Flexible Spending Account Jobs in Chicago, IL

Positions 35,801 Updated daily

Looking for Flexible Spending Account jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Spending Account position in the Chicago, IL area.

Local CDL A Driver Night Shift

Company: Central Transport

Location: Chicago Ridge, IL

Posted Oct 03, 2025

This position is a combination of driving with some forklift operation. Experience: 6 Months of recent tractor-trailer experience.

Graphic Designer

Company: Sherwin-Williams

Location: Chicago, IL

Posted Oct 03, 2025

Graphic design for a wide range of communications, from print to web. Proactively investigate complications and seek solutions to design challenges, while…

Special Education Teacher

Company: Britten School

Location: Westchester, IL

Posted Oct 03, 2025

Prepare for and provide a professional presentation in a comprehensive manner as required for staffing and any faculty meeting forum; develop and maintain…

Senior Analyst, Data Sciences

Company: BMO Financial

Location: Chicago, IL

Posted Oct 02, 2025

Investigates additional technologies and tools for developing innovative data solutions for business stakeholders. Data driven decision making - In-depth.

Registered Nurse (RN)

Company: The Citadel of Northbrook

Location: Northbrook, IL

Posted Oct 03, 2025

Takes and records residents blood pressure and vital signs, administers catheter care, administers IV therapy to residents as ordered within license limitations…

Entry Level Sales Associate

Company: GLOBAL TALENT NEXUS

Location: Oak Park, IL

Posted Oct 03, 2025

Learn and implement sales scripts, client product information, and promotional strategies. Track and achieve weekly and monthly sales goals.

Cybersecurity & Compliance Analyst

Company: InMarket

Location: Chicago, IL

Posted Oct 02, 2025

Partner with GCP (primary) and AWS engineering teams to design and enforce secure configurations, IAM models, and network controls.

Registered Nurse (Weekends)

Company: Pearl of Evanston

Location: Evanston, IL

Posted Oct 03, 2025

Prepare & administer medications as ordered by the physician. Admit, transfer and discharge residents as required. Current Illinois Nursing License (Required).

Industrial HVAC Technician (Direct Hire)

Company: Kelly Services

Location: Skokie, IL

Posted Oct 03, 2025

Possess an EPA license for refrigerant systems and can read electrical schematics. In addition, employees are entitled to earn paid sick leave under the…

Full Stack Developer – Chatbot/AI Integration

Company: Softtek

Location: Chicago, IL

Posted Oct 02, 2025

The ideal candidate will have *hands-on experience in chatbot implementation*, strong front-end development skills, and the ability to work across distributed…

Steel Fabricator/Welder

Company: Composite Steel, Inc.

Location: Melrose Park, IL

Posted Oct 03, 2025

Proficient in reading shop drawings/blueprints. We are looking for a skilled Welder/Fabricator who can read blueprints, perform layout, and fabricate steel…

Registered Nurse

Company: Oak Street Health

Location: Chicago, IL

Posted Oct 03, 2025

Active Registered Nurse (RN) Licensure in good standing with the applicable state. Qualified applicants with arrest or conviction records will be considered for…

Frequently Asked Questions

What are the typical salary ranges for Flexible Spending Account roles at different seniority levels?
Entry‑level FSA Specialists earn $55,000–$70,000 annually. Mid‑tier Program Managers and Analysts command $70,000–$90,000. Senior‑level Compliance Directors and Integration Leads receive $90,000–$110,000, often with a 5–10% performance bonus.
What skills and certifications are required to succeed in Flexible Spending Account positions?
Key skills include IRS‑2024 compliance, data‑driven analysis with Power BI or Tableau, claims processing workflow, and payroll integration using ADP, Workday, or Gusto. Certifications such as Certified Health Benefits Specialist (CHBS), Certified Employee Benefits Specialist (CEBS), and Certified FSA Specialist (CFS) are highly valued.
Can I work remotely in a Flexible Spending Account role?
Yes—many FSA analysts, compliance specialists, and integration engineers offer fully remote or hybrid arrangements. Employers prioritize cloud‑based FSA platforms, virtual audit tools, and digital claim portals, enabling distributed teams.
What are common career progression paths for professionals in Flexible Spending Accounts?
Typical growth moves from FSA Analyst to Program Manager, then to Senior Compliance Director or Benefits Strategy Lead. From there, professionals often transition to HR Benefits Director or VP of Employee Benefits, overseeing company‑wide benefit portfolios.
What industry trends are shaping the future of Flexible Spending Accounts?
Emerging trends include AI‑driven claim adjudication, mobile‑first FSA apps, integration with telehealth services, and ESG reporting that tracks employee health spend.

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