Comprehensive Benefits Package Jobs in Chicago, Illinois

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

Partner Solutions Architect, AI/ML, GTM, Google Cloud

Company: Google

Location: Chicago, IL

Posted Aug 12, 2025

Bachelor’s degree in Computer Science, Data Science, or a related engineering field, or equivalent practical experience in the industry.

AI Data Engineer

Company: Crowe LLP

Location: Chicago, IL

Posted Aug 12, 2025

Design, develop, and maintain robust data pipelines and ETL processes that enable the seamless integration, cleansing, harmonization, and transformation of data…

CDL A Owner Operator-Midwest Runs Only

Company: ICD Freight Inc

Location: Illinois

Posted Aug 11, 2025

Transparent payments - know the amount before you start driving. 72% of the load or a mileage pay program of $1.40 per mile. Pre-Pass for Tolls & Scales.

Prep Chef | Ghost Donkey | River North

Company: Flagship Restaurant Group

Location: Chicago, IL

Posted Aug 12, 2025

Maintain a clean and organized prep area, ensuring all tools and equipment are sanitized and in good working order.

( E LPT ) Regular Teacher

Company: Chicago Public Schools

Location: Chicago, IL

Posted Aug 12, 2025

ESSENTIAL FUNCTIONS: Responsible for instructional planning, including, but not limited to, providing written lesson plans and preparation in accordance with…

RSSR - Language Desk - Dutch (Chicago or Houston))

Company: United Airlines

Location: Chicago, IL

Posted Aug 12, 2025

Handle incoming phone calls that include booking itineraries and answering inquiries from customers; resolve complex customer issues.

AI Security Engineer

Company: Crowe LLP

Location: Chicago, IL

Posted Aug 12, 2025

Excellent communication skills, with the ability to clearly articulate complex security topics to both technical and non-technical audiences.

Construction Worker

Company: Chicago R Builders

Location: Chicago, IL

Posted Aug 12, 2025

The ideal candidate will assist in various construction projects, ensuring tasks are completed efficiently and safely.

Access Program Analyst

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 12, 2025

We consider this on a case-by-case basis and follow all state and federal guidelines. We offer a wide range of benefits that provide employees with tools and…

Cap Security- Spencer Technology Academy

Company: Youth Guidance

Location: Chicago, IL

Posted Aug 12, 2025

Field telephone calls as needed. Log visitors and permit entry. We strive to celebrate the unique qualities of youth and recognize them as empowered leaders,…

Fine Arts Teacher

Company: Sherman Elementary School

Location: Chicago, IL

Posted Aug 12, 2025

Responsible for instructional planning, including, but not limited to, providing written lesson plans and preparation in accordance with the objectives of the…

Frequently Asked Questions

What are the typical salary ranges by seniority for Comprehensive Benefits Package roles?
Entry‑level Benefits Analyst: $55,000–$70,000; Mid‑level Analyst/Manager: $70,000–$95,000; Senior Manager/Director: $95,000–$130,000; VP of Compensation & Benefits: $130,000–$170,000. Salaries shift 10–15% higher in major metros like San Francisco or New York and can dip 5–10% in smaller markets.
Which skills and certifications are most valuable for a career in Comprehensive Benefits Package?
Hands‑on expertise in Workday, SAP SuccessFactors, Gusto, or Zenefits; proficiency in Excel, SQL, and data‑visualization tools (Tableau, Power BI); deep knowledge of ACA, HIPAA, and ERISA regulations; and certifications such as CEBS (Certified Employee Benefits Specialist), CBP (Certified Benefits Professional), or SHRM‑CP/SCP. Demonstrating success in vendor negotiation and benefits analytics projects boosts employability.
Is remote work commonly available in Comprehensive Benefits Package positions?
Yes. 70–80% of Benefits Analyst and Manager roles offer fully remote or hybrid options, supported by cloud portals (e.g., Gusto Benefits Portal), video conferencing (Zoom, Teams), and collaboration platforms (Slack, SharePoint). Companies often set clear remote‑policy guidelines and require 2–3 in‑office days per month for onboarding or vendor meetings.
What does a typical career progression look like in this field?
Benefits Analyst → Senior Analyst → Benefits Manager → Senior Manager → Director of Compensation & Benefits → VP of Compensation & Benefits. Each step adds responsibilities for strategic planning, cross‑functional leadership, and executive reporting. Gaining a CEBS certification and leading a major benefits redesign project accelerates promotion.
What are the current industry trends shaping Comprehensive Benefits Package roles?
1) AI‑driven benefits analytics for predictive cost modeling; 2) Expansion of mental‑health and wellness programs (e.g., Calm, Headspace, Virgin Pulse); 3) Shift to flexible benefit baskets allowing employees to choose coverage; 4) Heightened focus on data privacy and GDPR/CCPA compliance; 5) Seamless integration of benefits modules within HRIS and payroll systems to reduce manual work.

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