and investment decisions
• Lead the prioritization, planning, and implementation of approved AI initiatives
• Design, prototype, and deploy practical AI and GenAI solutions that deliver measurable business outcomes
• Translate business needs into AI solutions, balancing feasibility, value, and risk
• Assess, select, and manage AI vendors and external partners
• Establish best practices for AI governance, data usage, security, and model adoption
• Collaborate with IT, operations, sales, and service teams to ensure successful adoption and change management

Requirements

• 3 to 5 years of experience in AI, machine learning, applied data science, or related fields
• Experience working directly with business stakeholders to identify and deliver AI solutions
• Hands-on experience with LLMs and modern AI frameworks
• Experience deploying AI solutions in real business environments
• Demonstrated ability to present complex concepts to senior leadership in a clear, business focused manner

Nice to Have

• Cloud AI platforms (Azure, AWS, GCP)
• Workflow automation and internal tooling experience
• Exposure to regulated or data-sensitive environments

Associated Benefits:

• $130,000 - $135,000
• Hybrid work schedule

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