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.

Security Agent

Company: SOS Enterprises LLC

Location: Chicago, IL

Posted Aug 11, 2025

All agents must be able to obtain licensing through the Illinois Department of Financial and Professional Regulation, are required to score a minimum of 95%…

Security Officer (Pt)

Company: City Colleges of Chicago

Location: Chicago, IL

Posted Aug 11, 2025

Must have a valid driver’s license, current CPR and/or first aid certification, and hazardous material training. Ability to lift and carry up to 50 pounds.

Construction Management, Project Manager -- Superintendent, Chicago

Company: Bushman Construction Management

Location: Chicago, IL

Posted Aug 10, 2025

0-5+years field experience in commercial construction. Chicago, IL 60630is a general contractor providing complete commercial construction and construction…

CDL-A Truck Driver - Temp-Controlled Freight - up to $1,650/week

Company: Roehl Transport

Location: Chicago, IL

Posted Aug 11, 2025

Class A drivers with at least four (4) months of recent driving experience. Top 50% of drivers average $1,365/week. *Home weekly* – typically for 48 hours.

Patient Care Contact Center Representative

Company: ACCESS Community Health Network

Location: Chicago, IL

Posted Aug 10, 2025

If personal vehicle is employed, a current driver’s license and proof of insurance is required. Return patient calls/messages and provide additional information…

School Security Agent

Company: SOS Enterprises LLC

Location: Chicago, IL

Posted Aug 11, 2025

Ensure the safety of staff and student. Ability to operate surveillance equipment. Report on daily activities and any security incidents.

CDL A Dry Van Truck Driver: Home Weekly

Company: Roehl Transport

Location: Chicago, IL

Posted Aug 11, 2025

Class A drivers with at least four (4) months of recent driving experience. Top 50% of drivers average $1,330/week. *Home weekly* – typically for 48 hours.

Master Plumber

Company: Leaf Home

Location: Chicago, IL

Posted Aug 10, 2025

Train, coach and develop installation employees and contractors both in the office and in the field. Must hold a valid driver's license.

Program Manager, Data Centers

Company: JLL

Location: Chicago, IL

Posted Aug 11, 2025

Working collaboratively with various stakeholders, you'll ensure successful program execution while proactively addressing risks and driving operational…

Strategy and Operations Associate, Retail, Product, Go-To-Market

Company: Google

Location: Chicago, IL

Posted Aug 11, 2025

Collaborate cross-functionally across business areas and regions to drive insights and recommendations to leadership and working teams, based on analysis,…

Midmarket Software Sales - Founding Team Member for AI Startup

Company: Nestbox AI

Location: Chicago, IL

Posted Aug 10, 2025

*Founder-Level Impact:* You’ll be the first sales hire, working directly with our technical founders to shape GTM strategy, refine our offering for midmarket…

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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