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.

Installer/plumber

Company: INSIDE OUT HOME SOLUTIONS LLC

Location: Downers Grove, IL

Posted Sep 25, 2025

Knowledge of plumbing systems; a plumbing license is a significant plus. Troubleshoot and resolve any issues that may arise during installation.

AI Engineer

Company: IFS

Location: Chicago, IL

Posted Sep 25, 2025

You will work across the stack—prompting, tools, retrieval, evaluation, guardrails, and backend services—collaborating closely with product, design, and data…

Lead HVAC Installer

Company: AA Service Co. Heating, Cooling, and Plumbing

Location: Northbrook, IL

Posted Sep 24, 2025

*Fully Stocked Warehouse & Parts Runners:* We ensure you have the tools and support you need to excel, with a fully stocked warehouse and parts runners at your…

Customer AI engineer

Company: WRITER

Location: Chicago, IL

Posted Sep 23, 2025

Prompt chain design: Collaborate with the team to design, develop, and evaluate prompt chains for specific content creation tasks.

Benefits Client Services Representative I

Company: PAYLOCITY CORPORATION

Location: Schaumburg, IL

Posted Sep 25, 2025

The Benefit Account Manager I plays a pivotal role in resolving client payroll and HR system challenges while fostering exceptional customer relationships…

CNC BORE MILL MACHINIST

Company: MAH Machine Co., Inc.

Location: Cicero, IL

Posted Sep 24, 2025

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

Graphic Designer

Company: accentedge, LLC

Location: Chicago, IL

Posted Sep 24, 2025

Bachelor’s degree in Graphic Design, Fine Arts, or a related field. Collaborate with cross-functional teams to understand design requirements and deliver high-…

Senior / Staff Product Engineer / Java / Python / AI / React

Company: Motion Recruitment

Location: Chicago, IL

Posted Sep 25, 2025

Strong Communications skills and ability to translate technical concepts for cross-functional teams. Design, develop, and maintain backend systems.

Cybersecurity Forensic Analyst - Senior

Company: Huntington Bank

Location: Chicago, IL

Posted Sep 25, 2025

Bachelor's degree in Information Systems, Computer Science or related field preferred. Comply with the organization's cybersecurity policies, procedures among…

Technical AI Instructor and Forward-Deployed Engineer (Specialist Senior)

Company: Deloitte

Location: Chicago, IL

Posted Sep 25, 2025

This role involves teaching technical AI skills, engaging in early-stage engineering work, and incubating innovative products from concept to code.

Customer Experience Data Analyst for Merchant Payment Services

Company: U.S. Bank National Association

Location: Chicago, IL

Posted Sep 25, 2025

Advanced proficiency in Qualtrics (or other CX tools), including the ability to design, build, and manage CX dashboards, apply filters, and generate insights…

Residential Service Plumber

Company: AA Service Co. Heating, Cooling, and Plumbing

Location: Northbrook, IL

Posted Sep 24, 2025

Cutting , assembling and installing pipes and tubes with attention to existing infrastructure (e.g. electrical wiring). Service Titan experience a plus!

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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