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Benefits Specialist

66degrees · Chicago, IL

Benefits Specialist is open at 66degrees in Chicago, IL. The posting gives no salary; similar roles in the United States advertise a median of $158K. Posted on Sep 29, 2026, and still on 66degrees’s careers page when we last checked, on Nov 14, 2026.

About the role

, you will manage end-to-end daily benefits administration, lead employee inquiries with empathy and precision, and partner closely with HR, Payroll, and external carriers. You will combine hands-on operational excellence with regulatory compliance (ERISA, ACA, FMLA, COBRA), driving a frictionless benefits experience from onboarding through annual open enrollment. If you are a detail-oriented, service-driven HR…

The opening lines of the posting. The rest is on 66degrees’s careers page.

Hiring at 66degrees

66degrees has 15 open roles right now, 1 of them remote. Most are in Engineering, Sales & Business Development and People & Recruiting. See all its roles

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