Flexible Spending Account Jobs in Chicago, IL

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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.

Cat Digital/Cat Technology - Software Engineer

Company: Caterpillar

Location: Chicago, IL

Posted Sep 09, 2025

Software Product Technical Knowledge: knowledge of technical aspects of a software product; ability to design, configure and integrate technical aspects of…

Registered Client Service Associate

Company: FourStar Wealth Advisors, LLC

Location: Chicago, IL

Posted Sep 10, 2025

Required licensing: FINRA 65 or 66; will consider other FINRA licensing. Excellent skills in Microsoft Office Suite and other technologies.

Cat Digital/Cat Technology – Data Scientist/Technical Analyst

Company: Caterpillar

Location: Chicago, IL

Posted Sep 09, 2025

Bachelor’s degree or higher in data science, computer engineering, electrical engineering or related degree (selected candidates must complete their degree by…

Project Manager

Company: Chanen Construction Co.

Location: Downers Grove, IL

Posted Sep 09, 2025

Minimum of five years’ experience in project management including but not limited to dealing with owners and engineers, clients, employees, agency personnel,…

Special Education Teacher

Company: Parkland Preparatory Academy

Location: Morton Grove, IL

Posted Sep 10, 2025

Parkland Preparatory Academy, one of Chicago's most innovative and dynamic therapeutic day schools, is seeking Special Education teachers with LBS-1…

Exhibitor Services Representative

Company: SourceOne Events

Location: Elmhurst, IL

Posted Sep 10, 2025

This individual with ensure exceptional customer satisfaction, possess strong organizational skills and play a crucial role in driving future business while and…

Project Manager - JOC

Company: F.H. Paschen

Location: Chicago, IL

Posted Sep 10, 2025

Knowledge of construction, design, cost reporting and cash flow management. Develop field quality assurance and quality control plan with Superintendent.

Graphic Designer

Company: Ghafari

Location: Chicago, IL

Posted Sep 11, 2025

Education: Bachelor’s degree in graphic design, marketing, or related field. Generate content ideas and develop posts for social media.

CNC LATHE MACHINIST

Company: MAH Machine Co., Inc.

Location: Cicero, IL

Posted Sep 09, 2025

We can offer innovative solutions and suggestions for improving product design and manufacturing as well as offer complete full-service project management.

Welder

Company: Genuine Parts Company

Location: Woodridge, IL

Posted Sep 09, 2025

Under general supervision, the Welder uses hand welding and flame cutting equipment such as arc welders, gas welders, and gas torches to weld together metal…

Staff Accountant

Company: Third Road Management LLC

Location: Glen Ellyn, IL

Posted Sep 11, 2025

Prepare and review various multi-state sales tax filings. Perform filing or other duties as requested by client. Facilitate cash management as needed.

Clinical Pharmacist - IP - Per Diem

Company: Endeavor Health

Location: Chicago, IL

Posted Sep 11, 2025

Provide clinical pharmacy services including drug information, preparing doses and checking work done by a technician prior to dispensing.

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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