Comprehensive Benefits Jobs in Chicago, IL

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

CDL A Regional Midwest Truck Driver

Company: Corkery Transport Inc.

Location: Chicago, IL

Posted Aug 08, 2025

12 months of verifiable CDL A tractor trailer experience within the last 3 years. 12 months of verifiable CDL A tractor trailer experience within the last 3…

Project Manager -Mechanical Contracting

Company: Demco, Inc

Location: Melrose Park, IL

Posted Aug 08, 2025

Solid understanding of mechanical contracting, commercial HVAC, and/or sheet metal work. We are seeking a detail-oriented and driven professional with a *strong…

Executive Sous Chef

Company: Bub City

Location: Chicago, IL

Posted Aug 09, 2025

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

Security Officer- Security

Company: Trump International Hotel and Tower Chicago

Location: Chicago, IL

Posted Aug 09, 2025

5% Answer security telephone and safety hotline calls and respond in a timely manner based on priority. Handle undesired conduct, violations of hotel policy and…

Certified Elementary and Secondary Teacher

Company: Huntington Learning Center

Location: Chicago, IL

Posted Aug 08, 2025

_In order to ensure that our students have a successful educational experience, our tutors are required to go through intensive initial and ongoing training in…

Regional Marketing Manager

Company: Polsinelli PC

Location: Chicago, IL

Posted Aug 08, 2025

Experience managing budgets and driving cost-effective strategies. The successful candidate will work with the Senior Regional Marketing Manager and on the…

OFSAA Finance Data Analyst Sr

Company: Huntington Bank

Location: Chicago, IL

Posted Aug 09, 2025

The Senior Financial Analyst will examine data and variances, build out and enhance data management processes, develop KPI metrics and provide analysis that is…

Software Engineer - Entry Level 2026

Company: Belvedere Trading

Location: Chicago, IL

Posted Aug 09, 2025

Communicate with project managers and team leadership to develop work strategies. For our trading positions and certain engineering roles, the SIE and Series 57…

Program Manager II, Compliance, Global Affairs

Company: Google

Location: Chicago, IL

Posted Aug 08, 2025

As a Program Manager at Google, you’ll lead complex, multi-disciplinary projects from start to finish — working with stakeholders to plan requirements, manage…

Litigation Graphics Consultant

Company: Contact Government Services, LLC

Location: Chicago, IL

Posted Aug 09, 2025

Provide realistic estimates of the time required to develop specific graphics requests. Consult with client experts and third-party witnesses to develop/refine…

Carpenter / Home Improvement Specialist

Company: Mr. Handyman

Location: Chicago Ridge, IL

Posted Aug 09, 2025

Own your own professional grade tools for a large variety of jobs. The pay range for this position is $32 to $36+/hr and is dependent on your experience as a…

Sales Associate

Company: Finray.Solar

Location: Chicago, IL

Posted Aug 08, 2025

Valid driver's license and a reliable vehicle a plus. There is no installation, no long term contracts or any fees, no credit checks - just guaranteed savings…

Frequently Asked Questions

What are the typical salary ranges for Comprehensive Benefits roles at different seniority levels?
Entry‑level Benefit Analyst: $55k–$75k; Mid‑level Analyst or Consultant: $75k–$95k; Senior Analyst or Manager: $95k–$130k; Director of Benefits: $130k–$170k; VP of Compensation & Benefits: $170k–$220k.
What skills and certifications are required for a career in Comprehensive Benefits?
Core skills: HRIS mastery (Workday, SAP SuccessFactors, Oracle HCM), SQL and Tableau for data analysis, vendor scorecard creation, compliance with ERISA, ACA, COBRA, and HIPAA. Certifications that add value: SHRM‑SCP, HRCI CRA, Certified Benefits Professional (CBP), Certified Employee Benefit Specialist (CEBS), and Gusto’s GDS credential.
Is remote work available for Comprehensive Benefits positions?
Yes. Tech firms such as Atlassian, GitHub, and Buffer offer fully remote and hybrid benefit teams. Remote roles require strong digital collaboration, familiarity with virtual HRIS environments, and self‑management of vendor relationships.
What career progression paths exist within Comprehensive Benefits?
Typical progression: Benefit Analyst → Lead Analyst → Benefit Manager → Benefits Director → Vice President of Compensation & Benefits. Each step adds responsibility for strategy, budgeting, cross‑functional leadership, and executive reporting.
What industry trends are shaping the future of Comprehensive Benefits?
Key trends include AI‑driven benefit personalization, expanded mental‑health and wellness programs, ESG‑aligned benefit packages, integration of health data analytics, and blockchain solutions for claims processing. Hybrid‑work models also drive new transportation and flexible‑time benefits.

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