Best-In-Class Benefits Jobs in Chicago, IL

83,712 open positions · Updated daily

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

travel 401(k)

Travel Nurse RN - OR - Operating Room - $1,468 per week

Company: AHS Staffing

Location: Chicago, Illinois

Posted Apr 20, 2025

View Details Apply on healthecareers.com
contract travel 401(k)

Travel Nurse RN - PCU - Progressive Care Unit - $2,218 per week

Company: GHR Healthcare

Location: East Chicago, Indiana

Posted Apr 20, 2025

View Details Apply on healthecareers.com

Special Education Teacher (SPED) - High School - Full Time

Company: Invo Healthcare - Family of Companies

Location: Chicago, IL

Posted Apr 18, 2025

Hold a bachelor’s degree. This position may appeal to you if you have previously worked as a registered behavior technician, preschool employee, daycare worker…

View Details Apply on SimplyHired

Sales and Marketing Representative

Company: SERVPRO

Location: Broadview, IL

Posted Apr 18, 2025

In this role you will be meeting with potential customers to help develop our customer base and exceed sales goals via route selling, continuing education…

View Details Apply on SimplyHired

Data Analyst - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 18, 2025

You can work on your own schedule. You will measure the progress of these AI chatbots, evaluate their logic, and solve problems to improve the quality of each…

View Details Apply on SimplyHired

Database Developer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 18, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

View Details Apply on SimplyHired

Web Engineer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 17, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

View Details Apply on SimplyHired

Full Stack Developer- AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 18, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

View Details Apply on SimplyHired
staffing agency contract travel

Travel Interventional Radiology Technologist - $2,735 per week

Company: MedPro Healthcare Allied Staffing

Location: Chicago, Illinois

Posted Apr 20, 2025

View Details Apply on healthecareers.com

Tax Services Manager - FSO - GCR/Insurance EDGE

Company: EY

Location: Chicago, IL

Posted Apr 18, 2025

Direct experience in state and local taxation (e.g., state return compliance, state income tax accounting, state apportionment fundamentals).

View Details Apply on SimplyHired

Power BI Developer

Company: Velvetech

Location: Chicago, IL

Posted Apr 18, 2025

Design, develop and support data analytics using Power BI service, self-service models, and visualization tools. Experience with differen large language models.

View Details Apply on SimplyHired

Senior Data Engineer / Analytic Engineer

Company: Velvetech

Location: Chicago, IL

Posted Apr 18, 2025

As a Senior Data Engineer / Analytic Engineer (Microsoft Fabric), you will lead the design, implementation, and optimization of data engineering pipelines and…

View Details Apply on SimplyHired

Frequently Asked Questions

What are the typical salary ranges for Best‑In‑Class Benefits roles by seniority?
Entry‑level Benefits Coordinators earn roughly $70k‑$90k annually. Mid‑level Benefits Analysts command $90k‑$120k. Benefits Managers typically earn $120k‑$160k. Directors of Benefits can expect $160k‑$210k, while VPs of Benefits or Head of Benefits often see $210k‑$270k plus bonuses.
What skills and certifications are required for Best‑In‑Class Benefits positions?
Core skills include benefits administration, HRIS proficiency (Workday, SAP SuccessFactors, Gusto), data analytics (SQL, Power BI, Tableau), vendor negotiation, and compliance knowledge (ERISA, HIPAA). Certifications such as CEBS, SHRM‑CP/SHRM‑SCP, HR Analytics Professional (HRAP), and platform‑specific credentials (Workday HCM Analyst, SAP HCM Certification) are highly valued.
Is remote work available for Best‑In‑Class Benefits roles?
Yes, most benefits positions can be fully remote or hybrid. Companies often require occasional on‑site meetings for vendor onboarding or employee town halls, but data‑driven benefits work is largely location‑agnostic.
What career progression paths exist within Best‑In‑Class Benefits?
A typical ladder starts with Benefits Coordinator → Benefits Analyst → Benefits Manager → Director of Benefits → VP of Benefits or Head of Benefits. Advancement often involves expanding from plan design to strategic partnership, leading cross‑functional teams, and influencing corporate HR policy.
What industry trends are shaping Best‑In‑Class Benefits today?
Digital benefits platforms are replacing paper plans; AI is used to personalize benefit recommendations; wellness and mental‑health programs are expanding; remote‑first benefit strategies are being implemented; global compliance with data privacy (GDPR, CCPA) is tightening; and ESG metrics are increasingly linked to benefit offerings.

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