Flexible Spending Account Jobs in Chicago, IL

35,792 open positions · 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.

Principal Business Risk Specialist

Company: Discover

Location: Riverwoods, IL

Posted Jan 25, 2025

Cybersecurity Engineer (Network)

Company: Discover

Location: Riverwoods, IL

Posted Jan 25, 2025

Branch Office Administrator

Company: Edward Jones

Location: Minooka, IL

Posted Jan 25, 2025

4am Inbound (Stocking) (T1176)

Company: Target

Location: Arlington Heights, IL

Posted Jan 25, 2025

Category Operations Manager

Company: Instawork

Location: Chicago, IL

Posted Jan 25, 2025

Instawork, a leading flexible work app, is seeking a Category Operations Manager to drive key account success, manage scalable in-market operations, and collaborate with cross-functional teams. The role involves frequent travel, customer-facing responsibilities, and a passion for problem-solving. The company offers competitive compensation, benefits, and a fast-paced, innovative work environment.

Shift Supervisor Trainee

Company: CVS Health

Location: Springfield, IL

Posted Jan 25, 2025

Application Engineer (Full Stack)

Company: Discover

Location: Riverwoods, IL

Posted Jan 25, 2025

Office Manager I - Remote

Company: Aramark

Location: Downers Grove, IL

Posted Jan 25, 2025

Frequently Asked Questions

What salary can I expect at different FSA levels?
Entry‑level roles start around $45,000‑$60,000. Mid‑level positions earn $60,000‑$80,000. Senior professionals typically receive $80,000‑$110,000, and directors can command $110,000‑$140,000.
What skills and certifications are essential for FSA roles?
Proficiency with benefit platforms (Benefitfocus, Zenefits, Gusto), strong Excel and data‑analysis skills, deep knowledge of IRS FSA regulations, and certifications such as CEBS, CCP, or HR‑specific credentials boost hiring prospects.
Can FSA positions be done remotely?
Yes. Most FSA roles are fully remote or hybrid because enrollment and claims management rely on cloud‑based systems, allowing professionals to work from anywhere.
What career paths exist within FSA?
Typical progression follows: Coordinator → Administrator → Analyst → Manager → Director → VP of Benefits. Each step adds responsibility for larger benefit portfolios and strategic planning.
What are the current trends shaping FSA careers?
Key trends include virtual enrollment portals, AI‑driven claims adjudication, tighter IRS compliance rules, deeper integration with HRIS platforms, and an emphasis on ESG metrics in benefit design.

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