Generous Benefits Package Jobs in Chicago, IL

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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.

Housekeeping Attendant

Company: East Bank Club

Location: Chicago, IL

Posted Aug 14, 2025

The Locker Room Housekeeping Attendant will help foster the culture of East Bank Club by maintaining a clean, organized, and fully stocked locker room while…

Machine Operator I (7:00am to 3:30pm) MBAF

Company: G&W Electric Co

Location: Blue Island, IL

Posted Aug 14, 2025

Air-conditioned/heated state-of-the-art manufacturing facility. Set up and operate machinery using hand tools as necessary. Short and Long-Term Disability.

Project Manager

Company: Ryan Specialty

Location: Chicago, IL

Posted Aug 14, 2025

Identifies potential risks and develops mitigation strategies monitoring and managing risks throughout the project lifecycle.

Staff Accountant

Company: Dhaliwal Labs

Location: Bedford Park, IL

Posted Aug 14, 2025

Ideally, the candidate will be qualified to a bachelor’s degree level. Conduct financial analysis to identify trends, variances, and opportunities for…

Software Engineer

Company: Echo Global Logistics

Location: Chicago, IL

Posted Aug 14, 2025

Contributes to technical design including high-level conceptual diagram, ERD, service contracts using C# and SQL based technologies (open to other languages) in…

Supervisor Temp Services Care Agent

Company: Lakeshore Recycling Systems LLC

Location: Rosemont, IL

Posted Aug 14, 2025

Monitors or reviews calls or other correspondence between representatives and customers and ensures that representatives are informed about changes to company…

Promotional Products Subject Matter Expert

Company: Main St.

Location: Chicago, IL

Posted Aug 14, 2025

Main Street delivers impactful brand stories through design, displays, promotional, print, packaging, and fulfillment. Ability to travel 20% of the time.

Licensed Special Education Teacher (SPED)

Company: Healthpro Heritage, LLC

Location: Cicero, IL

Posted Aug 14, 2025

Must hold a current license to practice in the state of ?state. Conduct initial screenings as well as comprehensive evaluations Participate in the IEP process…

EXECUTIVE SOUS CHEF

Company: Culinaire

Location: Chicago, IL

Posted Aug 14, 2025

Recognized as the technical expert, teacher and trainer for this operation and the culinary team. Current and cutting edge on new products, presentations, and…

CDL A Flatbed Truck Driver - Home Weekly

Company: AWL Transport Inc. dba TLX

Location: Chicago, IL

Posted Aug 14, 2025

2 Years Verifiable Driving Experience w/ Steel coil & heavy haul experience. Must be 22 Years of Age. OUR FLATBED TRUCK DRIVERS EARN UP TO $80,000 PER YEAR –…

Police Officer (Active or Retired)

Company: ACCEL ENTERTAINMENT

Location: Wheeling, IL

Posted Aug 14, 2025

Valid driver’s license; clean driving record. The primary duties of this position include, but are not limited to, providing safety and security to employees…

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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