Competitive Benefits Jobs in Chicago, IL

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Looking for Competitive Benefits jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Competitive 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,…

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.

RN Case Manager

Company: Moments Hospice

Location: Chicago, IL

Posted Jul 16, 2025

Licensed as a Registered Nurse / RN in the state you work in. 401(k) with company matching. As an RN Case Manager, you will play a critical role in making our…

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…

Sales Associate-Restaurant Equipment

Company: Auto-Chlor System

Location: Chicago, IL

Posted Jul 16, 2025

Build relationships: Be in the field daily, growing accounts and solving real problems for real customers. Own your territory: Prospect new clients, meet with…

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.

Machine Operator-Liquid Filling 1st shift

Company: Rich Products Corporation

Location: Niles, IL

Posted Jul 15, 2025

In accordance with state law, the rate or range provided is Rich Products Corporation, its subsidiaries and affiliates ("Rich's"), reasonable estimate of the…

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 typical salary ranges for Competitive Benefits positions by seniority?
Entry‑level Benefits Analyst: $55k–$70k; Mid‑level Analyst or Manager: $70k–$90k; Senior Analyst/Benefits Manager: $90k–$120k; Director of Benefits: $120k–$160k; VP of Total Rewards: $160k–$220k. These figures are based on 2024 Glassdoor data and internal benchmarks from large tech firms.
What skills and certifications are required for a career in Competitive Benefits?
Core skills: benefits strategy, actuarial modeling, vendor negotiations, compliance with ACA/COBRA/HIPAA, data analysis (Excel, SQL, Tableau), and HRIS proficiency (BambooHR, Workday, ADP). Certifications: Certified Employee Benefit Specialist (CEBS), Compensation & Benefits Professional (C&BPS), Certified Compensation Professional (CCP), and HRIS certifications from SAP SuccessFactors or Workday.
Is remote work possible in Competitive Benefits roles?
Yes—most companies support hybrid or fully remote arrangements. Cloud‑based benefits portals, Slack, Microsoft Teams, and Zoom enable real‑time collaboration. Firms like Deloitte, Accenture, and tech startups routinely offer flexible options.
What career progression paths exist within Competitive Benefits?
Typical progression: Analyst → Manager → Director → VP of Total Rewards. Lateral moves can lead to HRIS leadership, data science in benefits analytics, or consulting. Experienced professionals may launch boutique benefits‑consulting firms or partner with HR tech vendors.
What industry trends are shaping Competitive Benefits today?
Key trends: AI‑driven benefits personalization; real‑time wellness dashboards; expansion of gig‑worker coverage; regulatory updates from the Omnibus Act; and heightened data‑privacy compliance. Tools like Workday Adaptive Insights, SAP SuccessFactors, and Gainsight are increasingly integrated to support these innovations.

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