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.

Independent Sales Associate

Company: United Roofing & General Contractors

Location: Chicago, IL

Posted Jul 15, 2025

Generate and manage leads through field prospecting, referrals, and company-provided sources. Are you ready to take control of your income, grow your career,…

Mid-Level Software Developer / Hybrid / Skokie

Company: Motion Recruitment

Location: Chicago, IL

Posted Jul 15, 2025

Bachelor’s degree in computer science (or related field). Sufficient experience as a software engineer (6-8 years). 3+ Years with Angular/TypeScript.

Sales Assistant - Large Retail Customers

Company: MACVAD USA

Location: Lincolnwood, IL

Posted Jul 15, 2025

A full driver’s license is required. Data entry, file management and reporting as required. Full-time, permanent role with a global company.

Part Time Sales Associate

Company: Paw Naturals

Location: Chicago, IL

Posted Jul 15, 2025

*Provide guests with an exceptional experience.*. Describe any pet experience you have had, whether owning dogs or cats or experience in the pet industry.

RN (Registered Nurse) Pediatric Private duty

Company: Kingsway Home Health

Location: Chicago, IL

Posted Jul 15, 2025

Requirements\*\*minimum of 1-year experience as LPN/RN\*\*\*\* must be licensed in the state of Illinois\*\*\*\*CPR card, Driver’s license, S.

Sales Associate

Company: Levy Sector

Location: Chicago, IL

Posted Jul 15, 2025

Associates may also be eligible for paid and/or unpaid time off benefits in accordance with applicable federal, state, and local laws.

Marketplace Digital Marketing Manager

Company: State of Illinois

Location: Chicago, IL

Posted Jul 15, 2025

The Department of Insurance (DOI) regulates the insurance market in the State of Illinois including, but not limited to, licensing and educating insurance…

Registered Nurse (RN) - Hospice

Company: Suncrest Hospice

Location: Oak Park, IL

Posted Jul 15, 2025

Must be willing to drive with reliable transportation, valid driver’s license, and auto insurance, to be able to travel across the service area.

HVAC Refrigeration Service Technician

Company: Nextech

Location: Chicago, IL

Posted Jul 15, 2025

EPA certification and a valid driver’s license. Diagnose and repair HVAC/R systems, including electrical, mechanical, and electronic components.

Customer Experience Representative - ICS

Company: J.B. Hunt

Location: Chicago, IL

Posted Jul 15, 2025

This position will exemplify a customer-centric spirit to develop and maintain excellent customer relationships as well as maximize business potential.

Sr Analyst, Incident Response

Company: PayPal

Location: Chicago, IL

Posted Jul 16, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Driver - Home Daily

Company: Roehl Transport, Inc.

Location: Chicago, IL

Posted Jul 15, 2025

As a dry van truck driver in this driving job, you'll haul freight within a 250-mile radius of our Chicago area terminal.

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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