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.

Project Manager, Locomotive

Company: Progress Rail

Location: La Grange, IL

Posted Aug 29, 2025

Develop and implement risk management strategies to minimize project risks. Measure project performance using established systems, tools, and techniques.

Data Scientist

Company: Havi Supply Chain

Location: Chicago, IL

Posted Aug 28, 2025

Master’s degree in operations research, mathematics, statistics, engineering or closely related field; PhD preferred. Paid parental and medical leave programs.

Substitute Teacher

Company: Swing Education

Location: Chicago, IL

Posted Aug 28, 2025

No early morning phone calls. $160-$180 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

Part-Time Janitor - South side of Chicago - Experience and transportation required

Company: TMP Janitorial

Location: Chicago, IL

Posted Aug 28, 2025

*Has their own transportation (non-negotiable)*. *Proven working experience as a cleaner, janitor, cleaner technician, or any other relevant experience related…

Capital and Project Manager

Company: Liquid Environmental Solutions

Location: Chicago, IL

Posted Aug 28, 2025

Project oriented position with a mix of desk bound (e.g., reviewing capital plans, coordinating project meetings, developing drawings, soliciting bids,…

Part Time Sales Associate

Company: Lori's Shoes

Location: Chicago, IL

Posted Aug 28, 2025

Process transactions accurately and efficiently at the point of sale. Generous employee discount on shoes, clothing, and accessories.

Growth Lead

Company: Snaplii

Location: Chicago, IL

Posted Aug 28, 2025

Proficiency with data analysis tools (e.g., Google Analytics, Mixpanel, Amplitude, Metabase), with experience in cohort analysis, retention modeling, and…

PT On-Call Flex Security Officer

Company: St. Moritz Security Services

Location: Chicago, IL

Posted Aug 28, 2025

May require a current state driver’s license, clean driving record as determined by SMSSI, and the ability to safely operate motor vehicle.

RN - Pre-Admission Testing - Days

Company: Endeavor Health

Location: Elmhurst, IL

Posted Aug 29, 2025

Employs critical thinking skills, assesses patients' condition, recognizes changes, plans and evaluates care, monitors patients' progress, and records pertinent…

Sales Specialist

Company: Christofle Silver Inc.

Location: Chicago, IL

Posted Aug 29, 2025

Develop local and international client book with the ability to recruit and develop top clients, inclusive of interior designers, estate managers, corporations.

Customer Service Representative I

Company: Endeavor Health

Location: Chicago, IL

Posted Aug 29, 2025

Unique or Preferred Skills: Driver’s license. Answers a high volume of calls promptly ensuring outstanding customer service at all times.

Cook/ Chef

Company: Clarendale of Addison

Location: Addison, IL

Posted Aug 29, 2025

Visit residents periodically to evaluate food service such as quality, quantity, temperature, and appearance; and conduct evaluations to make revisions in…

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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