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Illinois 4
Chicago Full Time workforce absence team lead

4 workforce absence team lead jobs found in Chicago

Ryan Specialty
08/10/2026  
Associate Captive Executive
Position Summary Ryan Alternative Risk is looking for an Associate Captive Executive to take on real ownership of our group captive insurance programs — not just support them. Working alongside a Captive Executive, you'll manage day-to-day program operations, own key client and broker relationships, and help shape the strategic direction of the captives you're assigned to. You'll be the person clients and brokers turn to for answers, the one preparing the board with confidence, and the one making sure the numbers, the renewals, and the relationships all hold together. This role is built for someone ready to grow quickly into full captive leadership — with a clear, visible path to Captive Executive. If you have a solid foundation in commercial insurance, thrive on ownership rather than oversight, and want to build a career in a fast-growing niche of the industry, this is your next step. What will your job entail? Key Responsibilities Client & Broker Relationship...
Ryan Specialty Chicago, IL Full Time
Ryan Specialty
08/22/2026  
AI Delivery Lead-RT Specialty
RT Specialty, a division of Ryan Specialty, is a leading wholesale distributor of specialty insurance products and services. Our experienced brokers are specialized in property, casualty, professional lines, transportation and workers’ compensation, providing creative solutions to retail brokerage firms. We define ourselves through our superior execution on behalf of our clients, which has established us as a leader in the industry. Position Summary The AI Delivery Lead serves as the central orchestrator of RT Specialty’s AI Innovation Center, owning the end-to-end intake, triage, and delivery governance of AI initiatives across the division. This role partners with business leaders, engineers, and front-office users to ensure that every AI opportunity is assessed, resourced, and executed in alignment with RT’s strategic objectives. What will your job entail? Responsibilities Own divisional AI intake: serve as the primary point of contact for all incoming AI...
Ryan Specialty Chicago, IL Full Time
Ryan Specialty
07/14/2026  
Actuarial Director - Pricing
Position Summary The Actuarial Director – Pricing is responsible for leading the pricing strategy, methodologies, and actuarial processes that support profitable growth across Ryan Specialty’s underwriting portfolio. This role partners closely with underwriting, product development, program management, and executive leadership to evaluate opportunities, price large and complex accounts and programs, develop innovative insurance products, and ensure disciplined risk selection and portfolio performance. The Actuarial Director provides strategic actuarial leadership, enhances pricing tools and models, and delivers data-driven insights that align underwriting results with Ryan Specialty’s financial and strategic objectives. What will your job entail? Job Responsibilities Lead the development, implementation, and continuous enhancement of pricing methodologies, rating algorithms, and actuarial models used to evaluate large accounts, specialty programs, and portfolio...
Ryan Specialty Chicago, IL Full Time
HUB International
06/01/2026  
Strategic Human Resources Leader, Specialty Program Group
ABOUT US At HUB International , we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence. HUB is the 5th largest global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. ABOUT SPECIALTY PROGRAM GROUP (SPG) Specialty...
HUB International Chicago, IL Full Time

 

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