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.

Pharmacy Technician

Company: CVS Health

Location: Mattoon, IL

Posted Jan 27, 2025

Route Driver (Base Pay + Commission)

Company: Sodexo

Location: Rolling Meadows, IL

Posted Jan 27, 2025

Staff Pharmacist FT

Company: CVS Health

Location: Ottawa, IL

Posted Jan 27, 2025

Pharmacy Technician

Company: CVS Health

Location: Jacksonville, IL

Posted Jan 27, 2025

Pharmacy Technician

Company: CVS Health

Location: Vernon Hills, IL

Posted Jan 27, 2025

Retail Sales Travel Specialist

Company: Staples

Location: Rock Island, IL

Posted Jan 27, 2025

Pharmacy Technician

Company: CVS Health

Location: Mattoon, IL

Posted Jan 27, 2025

Cook II

Company: Sodexo

Location: Mount Vernon, IL

Posted Jan 27, 2025

Enterprise Account Executive

Company: Instawork

Location: Chicago, IL

Posted Jan 27, 2025

Instawork, a global labor marketplace, is seeking a passionate and experienced Enterprise Account Executive to scale their business across the US. The role involves identifying prospects, building relationships, and closing deals in the light industrial sector. The company offers a competitive compensation package, including a base salary of $110,000, eligible OTE of $230,000, and uncapped commissions. Instawork values diversity and is committed to creating economic opportunities for local businesses and skilled professionals.

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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