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 Truck Driver Owner Operators w/ Sleeper Cab / All Diesel Covered/ Midwest Run

Company: SLS Transportation

Location: Chicago, IL

Posted Aug 18, 2025

Over 30 years of experience in servicing Confectionery, Pharmaceutical, Nutraceutical, Food, and Grocery Industries. Our Drivers are guaranteed stability all…

Client Service Associate

Company: Zimmerman Wealth Management, LLC

Location: Evanston, IL

Posted Aug 18, 2025

Full time, Part Time and Hybrid Office/Remote arrangements are available. Our personalized service and commitment to the highest professional standards and…

Building Attendant I

Company: Field Museum

Location: Chicago, IL

Posted Aug 18, 2025

Ability and experience using various tools, products, and equipment. Professional demeanor and appearance with a willingness to assist visitors and staff when…

Principal Software Developer

Company: DM Merchandising

Location: Elmhurst, IL

Posted Aug 18, 2025

Familiarity with web development technologies such as HTML, CSS, JavaScript, RESTful API design, and front-end frameworks. JS, Nuxt and Tailwind CSS or similar.

Temporary Online Program Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 18, 2025

Coordinate and support all technical aspects of live Zoom sessions including scheduling, facilitation, breakout room management, and troubleshooting.

Senior COE Specialist II - Internal Escalations

Company: Uber

Location: Chicago, IL

Posted Aug 18, 2025

COEs are contact management centers dedicated to providing world-class customer support to Uber customers (riders, drivers, couriers, eaters, restaurants, etc.)…

Director of Marketing & Events

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 18, 2025

Experience developing and implementing integrated marketing strategies, including digital, print, and social media components.

Plan-to-Fulfill Reporting & Analytics Analyst

Company: Mars

Location: Chicago, IL

Posted Aug 18, 2025

Partner with technical teams to align data model objects with appropriate technical objects in SAP. Bachelor's degree in a relevant business function or…

Maintenance/ Helper C Janitor

Company: One Magnificent Mile Condominium Association

Location: Chicago, IL

Posted Aug 18, 2025

The hourly pay rate increases to full union scale upon completion of the Local 1 Training Program.*. The Helper C will monitor, clean and maintain the building,…

Lead Associate Principal, Network Engineering

Company: Options Clearing Corporation

Location: Chicago, IL

Posted Aug 18, 2025

This role is responsible for supporting, administrating and overseeing network support, design and analysis of new and existing architectures, routing/switching…

Sales Associate

Company: M/I Homes

Location: Chicago, IL

Posted Aug 18, 2025

If currently not a licensed Real Estate Sales professional, SA will be required to take the necessary state courses needed to earn their Real Estate Sales…

IT Programmer

Company: WITRON Integrated Logistics, Inc

Location: Arlington Heights, IL

Posted Aug 18, 2025

Communication with clients in respected field and independent decision-making based on knowledge level. Demonstrated ability to communicate effectively with…

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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