Great Benefits Jobs in Chicago, IL

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Looking for Great Benefits jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Great Benefits position in the Chicago, IL area.

Lead Preschool Teacher

Company: St. Thomas The Apostle School

Location: Chicago, IL

Posted Apr 28, 2025

The ideal candidate will have a strong background in Active Playful Learning, 21st Century learning and a student centered philosophy.

Sous Chef

Company: The Oakville Grill & Cellar

Location: Chicago, IL

Posted Apr 29, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

Data Control Officer | Security (Access Control)

Company: Sitemetric

Location: Elk Grove Village, IL

Posted Apr 28, 2025

Sitemetric provides construction owners, general contractors, subcontractors, and workers data, hardware, software, and tech-enabled services in combinations…

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Apr 28, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

Frequently Asked Questions

What are typical salary ranges by seniority in Great Benefits roles?
Entry‑level Benefits Analyst: $55k–$70k. Mid‑level Benefits Specialist: $70k–$90k. Senior Benefits Manager: $90k–$120k. Director of Benefits: $120k–$160k, depending on company size and region.
What skills and certifications are required for Great Benefits positions?
Core skills: proficiency in HCM systems like Workday, SAP SuccessFactors, or ADP; data analysis with Excel or Tableau; knowledge of ACA, COBRA, HIPAA; strong negotiation skills. Certifications: Certified Employee Benefits Advisor (CEBA), Certified Benefit Professional (CBP), SHRM‑CP or SHRM‑SCP, and specialization in benefits technology (e.g., Zenefits or Benefitfocus).
Is remote work available for Great Benefits roles?
Over 70% of Great Benefits roles support remote or hybrid arrangements. Companies such as Gusto, Benefitfocus, and Mercer offer fully remote positions, while larger firms may require occasional on‑site presence for carrier meetings.
What are common career progression paths in Great Benefits?
Typical path: Benefits Analyst → Benefits Specialist → Benefits Manager → Director of Benefits → VP of People & Benefits. Advancement often requires demonstrating carrier negotiation success, data‑driven program design, and leadership of cross‑functional initiatives.
What industry trends are shaping Great Benefits today?
Current trends include AI‑driven benefits analytics, increased focus on mental‑health and behavioral wellness, expansion of gig‑economy benefits packages, compliance with evolving data‑privacy laws, and integration of benefits platforms into unified HCM solutions.

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