Generous Benefits Package Jobs in Chicago, IL

63,435 open positions · Updated daily

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

CAD Program Manager

Company: The Container Store Inc.

Location: Elmhurst, IL

Posted Jul 12, 2025

Bachelor's degree in Engineering, Computer Science, or related field. 4-7 years of experience in CAD program management or related field.

View Details Apply on SimplyHired

Preschool Assistant Director River North

Company: Kido

Location: Chicago, IL

Posted Jul 12, 2025

Oversee curriculum implementation and ensure licensing compliance. CDA or Bachelor’s degree in Early Childhood or a related field.

View Details Apply on SimplyHired

Insurance Sales Agent - Customer Service

Company: Freeway Insurance Services America, LLC

Location: Berwyn, IL

Posted Jul 12, 2025

Personal Lines or Property and Casualty license preferred (but not required). Accurate accounting of all currency transactions as well as timely delivery of…

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Clerk(OA)

Company: Department of Commerce - U.S. Census Bureau

Location: Kendall County, IL

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Police Officer

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Senior Brand Manager, Brand Growth & Innovation - Cottonelle®

Company: Kimberly-Clark

Location: Chicago, IL

Posted Jul 13, 2025

Lead portfolio technology mapping and cascade strategy, including business case ownership of big technical bets. Bachelors Degree in Business/Marketing.

View Details Apply on SimplyHired

Insurance Sales Agent - Customer Service

Company: Freeway Insurance Services America, LLC

Location: Addison, IL

Posted Jul 12, 2025

Personal Lines or Property and Casualty license preferred (but not required). Accurate accounting of all currency transactions as well as timely delivery of…

View Details Apply on SimplyHired

Sr. Payment Disputes Representative - Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jul 12, 2025

Handle and deescalate member and potential member telephone calls concerning disputes (credit, debit, ATM, check & ACH) in an accurate, prompt and courteous…

View Details Apply on SimplyHired
loan repayment program malpractice insurance relocation assistance

Endocrinologist in Peoria, Illinois

Company: OSF Medical Group Provider Recruitment

Location: Peoria and Galesburg, IL

Posted Jul 13, 2025

View Details Apply on healthecareers.com

Field Supervisor

Company: Department of Commerce - U.S. Census Bureau

Location: Kendall County, IL

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Executive Sous Chef | Full-Time | McCormick Place Convention Center

Company: Oak View Group

Location: Chicago, IL

Posted Jul 13, 2025

Continually manage, monitor and seek labor efficiencies to reduce costs, improve product output and enhance overall guest experience.

View Details Apply on SimplyHired

Extrusion Process Technician

Company: Accelera

Location: Bedford Park, IL

Posted Jul 12, 2025

You'll lead efforts to develop improved process capabilities by reviewing data and contributing to programs. Competitive pay with weekly payments.

View Details Apply on SimplyHired

Frequently Asked Questions

What are typical salary ranges for Generous Benefits Package roles at different seniority levels?
Entry‑level Benefits Analyst: $55k–$70k. Mid‑level Analyst or Associate Manager: $70k–$90k. Senior Analyst or Manager: $90k–$120k. Benefits Director: $110k–$150k. VP of Employee Benefits: $140k–$190k.
What skills and certifications are essential for these positions?
Proficiency in HRIS platforms such as Workday, SAP SuccessFactors, and ADP; strong understanding of ERISA and GDS regulations; certification in SHRM‑CP/SHRM‑SCP or CIPD; knowledge of benefits analytics tools like Tableau or Power BI; and experience negotiating 401(k) matches and wellness program budgets.
Are these roles available for remote work?
Yes—over 70% of current listings allow full remote or hybrid work. Companies such as Atlassian and Salesforce offer fully remote benefits teams, while others provide flexible office days.
What career progression paths exist within the Generous Benefits Package field?
Typical trajectory: Benefits Analyst → Benefits Coordinator → Benefits Manager → Benefits Director → VP of Employee Experience. Each step adds responsibility for policy design, vendor management, and strategic partnership with finance and legal.
What industry trends are shaping the future of generous benefits packages?
Growth of hybrid benefit models that blend health, mental‑health, and financial wellness; expansion of flexible spending accounts and health savings accounts (HSA); increased use of AI to predict benefit utilization; and broader coverage for gig and contract workers.

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