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.

Bilingual Spanish - Retail Sales Associate

Company: My Wireless - AT&T Authorized Retailer

Location: Chicago, IL

Posted Oct 04, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Principal Architect – Networking

Company: Red8

Location: Chicago, IL

Posted Oct 07, 2025

Support field-facing activities (customer briefings, workshops, executive presentations). This senior technical leader drives networking strategy across data…

Per Diem Retail Staff Pharmacist | Chicago, Illinois

Company: Soliant

Location: Chicago, IL

Posted Oct 04, 2025

Licensed Pharmacist with a valid Illinois license. Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+ years Pharmacist experience…

Project Manager (m/f/d)

Company: Damovo

Location: Chicago, IL

Posted Oct 06, 2025

The ideal candidate will assist in coordinating efforts between clients, internal teams, and external partners to ensure projects are completed on time, within…

Bilingual Spanish - Retail Sales Associate

Company: My Wireless - AT&T Authorized Retailer

Location: Chicago, IL

Posted Oct 04, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Concrete Laborer

Company: American Wilbert Vault

Location: Des Plaines, IL

Posted Oct 06, 2025

You must have a valid driver's license w/clean record, a CDL is a plus. Obtain the CDL license within 90-days from date of permit issuance.

Specialist, Visual Identity & Graphic Design (Chicago/Hybrid)

Company: Feeding America

Location: Chicago, IL

Posted Oct 04, 2025

4 years in graphic design, brand management, or visual content roles (nonprofit or mission-driven preferred). Oversee design platforms, manage user permissions,…

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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