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.

C# Engineer

Company: BlackRock Investments

Location: Chicago, IL

Posted Aug 06, 2025

Participate in cross-functional feature requirements gathering, design, and implementation. You will collaborate with experienced engineers to develop and…

CDL-A Truck Driver - 1099 - Up to $5,000 / week

Company: P&S

Location: Chicago, IL

Posted Aug 06, 2025

Truck payment: $500/week to $650/week depending on truck. No credit check, $0 down. Balloon payment at end of term. Earn 70% of line haul.

Global Practice Architect, Infrastructure III, Google Cloud

Company: Google

Location: Chicago, IL

Posted Aug 06, 2025

You will orchestrate across numerous contributing teams including solutions, services, partners, product engineering, marketing, and GTM stakeholder…

Senior Manager, Software Engineering, Back End (Java, Node, AWS)

Company: Capital One

Location: Chicago, IL

Posted Aug 06, 2025

That includes everything from credit assessment and terms decisioning, to invoicing and payment processing, to servicing, collections and cash application.

CDL-A Truck Driver: Company or 1099

Company: P&S

Location: Chicago, IL

Posted Aug 06, 2025

Truck payment: $500/week to $650/week depending on truck. *Top drivers earn up to $90,000 per year*. No credit check, $0 down. Balloon payment at end of term.

Python Developer

Company: BlackRock Investments

Location: Chicago, IL

Posted Aug 06, 2025

Participate in cross-functional feature requirements gathering, design, and implementation. You will collaborate with experienced engineers to develop and…

Senior Security Governance, Risk & Compliance (GRC) Analyst

Company: Boeing

Location: Chicago, IL

Posted Aug 06, 2025

This role focuses on configuration, administration, and ongoing support to ensure effective cybersecurity risk visibility and reporting striving for highest…

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Aug 06, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Dump Truck Driver

Company: Hana Transport Inc.

Location: Chicago, IL

Posted Aug 06, 2025

Valid commercial driver's license (CDL A) with, 3+ years experience in dump/must have a clean CDL License with no more than 2 tickets in the past 3-years.

Tool Room Machinist 1st shift)

Company: Klein Tools

Location: Elk Grove Village, IL

Posted Aug 06, 2025

Fits and assembles parts into complete assembly, using jigs, fixtures, surface plates, surface table, hand tools and power tools. Ability to weld is a plus.

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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