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.

Sr Analyst, Strategic Sourcing

Company: PayPal

Location: Chicago, IL

Posted Aug 19, 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…

View Details Apply on SimplyHired

CDL A Truck Driver Owner Operators w/ Sleeper Cab / All Diesel Covered/ Midwest Run

Company: SLS Transportation

Location: Chicago, IL

Posted Aug 18, 2025

Over 30 years of experience in servicing Confectionery, Pharmaceutical, Nutraceutical, Food, and Grocery Industries. Our Drivers are guaranteed stability all…

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Building Attendant I

Company: Field Museum

Location: Chicago, IL

Posted Aug 18, 2025

Ability and experience using various tools, products, and equipment. Professional demeanor and appearance with a willingness to assist visitors and staff when…

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Marketing Operations Analyst

Company: Culture Amp

Location: Chicago, IL

Posted Aug 18, 2025

Troubleshoot sync issues, configure API connections, manage field mapping, and collaborate with cross-functional teams to ensure tools work together effectively…

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Temporary Online Program Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 18, 2025

Coordinate and support all technical aspects of live Zoom sessions including scheduling, facilitation, breakout room management, and troubleshooting.

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Senior COE Specialist II - Internal Escalations

Company: Uber

Location: Chicago, IL

Posted Aug 18, 2025

COEs are contact management centers dedicated to providing world-class customer support to Uber customers (riders, drivers, couriers, eaters, restaurants, etc.)…

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Director of Marketing & Events

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 18, 2025

Experience developing and implementing integrated marketing strategies, including digital, print, and social media components.

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Plan-to-Fulfill Reporting & Analytics Analyst

Company: Mars

Location: Chicago, IL

Posted Aug 18, 2025

Partner with technical teams to align data model objects with appropriate technical objects in SAP. Bachelor's degree in a relevant business function or…

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Maintenance/ Helper C Janitor

Company: One Magnificent Mile Condominium Association

Location: Chicago, IL

Posted Aug 18, 2025

The hourly pay rate increases to full union scale upon completion of the Local 1 Training Program.*. The Helper C will monitor, clean and maintain the building,…

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Lead Associate Principal, Network Engineering

Company: Options Clearing Corporation

Location: Chicago, IL

Posted Aug 18, 2025

This role is responsible for supporting, administrating and overseeing network support, design and analysis of new and existing architectures, routing/switching…

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401(k) dental insurance disability insurance

Clinical Nurse Manager - Day Surgery Center

Company: Endeavor Health

Location: Arlington Heights, Illinois

Posted Aug 18, 2025

View Details Apply on healthecareers.com

Sales Associate

Company: M/I Homes

Location: Chicago, IL

Posted Aug 18, 2025

If currently not a licensed Real Estate Sales professional, SA will be required to take the necessary state courses needed to earn their Real Estate Sales…

View Details Apply on SimplyHired

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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